preface to fifteenth edition

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1.28 SECTION 1 Complex linear polyamines are best designated by replacement nomenclature. These trivial names are retained: aniline, benzidene, phenetidine, toluidine, and xylidine. Thebivalent radical 9NH9 linked to two identical radicals can be denoted by the prefix imino-, as well as when it forms a bridge between two carbon ring atoms. A trivalent nitrogen atom linked to three identical radicals is denoted by the prefix nitrilo-. Thus ethylenediaminetetraacetic acid (an allowed exception) should be named ethylenedinitrilotetraacetic acid. 1.1.3.8 Ammonium Compounds. Salts and hydroxides containing quadricovalent nitrogen are named as a substituted ammonium salt or hydroxide. The names of the substituting radicals precede theword ammonium, and then the name of the anion is added as a separate word. For example, (CH 3 ) 4 N I is tetramethylammonium iodide. When the compound can be considered as derived from a base whose name does not end in -amine, its quaternary nature is denoted by adding ium to the name of that base (with elision of e), substituent groups are cited as prefixes, and the name of the anion is added separately at the end. Examples are CHNH 6 5 3HSO4 2 [(C6H5NH 3) ] 2PtCl6 Anilinium hydrogen sulfate Dianilinium hexachloroplatinate Thenames choline and betaine are retained for unsubstituted compounds. In complex cases, the prefixes amino- and imino- may be changed to ammonio- and iminio- and are followed by the name of the molecule representing the most complex group attached to this nitrogen atom and are preceded by the names of the other radicals attached to this nitrogen. Finally the name of the anion is added separately. For example, the name might be 1-trimethylammonioacridinechlorideor 1-acridinyltrimethylammonium chloride. When the preceding rules lead to inconvenient names, then (1) the unaltered name of the base may beused followed by thenameof theanion or (2) for salts of hydrohalogen acids only the unaltered name of the base is used followed by the name of the hydrohalide. An example of the latter would be 2-ethyl-p-phenylenediamine monohydrochloride. 1.1.3.9 Azo Compounds. When the azo group (9N"N9) connects radicals derived from identical unsubstituted molecules, the name is formed by adding the prefix azo- to the name of the parent unsubstituted molecules. Substituents are denoted by prefixes and suffixes. The azo group has priority for lowest-numbered locant. Examples are azobenzene for C 6 H 5 9N"N9C 6 H 5 , azobenzene-4-sulfonic acid for C 6 H 5 9N"N9C 6 H 5 SO 3 H, and 2,4-dichloroazobenzene-4-sulfonic acid for ClC 6 H 4 9N"N9C 6 H 3 ClSO 3 H. When the parent molecules connected by the azo group are different, azo is placed between the complete names of the parent molecules, substituted or unsubstituted. Locants are placed between the affix azo and the names of the molecules to which each refers. Preference is given to the more complex parent molecule for citation as the first component, e.g., 2-aminonaphthalene-1-azo- (4-chloro-2-methylbenzene). In an alternative method, the senior component is regarded as substituted by RN"N9, this group R being named as a radical. Thus 2-(7-phenylazo-2-naphthylazo)anthracene is the name by this alternative method for the compound named anthracene-2-azo-2-naphthalene-7-azobenzene. 1.1.3.10 Azoxy Compounds. Wheretheposition of theazoxy oxygen atom is unknown or immaterial, the compound is named in accordance with azo rules, with the affix azo replaced by azoxy. When the position of the azoxy oxygen atom in an unsymmetrical compound is designated, a prefix NNO- orONN- is used. When both the groups attached to the azoxy radical are cited in the name of thecompound, theprefix NNO- specifies that the second of these two groups is attached directly
ORGANIC COMPOUNDS 1.29 to 9N(O)9; theprefix ONN- specifies that the first of these two groups is attached directly to 9N(O)9. When only one parent compound is cited in the name, the prefixed ONN- and NNOspecify that the group carrying the primed and unprimed substituents is connected, respectively, to the 9N(O)9 group. Theprefix NON- signifies that the position of the oxygen atom is unknown; the azoxy group is then written as 9N 2 O9. For example, 2,2,4-Trichloro-NNO-azoxybenzene 1.1.3.11 Boron Compounds. Molecular hydrides of boron are called boranes. They are named by using a multiplying affix to designate the number of boron atoms and adding an Arabic numeral within parentheses as a suffix to denote the number of hydrogen atoms present. Examples are pentaborane(9) for B 5 H 9 and pentaborane(11) for B 5 H 11 . Organic ring systems are named by replacement nomenclature. Three- to ten-membered monocyclic ring systems containing uncharged boron atoms may be named by the specialist nomenclature for heterocyclic systems. Organic derivatives are named as outlined for substitutive nomenclature. The complexity of boron nomenclature precludes additional details; the text by Rigaudy and Klesney should beconsulted. 1.1.3.12 Carboxylic Acids. Carboxylic acids may be named in several ways. First, 9COOH groups replacing CH 3 9 at the end of the main chain of an acyclic hydrocarbon are denoted by adding -oic acid to thenameof thehydrocarbon. Second, when the9COOH group is theprincipal group, thesuffix -carboxylic acid can beadded to thenameof theparent chain whosenameand chain numbering does not include thecarbon atom of the9COOH group. The former nomenclature is preferred unless use of the ending -carboxylic acid leads to citation of a larger number of carboxyl groups as suffix. Third, carboxyl groups are designated by the prefix carboxy- when attached to a group named as a substituent or when another group is present that has higher priority for citation as principal group. In all cases, the principal chain should be linked to as many carboxyl groups as possible even though it might not be the longest chain present. Examples are CH CH CH CH CH CH COOH 3 2 2 2 2 2 C H COOH 6 11 (1) Heptanoic acid (2) 1-Hexanecarboxylic acid (2) Cyclohexanecarboxylic acid (3) 2-(Carboxymethyl)-1,4-hexanedicarboxylic acid Removal of the OH from the 9COOH group to form theacyl radical results in changing the ending -oic acid to -oyl or the ending -carboxylic acid to -carbonyl. Thus the radical CH 3 CH 2 CH 2 CH 2 CO9 is named either pentanoyl or butanecarbonyl. When the hydroxyl has not been removed from all carboxyl groups present in an acid, the remaining carboxyl groups are denoted by the prefix carboxy-. For example, HOOCCH 2 CH 2 CH 2 CH 2 CH 2 CO9 is named 6-carboxyhexanoyl.
Page 2 and 3: LANGE'S HANDBOOK OF CHEMISTRY John
Page 4 and 5: Grateful acknowledgment is hereby m
Page 6 and 7: PREFACE TO FIFTEENTH EDITION This n
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Page 10 and 11: xii PREFACE TO FOURTEENTH EDITION l
Page 12 and 13: PREFACE TO FIRST EDITION This book
Page 14 and 15: For the detailed contents of any se
Page 16 and 17: 1.2 SECTION 1 is derived from the G
Page 18 and 19: 1.4 SECTION 1 rather than methylide
Page 20 and 21: 1.6 SECTION 1 Styrene Toluene Xylen
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Page 38 and 39: 1.24 SECTION 1 heterocyclic structu
Page 40 and 41: 1.26 SECTION 1 Bivalent radicals of
Page 44 and 45: 1.30 SECTION 1 TABLE 1.11 Names of
Page 46 and 47: 1.32 SECTION 1 hydroxyamino- to the
Page 48 and 49: 1.34 SECTION 1 may be named (1) by
Page 50 and 51: 1.36 SECTION 1 Examples are methyl
Page 52 and 53: 1.38 SECTION 1 tuted acid, respecti
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Page 56 and 57: 1.42 SECTION 1 from the ring are kn
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Page 60 and 61: 1.46 SECTION 1 Chiral Center. The c
Page 62 and 63: 1.48 SECTION 1 FIGURE 1.15 Isomers
Page 64 and 65: 1.50 SECTION 1 entries to bring tog
Page 66 and 67: 1.52 SECTION 1 TABLE 1.13 Names and
Page 74 and 75: 1.60 SECTION 1 TABLE 1.14 Empirical
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2.4 SECTION 2 TABLE 2.1 Fundamental
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2.6 SECTION 2 TABLE 2.1 Fundamental
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2.8 SECTION 2 TABLE 2.2 Physical an
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2.10 SECTION 2 TABLE 2.2 Physical a
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2.24 SECTION 2 TABLE 2.3 Mathematic
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2.26 SECTION 2 TABLE 2.6 Abbreviati
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2.36 SECTION 2 TABLE 2.7 Conversion
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2.54 SECTION 2 TABLE 2.8 Temperatur
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2.66 SECTION 2 2.1.1 Conversion of
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2.68 SECTION 2 Oleometer. A hydrome
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2.70 SECTION 2 Example 3. 25 1.2500
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2.72 SECTION 2 TABLE 2.9 Barometer
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2.74 SECTION 2 TABLE 2.9 Barometer
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2.76 SECTION 2 TABLE 2.10 Barometri
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2.78 SECTION 2 TABLE 2.12 Reduction
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2.80 SECTION 2 TABLE 2.12 Reduction
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2.82 SECTION 2 TABLE 2.13 Viscosity
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2.84 SECTION 2 TABLE 2.14 Conversio
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2.86 SECTION 2 TABLE 2.15 Hydromete
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2.88 SECTION 2 TABLE 2.17 Correctio
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2.90 SECTION 2 TABLE 2.18 Pressure
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2.96 SECTION 2 TABLE 2.20 Values of
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2.98 SECTION 2 TABLE 2.21 Transmitt
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2.100 SECTION 2 TABLE 2.21 Transmit
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2.102 SECTION 2 2.2 MATHEMATICAL TA
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2.104 SECTION 2 TABLE 2.23 Derivati
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2.106 SECTION 2 TABLE 2.24 Integral
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2.108 SECTION 2 TABLE 2.24 Integral
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2.110 SECTION 2 Regular Polygon of
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2.112 SECTION 2 A h[0.4(y y ) 1.
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2.114 SECTION 2 2.2.3.1 Signs of th
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2.116 SECTION 2 x2 x3 x4 x5 ln(1 x
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2.118 SECTION 2 2.3.2 Errors in Qua
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2.120 SECTION 2 The breadth or spre
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2.122 SECTION 2 TABLE 2.26b Areas U
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2.124 SECTION 2 The distribution of
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2.126 SECTION 2 Should there be mor
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2.128 SECTION 2 Example 10 Six samp
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2.130 SECTION 2 2.3.9 The F Statist
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TABLE 2.29 F Distribution (Continue
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2.134 SECTION 2 mathematical treatm
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2.136 SECTION 2 The confidence limi
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2.138 SECTION 2 situation where rel
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3.2 SECTION 3 The alphabetical orde
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3.4 SECTION 3 When it is required t
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3.6 SECTION 3 PO phosphoryl SeO sel
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3.8 SECTION 3 3.1.5 Acids 3.1.5.1 A
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3.10 SECTION 3 3.1.6.6 Multiplicati
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3.12 SECTION 3 3.2 PHYSICAL PROPERT
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TABLE 3.2 Physical Constants of Ino
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3.62 SECTION 3 TABLE 3.3 Synonyms a
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SECTION 4 PROPERTIES OF ATOMS, RADI
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4.3 Fermium Fm 100 [Rn] 5f 12 7s 2
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Silver (argentum) Ag 47 [Kr] 4d 10
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PROPERTIES OF ATOMS,RADICALS,AND BO
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PROPERTIES OF ATOMS, RADICALS, AND
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SECTION 5 PHYSICAL PROPERTIES 5.1 S
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PHYSICAL PROPERTIES 5.3 5.1 SOLUBIL
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TABLE 5.1 Solubility of Gases in Wa
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TABLE 5.1 Solubility of Gases in Wa
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TABLE 5.2 Solubilities of Inorganic
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formateBa(CHO 2 ) 2 26.2 28.0 29.9
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(III) sulfateCe 2 (SO 4 ) 3 ·9H 2
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iodidePbI 2 0.044 0.056 0.069 0.090
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Nickel sulfateNiSO 4 ·6H 2 O (pale
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Praseodymium bromatePr(BrO 3 ) 3 55
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formate NaCHO 2 43.9 62.5 81.2 102
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Uranyl nitrate UO 2 (NO 3 ) 2 98 10
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PHYSICAL PROPERTIES 5.25 TABLE 5.3
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PHYSICAL PROPERTIES 5.57 5.3 BOILIN
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TABLE 5.12 Ternary Azeotropic Mixtu
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TABLE 5.12 Ternary Azeotropic Mixtu
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PHYSICAL PROPERTIES 5.83 5.4 FREEZI
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PHYSICAL PROPERTIES 5.87 5.5 DENSIT
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PHYSICAL PROPERTIES 5.89 dt Dt P
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PHYSICAL PROPERTIES 5.135 5.6.1 Ref
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PHYSICAL PROPERTIES 5.137 where the
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PHYSICAL PROPERTIES 5.139 5.7 COMBU
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Temperature, C Substance 40 20 0 20
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PHYSICAL PROPERTIES 5.171 This equa
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SECTION 6 THERMODYNAMIC PROPERTIES
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THERMODYNAMICPROPERTIES 6.3 6.1.1.2
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THERMODYNAMICPROPERTIES 6.5 A gener
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THERMODYNAMICPROPERTIES 6.7 TABLE 6
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THERMODYNAMICPROPERTIES 6.9 TABLE 6
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THERMODYNAMICPROPERTIES 6.11 TABLE
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THERMODYNAMIC PROPERTIES 6.21 TABLE
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THERMODYNAMIC PROPERTIES 6.101 TABL
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THERMODYNAMIC PROPERTIES 6.143 The
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SECTION 7 SPECTROSCOPY 7.1 X-RAY ME
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SPECTROSCOPY 7.3 TABLE 7.1 Waveleng
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SPECTROSCOPY 7.9 TABLE 7.3 Critical
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SPECTROSCOPY 7.11 TABLE 7.4 X-Ray E
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SPECTROSCOPY 7.13 Emission line K 1
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SPECTROSCOPY 7.15 TABLE 7.7 Analyzi
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SPECTROSCOPY 7.17 TABLE 7.8 Mass Ab
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SPECTROSCOPY 7.19 TABLE 7.9 Electro
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SPECTROSCOPY 7.21 TABLE 7.11 Absorp
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SPECTROSCOPY 7.23 TABLE 7.13 Solven
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SPECTROSCOPY 7.25 7.3 FLUORESCENCE
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SPECTROSCOPY 7.27 TABLE 7.16 Fluore
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SPECTROSCOPY 7.29 TABLE 7.18 Detect
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SPECTROSCOPY 7.35 TABLE 7.19 Sensit
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SPECTROSCOPY 7.37 TABLE 7.19 Sensit
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SPECTROSCOPY 7.39 In terms of m ,
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SPECTROSCOPY 7.41 The ionization co
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SPECTROSCOPY 7.67 TABLE 7.28 Infrar
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7.69
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SPECTROSCOPY 7.71 7.6 RAMAN SPECTRO
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SPECTROSCOPY 7.73 TABLE 7.30 Raman
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SPECTROSCOPY 7.89 7.7 NUCLEAR MAGNE
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SPECTROSCOPY 7.91 TABLE 7.41 Nuclea
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SPECTROSCOPY 7.93 TABLE 7.42 Proton
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SPECTROSCOPY 7.95 TABLE 7.44 Estima
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SPECTROSCOPY 7.97 TABLE 7.46 Proton
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SPECTROSCOPY 7.99 TABLE 7.48 Solven
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SPECTROSCOPY 7.101 TABLE 7.49 Carbo
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SPECTROSCOPY 7.103 TABLE 7.51 Effec
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SPECTROSCOPY 7.107 TABLE 7.56 One-B
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SPECTROSCOPY 7.113 TABLE 7.63 Nitro
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SPECTROSCOPY 7.115 TABLE 7.64 Nitro
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SPECTROSCOPY 7.117 TABLE 7.69 Fluor
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SPECTROSCOPY 7.119 TABLE 7.72 Silic
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SPECTROSCOPY 7.121 TABLE 7.73 Phosp
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SPECTROSCOPY 7.123 TABLE 7.74 Phosp
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SPECTROSCOPY 7.125 when z 3 and y
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SPECTROSCOPY 7.127 Masses 19 and 31
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SPECTROSCOPY 7.129 TABLE 7.76 Conde
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SECTION 8 ELECTROLYTES, ELECTROMOTI
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ELECTROLYTES, EMF, AND CHEMICAL EQU
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TABLE 8.7 Proton Transfer Reactions
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TABLE 8.7 Proton Transfer Reactions
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TABLE 8.9 Selected Equilibrium Cons
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8.75 3-tert-Butylbenzoic acid (0) 4
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4-Hydroxyproline (1) 1.900 1C 1.850
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N-Propionylglycine (1) 3.728 3.723
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TABLE 8.14 National Bureau of Stand
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1 part 0.1% neutral red in alc. * V
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3,3-Dimethoxybenzidine dihydrochlor
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TABLE 8.35 Equivalent Conductivitie
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KCl 127.3 124.4 122.4 115.8 112.0 1
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NaIO 3 75.2 72.6 70.9 64.4 60.5 1
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9.2 SECTION 9 9.1 LINEAR FREE ENERG
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9.4 SECTION 9 TABLE 9.1 Hammett and
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9.6 SECTION 9 TABLE 9.1 Hammett and
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9.8 SECTION 9 TABLE 9.3 pK a and Rh
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10.2 SECTION 10 10.4.6 Polyacrylate
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10.4 SECTION 10 10.2 ADDITIVES TO P
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10.6 SECTION 10 injection molding.
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10.8 SECTION 10 10.3 FORMULAS AND K
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10.10 SECTION 10 Key properties of
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10.12 SECTION 10 10.3.8 Fluorocarbo
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10.14 SECTION 10 10.3.11 Phenolics
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10.16 SECTION 10 The resin has the
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10.18 SECTION 10 10.3.19 Polyuretha
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10.20 SECTION 10 10.3.22 Sulfones B
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TABLE 10.2 Properties of Commercial
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10.58 SECTION 10 10.4 FORMULAS AND
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10.60 SECTION 10 10.4.8 Polychlorop
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10.62 SECTION 10 Styrene-butadiene
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10.5 CHEMICAL RESISTANCE TABLE 10.4
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10.6 GAS PERMEABILITY TABLE 10.5 Ga
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TABLE 10.5 Gas Permeability Constan
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TABLE 10.7 Constants ofFats and Oil
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TABLE 10.8 Constants ofWaxes Wax Me
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SECTION 11 PRACTICAL LABORATORY INF
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11.4 SECTION 11 TABLE 11.2 Molecula
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11.6 SECTION 11 A saturated aqueous
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11.8 SECTION 11 TABLE 11.6 Relative
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11.10 SECTION 11 11.3 BOILING POINT
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11.12 SECTION 11 TABLE 11.8 Organic
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11.14 SECTION 11 TABLE 11.9 Molecul
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11.4 SEPARATION METHODS TABLE 11.11
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11.18 SECTION 11 TABLE 11.12 Solven
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11.20 SECTION 11 TABLE 11.12 Solven
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TABLE 11.13 McReynolds’ Constants
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TABLE 11.13 McReynolds’ Constants
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11.26 SECTION 11 11.4.1 McReynolds
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11.28 SECTION 11 11.4.2.2 Partition
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11.30 SECTION 11 FIGURE 11.2 Band a
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11.32 SECTION 11 11.4.3 Ion-Exchang
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11.34 SECTION 11 TABLE 11.16 Guide
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11.36 SECTION 11 TABLE 11.16 Guide
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11.38 SECTION 11 TABLE 11.18 Relati
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11.40 SECTION 11 distribution coeff
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11.42 SECTION 11 TABLE 11.19 Gravim
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11.68 SECTION 11 TABLE 11.20 Elemen
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11.70 SECTION 11 TABLE 11.22 Common
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11.72 SECTION 11 TABLE 11.25 Tolera
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11.74 SECTION 11 TABLE 11.26 Heatin
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11.76 SECTION 11 TABLE 11.28 Titrim
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11.84 SECTION 11 appears becomes le
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11.86 SECTION 11 TABLE 11.29 Equati
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11.88 SECTION 11 TABLE 11.29 Equati
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11.90 SECTION 11 The more stable th
Page 1183 and 1184:
11.92 SECTION 11 11.6.6.2.5 Buffer
Page 1185 and 1186:
11.94 SECTION 11 TABLE 11.30 Standa
Page 1187 and 1188:
TABLE 11.32 Properties and Applicat
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11.98 SECTION 11 TABLE 11.36 Maskin
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11.100 SECTION 11 TABLE 11.37 Anion
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11.102 SECTION 11 TABLE 11.39 Amino
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11.104 SECTION 11 TABLE 11.44 Facto
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11.106 SECTION 11 11.7 LABORATORY S
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11.108 SECTION 11 TABLE 11.48 Stand
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11.110 SECTION 11 Alizarin yellow G
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11.112 SECTION 11 Bromchlorophenol
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11.114 SECTION 11 p-Ethoxychrysoidi
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11.116 SECTION 11 Mercurous nitrate
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11.118 SECTION 11 Potassium carbona
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11.120 SECTION 11 until the ammoniu
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11.122 SECTION 11 TABLE 11.49 TLV C
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11.130 SECTION 11 TABLE 11.50 Chemi
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Page 1229 and 1230:
11.138 SECTION 11 of water which is
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TABLE 11.55 Thermoelectric Values i
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TABLE 11.56 Type B Thermocouples: P
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TABLE 11.58 Type J Thermocouples: I
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TABLE 11.60 Type N Thermocouples: N
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TABLE 11.62 Type S Thermocouples: P
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11.150 SECTION 11 11.11 CORRECTION
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Index Terms Links 2 Acid-base indic
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Index Terms Links 4 Alkynes, nomenc
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Index Terms Links 6 Aurintricarboxy
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Index Terms Links 8 Boron-11 chemic
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Index Terms Links 10 Cellulose acet
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Index Terms Links 12 Collective ino
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Index Terms Links 14 Degree Fahrenh
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Index Terms Links 16 Electrical res
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Index Terms Links 18 Equivalent wei
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Index Terms Links 20 Fluorocarbon p
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Index Terms Links 22 Halogenated hy
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Index Terms Links 24 Impact strengt
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Index Terms Links 26 Kα 1 lines, m
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Index Terms Links 28 Melmine phenol
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Index Terms Links 30 Neon-neon bond
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Index Terms Links 32 One-tailed tes
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Index Terms Links 34 Physical chemi
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Index Terms Links 36 Polyolefin the
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Index Terms Links 38 Pyridine: bina
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Index Terms Links 40 Rho values: fo
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Index Terms Links 42 Single-bond ra
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Index Terms Links 44 Stereoisomers
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Index Terms Links 46 Tension, aqueo
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Index Terms Links 48 Triethylenetet
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Index Terms Links 50 Water (Cont.)
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