TABLE IX. ORGANIC DERIVATIVES OF ALDEHYDES a) Liquids 1) Listed in order of increasing atmospheric b.p.* 24-Di nitrophenyl hydrazone.

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1 a) Liquids ) Listed in der of increasing atmospheric b.p.* Bing, "B carba 24- ^-Nltro Phenyl m d m dride Miscel laneous 0-anisidme T Fmdehyde (Man) Trifluoaceldehyde Acetdehyde (Ethan) Propiondehyde (Propan) Clyox Acrolein (Acrdehyde) Propyn (Propargyl dehyde) 2,2,2-Trifluopropiondehyde Isobutyrdehyde 2-Myl-2-propen (Macrolem) n-butyrdehyde (Butana!) Trimylacetdehyde (Pivdehyde) Chloacetdehyde " s Chlopropiondehyde loacetdehyde ,6 2", " , bz - igr, 4, 270 7,, 26 8, Igr, d, 48, -6, using only equivent of reagent 67, stable 68, unstable 7, mix ture 48 48,, 0, , -,, , 2 0, 8 2,, bz 28 2,. 0% 0-0, -, 87,,,, 4 7, 0, hot Igr, pyrazohne 74, pyrazoline " s 4 67-", using only equivent of reagent 8,. 4, 4 6, mono, di 228 2, 0% 4 4, , 4 mono 224 6, 44 4 Thiosemicarba, 46 Picrate, 6-7 Phenylosa, 6-70 Cuderiv, 60 Hydrate, -8 pa ol gn vlt Derivative data given in der m p, cryst col, solvent from hi crystlized 44

2 a) Liquids ) Listed in der of increasing atmospheric b.p.* (Continued) Bing,, "g carba 24- p-nitro Phenyl m d m dnde o-anisidine, Moxyacetdehyde -Mylbutan (Isoverdehyde) 2-Myl-l-butan (a-mylbutyrdehyde) Triloan (Chl, Tnioacetdehyde) Pentan (Verdehyde) /evr-butylacetdehyde 2-BuIen (Crotondehyde) mylylacetdyde Ethoxyacetdehyde 2-Isopropylacrolein 2-Butyn Mylisopropylacetdehyde 2-Bromoisobutyrdehyde ylacetdehyde (2-Ethylbutyrdehyde) Myl-n-propylacetdehyde 2-Myl-2-buten n-propoxyacetdehyde Isobutylacetdehyde(lsocaprodehyde) Pardehyde (Acetdehyde tnmer) 2-Penten -Moxyisobutyrdehyde HO , S! , tri " 8" 48" , bz 0d, bz - It ,, 20 8,,, , mm, bz-it 6 7 me , pa -,lt, 2 0, ,, 84 4, , 0 S 4-, , me 7 (c) 6, sint, 67 Thiosemicarba, 2 Hydrate, 7 Thiosemicarba. 6 Phenylsemicarba, 26-7 Decomposes in lute acid Acetdehyde, 202 ol grn 2 4 'Derivative data given in der m p, cryst col, solvent from hi crystlized 4

3 a) Liquids ) Listed in der of increasing atmospheric b.p.* (Continued) Bing»B carba 24- p Nitro Phenyl m d m dnde Miscel laneous o-anisidine 7 -Chlopropiondehyde 0-47 S Tnmer.dll HC- abs Hexan (Caprodehyde) Ethylisopropylacetdehyde -mylpentan -Myl-2-buten (-Mylcrotondehyde) Cyclopentanecarboxdehyde 2-Mylpenten-2- - (-Ethyl-2- mylacrolem) Tetrahydrofurfur -Mylhexan -Furdehyde -Cyclopentenylfmdehyde 2-Chlo-2-buten (2-Chlocrotondehyde) 2-Hexen -Hexen ieptan (Enanthdehyde) Ethylisobutylacetdehyde Ji-n-propylacetdehyde " " " 06, bz , , , 4 irr> 08,, , me 48^ " 08, dll 2 Phenylsemicarba, -6 C HC t col a Benzylct 67 me Cyanohydnn , ID' 4762 'Derivative data given in der m p, cryst col, solvent from hi crystlized 46

4 a) Liquids ) Listed in der of increasing atmospheric b.p.* (Continued) Furancarboxdehyde( Furfur) Hexahydrobenzdehyde 2-Ethylhexan-l (n-butylylacetdldehyde) 2,2,-Trilo-nbutyrdehyde (n-butyll, Crotonl) Bulanedi (Succmdehyde) Octan(n-Octdehyde Capryldehvde) 2-Ethyl--n-propylacrolein -Fluobenzdehyde 2,2,2-Triomoan (Brom) 4-Fluobenzdehyde 2-Fluobenzdehyde Benzdehyde nan(pelargondehyde) -Mylfurfur Glutardyde Boding, C d " d , fp -6 " " " ' I 40" Phenylan (Phenylacetdehyde) carbd 202 7, 76, 24d 8, me 0 0,. 222, 2-, r htng 00 84, me 2' I.dll, 6 24-nilro 22 4,, 20 (c ).. mixture ,, 20,, 2 06,., ,. 00 (c ),, 22 (c) 2, grn -., 0 p Nitro 4, t ,. 24 6,262 0, , , Igr, 62- a 7-6,.iS 2, 0-, 6 d, 72 60, me 6 syn 6 7, ami 6 a (sta ble) 0 0, 64, syn 2, anil -2 di 7, 78, 7-8,. 00 melh d I60d 0, 6 m dride Phenyl Phenylsemicar ba, - HC, 07-8d NH, Butyll ammonia, 62 Polymer, 6 Thiosemicarba. 4-4 Monote, Phenylsemicarba, Phenylsemicarba, 2 vlt no reac o-amsidine grn blvlt, > polym * Derivative data given in der m p, cryst col, solvent from hi crystlized 47

5 a) Liquids ) Listed in der of increasing atmospheric b.p.* (Continued) Bing C "n carba 24- p Nitro Phenyl m d m dride o-anisidme, Hydroxybenzdehyde (Sicyldehyde) 2-Thiophenecarboxdehyde -Mylbenzdehyde (-Toludehyde) 2-Mylbenzdyde (2-Toludehyde) 4-Mylbenzdehyde (4-Toludehyde) d-citrll (d-rnodm) Decan (Caprdehyde) 2-Chlobenzdehyde Phenoxyan (Phenoxyacetdehyde, Glycoldehyde er),-mylbenzdehyde -Phenylpropiondehyde (Hydrocinnamdehyde) Citr a. (Geram) Citr b. (Ner) 7 (c) d d 228d -7, fp " 4", " , 22, 28 24, , l, ppt by Igr , 22, pyr, 22-0, me , dl 64, me HC 7, mixture 2, NaOAc abs 22d, It. ac a , 4 4,. ac a 22 4 (c) - PhNO 2 78,, 04, 26 (c ), 20,. xyl 4,, , 6 6,, 227,, 7 222,, 200 (c ),. ac a 27 8,,, 24,. 24, 22,. 42, Igr, 84 0, 0 6. Ill 2-,, 2, pa. 7,6 60, Igr 4 7-, 0 6.dll me a 7-6,,/ 0, -4, 7 (c) , 7, 20d, 208, 70% (c ), p-nitrobenzoate, 28 Thiosemicar ba. -00 Oxid acid, 70, grn pa ol t blk blk Derivative data given in der m p, cryst col, solvent from hi crystlized 48

6 a) Liquids ) Listed in der of increasing atmospheric b.p.* (Continued) Bing, 'C "a carbd 24 mtro /> Nitro hvdra Phenyl Oxtme m d m dride Miscel laneous o Dtanisidme Limn Phenylpropen (Cinnamdehyde) 2,6-mylbenzdehyde -Moxybenzdehyde(-Amsdehyde) -Bromobenzdehyde 4-Isopropylbenzdehyde (Cumdehyde) -Ethoxybenzdehyde 4-Moxybenzdehyde(4-Amsdehyde) 4-Ethoxybenzdehyde,4-oxybenzdehyde(Protocateudehyde diyl er) acetdehyde 228'" d 2, d II d 20 2, me 20, d, , bz. 24,, ac a, 244, -l 2 4d,, ac a, 20,. xyl 2d,. ac a , 60, vlt, , h, 68, a 2, 0 a' 64-, bz a 4 (from a' on fusion) 0, bz a 64-. Igr./S 8, bz svn 7 ami 8 8 a 20, ( , 44 (c ), 2 (c ), 6, (c ), 7, Phenylthiosemicarba. Oxid acid. 6 Oxid Benzophen 48 ol Derivative data given in der m p, cryst col, solvent from hi crystlized 4

7 a) Liquids 2) Reduced pressure b.p. only (listed in der of increasing semicarba m.p.)* Bing C "D carba 24 phenyi p Nitro phenyi lydra Phenyi Dl m d m dride o anisidme I II S 7-Myloctan - 2-Fury Ipropiondehyde 2-Myloctan 2,-lo-n-butyrdehyde Octan (n Octde hyde) I ndecan (Hen decan) Tridecan (n Tndecyl dehyde) 2-Hydroxypropiondehyde 2-n-Amylcinnamdehyde (2 n Pentyl cinnamdehyde Jasmmdehvde) 2-Myl--phenvlpropiondehyde 2-H>droxy-2-myl hexanai (n Butyl mylglycolde hyde) Phenoxyacetdehyde 2-Ethyl-2-hexen 2-Ethyl--hexenai Cyclohexylacetdehyde 2-Nn 2-Hepien 2,,6-Tnmylbenzdehyde,-mylhexahydrobenzdehyde 2-Hydroxv-2-propiondehyde (Mylglycol dehyde) 2,4,6-Tnmelhylbenzdehyde 2-Hvdroxv-2-butvrdehyde (Ethyl glycoldehyde) 2-Hvdroxvbutvrde hvde(aldol),2,,4-tetrahydro-2- naphthdehyde 2-<l-Naphthvl)- propiondehyde ' 8 ' 20' I J 0» 87 8 J 8 7 "> 84" ' 7" 0 4 8" 28" 0 8' 2' I I " me II h me s\n 2 anli me 26 Timer 47 8 Tnmer 6 4 Bromo hy dra 27 8 * Derivative data given in der mp cryst col solvent from hi crystlized 0

8 a) Liquids 2) Reduced pressure b.p. only (listed in der of increasing semicarba m.p. I* (Continued) Bing 24 p Nitro Phenyl melh d deny ) m dnde o anisidme Hexanedi (Adipic didehyde) 2-Mylcinnamdehyde Phenylglyox 4", 70 J 24" 08" " dl , mono 208 d bis 22d 0 dl 8 6 (mono hyd )\v 2 Thio semicarba ', 70 0 Cyclohexenecarboxdehyde 2-Phenoxybenzdehyde 70" ' 'Derivative data given in der m p, cryst col, solvent from hi crystlized

9 a) Liquids ) ; uced pressure b.p. only (listed phabeticly)* Bing, " carba 2,4 /j-nitro Phenyl m d m dride o amsidme II Chloacrolein 4-Chlo-n-butyrdehyde </,/-2,-lopropiondehyde 2-Heptyn 2,4-Hexadien (Sbdehyde) 4-Hydroxy-n-butyrdehyde -Hydroxy-2-isopropylpropiondehyde -Hydroxy--myln-butyrdehyde 4-Moxy-2-myl-nbutyrdehyde -Myl-2-thiophenecarboxdehyde -Myl-2-thiophenccarboxydehyde 4-OctenaI Phenylpropargyl dehyde 2-Phenylpropiondehyde -Pyridinecarboxdehyde (Nicotmdehyde) 2,2,4-Trilo-n-butyrdehyde 2,4,6-Trihydroxybenzdehyde (Phloglucmdehyde) 4-Vinyibenzdehyde (4- Fmylstyrene) 2 " 0 " 48" 4" 6" 68" 84' 67 U 66" 4" 4" 84 S 6 7" 76 4» " fp-78 d " s " 72" " 782 8" 446" 602" 60 2S , Igr Id, (hyd ), ylacet, 8 60 myldcet, ", nf 44 H NO, acid. 7 2,4,6 Triacetate 6 7, 2- Benzoate 8 200, l 'Derivative data given in der m p, cryst col, solvent from hi crystlized 2