Preparation of benzyl alcohol

Preparation of benzyl alcohol
Benzyl chloride (or benzyl bromide, benzyl iodide) is boiled under a reflux condenser with an excess of a 10 %, potassium carbonate solution for 12 hours. When the reaction is complete and the smell of the benzyl chloride has disappeared the reaction mixture is cooled and extracted with ether. The ether extract is dried with potassium carbonate or sodium sulfate, and then removed by evaporation. The benzyl alcohol is purified by distillation collecting fraction which passes over at 206° C and forms a colorless liquid.
Preparation of organic compounds, E. de. Barry Barnett, 63, 1912
IUPAC Name
phenylmethanol
InChI
InChI=1S/C7H8O/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2
InChI Key
WVDDGKGOMKODPV-UHFFFAOYSA-N
Canonical SMILES
C1=CC=C(C=C1)CO
MeSH Synonyms
Alcohol, Benzyl, Benzenemethanol, Benzyl Alcohol
Depositor-Supplied Synonyms
benzyl alcohol, phenylmethanol, benzenemethanol, phenylcarbinol, Benzoyl alcohol, 100-51-6, Phenylmethyl alcohol, Benzenecarbinol, Hydroxytoluene, alpha-Toluenol, (Hydroxymethyl)benzene, Phenolcarbinol, benzylalcohol, alpha-hydroxytoluene, Benzal alcohol, Alcool benzylique, Methanol, phenyl-, Benzylicum, Phenylcarbinolum, Phenyl-Methanol, hydroxymethylbenzene, Bentalol, BENZYL-ALCOHOL, benzylic alcohol, Phenyl Methanol, Euxyl K 100, .alpha.-Toluenol, Itch-X, benzenmethanol, .alpha.-Hydroxytoluene, Caswell No. 081F, Ulesfia, Aromatic primary alcohol, Aromatic alcohol, Methanol benzene, Benzyl alcohol (natural), Benzene Carbinol, Alcool benzilico [DCIT], NCI-C06111, phenylmethan-1-ol, alcoholum benzylicum, aplha-Hydroxytoluene, Alcool benzylique [INN-French], Alcohol bencilico [INN-Spanish], Alcoholum benzylicum [INN-Latin], NSC 8044, UNII-LKG8494WBH, TOLUENE,ALPHA-HYDROXY, HSDB 46, FEMA No. 2137, CCRIS 2081, CHEBI:17987, Benzyl alcohol [USAN:INN:JAN], WVDDGKGOMKODPV-UHFFFAOYSA-N, EINECS 202-859-9, EPA Pesticide Chemical Code 009502, BRN 0878307, NCGC00091865-01, AI3-01680, DSSTox_CID_152, DSSTox_RID_75404, DSSTox_GSID_20152, CAS-100-51-6, enzylalcohol, Benzalalcohol, Benzalcohol, Benzencarbinol, Benzylalkohol, Alcoolbenzylique, Benzyl alkohol, benzene-methanol, Benzyl Alcohole, a-Hydroxytoluene, a-Toluenol, Alcool benzilico, Alcohol bencilico, OBZ, Ulesfia (TN), Sunmorl BK 20, ACMC-1BQPG, SCHEMBL147, bmse000407, CHEMBL720, BENZYL ALCOHOL, ACS, AC1L18SY, WLN: Q1R, LKG8494WBH, Benzyl alcohol (JP15/NF), KSC176G5N, BIDD:ER0248, W213705_ALDRICH, W213713_ALDRICH, 108006_ALDRICH, 24122_RIEDEL, 305197_ALDRICH, 34460_RIEDEL, 442481_SUPELCO, AC1Q7C20, TB 13G, Jsp000133, PENTADEOTEROBENZYL ALCOHOL, 13160_FLUKA, 34460_FLUKA, CTK0H6356, HMDB03119, NSC8044, Benzyl alcohol (JP16/NF/INN), MolPort-001-783-216, 13160_SIAL, 24122_SIAL, BB_SC-7027, HMS3264B16, Pharmakon1600-01502555, 108006_SIAL, 305197_SIAL, 402834_SIAL, NSC-8044, Tox21_111172, Tox21_202447, Tox21_300044, BBL011938, LS-307, NSC760098, SBB058558, STL163453, ZINC00895302, AKOS000119907, AS04466, BENZYL ALCOHOL, U.S.P./N.F., CCG-213843, DB06770, MCULE-6011707909, NSC-760098, RP18893, RTR-033774, NCGC00091865-02, NCGC00091865-03, NCGC00091865-04, NCGC00254154-01, NCGC00259996-01, AJ-24171, AK146334, BC222892, I765, ZB015017, KB-200532, TR-033774, B2378, E1519, FT-0622812, FT-0673838, ST24048908, ST51028320, 3983-EP2269992A1, 3983-EP2270004A1, 3983-EP2270005A1, 3983-EP2270011A1, 3983-EP2270505A1, 3983-EP2272516A2, 3983-EP2272813A2, 3983-EP2272817A1, 3983-EP2272822A1, 3983-EP2272825A2, 3983-EP2272841A1, 3983-EP2274983A1, 3983-EP2275102A1, 3983-EP2275401A1, 3983-EP2275411A2, 3983-EP2275414A1, 3983-EP2275425A1, 3983-EP2277565A2, 3983-EP2277566A2, 3983-EP2277567A1, 3983-EP2277568A2, 3983-EP2277569A2, 3983-EP2277570A2, 3983-EP2277848A1, 3983-EP2277867A2, 3983-EP2277876A1, 3983-EP2277879A1, 3983-EP2279750A1, 3983-EP2280001A1, 3983-EP2280003A2, 3983-EP2280005A1, 3983-EP2280008A2, 3983-EP2280010A2, 3983-EP2280012A2, 3983-EP2281823A2, 3983-EP2284149A1, 3983-EP2284160A1, 3983-EP2287155A1, 3983-EP2287160A1, 3983-EP2287165A2, 3983-EP2287166A2, 3983-EP2289884A1, 3983-EP2289887A2, 3983-EP2289888A2, 3983-EP2289892A1, 3983-EP2289894A2, 3983-EP2292227A2, 3983-EP2292280A1, 3983-EP2292596A2, 3983-EP2292611A1, 3983-EP2292612A2, 3983-EP2292614A1, 3983-EP2292615A1, 3983-EP2292620A2, 3983-EP2295402A2, 3983-EP2295406A1, 3983-EP2295411A1, 3983-EP2295412A1, 3983-EP2295413A1, 3983-EP2295426A1, 3983-EP2295427A1, 3983-EP2295437A1, 3983-EP2295550A2, 3983-EP2298731A1, 3983-EP2298734A2, 3983-EP2298735A1, 3983-EP2298743A1, 3983-EP2298744A2, 3983-EP2298750A1, 3983-EP2298755A1, 3983-EP2298768A1, 3983-EP2298772A1, 3983-EP2298775A1, 3983-EP2298783A1, 3983-EP2301918A1, 3983-EP2301931A1, 3983-EP2301936A1, 3983-EP2305243A1, 3983-EP2305636A1, 3983-EP2305640A2, 3983-EP2305651A1, 3983-EP2305673A1, 3983-EP2305676A1, 3983-EP2305695A2, 3983-EP2305696A2, 3983-EP2305697A2, 3983-EP2305698A2, 3983-EP2305808A1, 3983-EP2308812A2, 3983-EP2308828A2, 3983-EP2308833A2, 3983-EP2308839A1, 3983-EP2308844A2, 3983-EP2308845A2, 3983-EP2308846A2, 3983-EP2308854A1, 3983-EP2308857A1, 3983-EP2308858A1, 3983-EP2308861A1, 3983-EP2308867A2, 3983-EP2308870A2, 3983-EP2308872A1, 3983-EP2308873A1, 3983-EP2308875A1, 3983-EP2308877A1, 3983-EP2311806A2, 3983-EP2311815A1, 3983-EP2311816A1, 3983-EP2311817A1, 3983-EP2311823A1, 3983-EP2311824A1, 3983-EP2311829A1, 3983-EP2311831A1, 3983-EP2311834A1, 3983-EP2311837A1, 3983-EP2311842A2, 3983-EP2314575A1, 3983-EP2314584A1, 3983-EP2314585A1, 3983-EP2316470A2, 3983-EP2316829A1, 3983-EP2316831A1, 3983-EP2316834A1, 3983-EP2316835A1, 3983-EP2316836A1, 3983-EP2372017A1, 3983-EP2374454A1, 3983-EP2374783A1, 3983-EP2374790A1, 3983-EP2374792A1, 3983-EP2380568A1, C00556, C03485, D00077, 4-06-00-02222 (Beilstein Handbook Reference), A800221, 3B4-3118, I01-4406, StratoSpheres™ PL-HMS (Hydroxymethylstyrene) resin, 3762963D-6C2A-4BFF-AD94-3180E51BCA68, InChI=1/C7H8O/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H, 1336-27-2, 185532-71-2, 66072-40-0
Removed Synonyms
toluene, Butyl ether, Mixture Name, Alcohol, Benzyl, O-Benzylhydroxylamine, DIBUTYL ETHER, Hydroxymethyl polystyrene, (Hydroxymethyl)polystyrene, Benzyl alcohol polymer-bound, C7H8O, Benzyl alcohol, polymer-bound, CID244, c0278, D019905, +/-(1/2)(1/4)x (1/4), MBN, Polystyrene cross-linked with divinylbenzene, hydroxymethylated, Polystyrene crosslinked with divinylbenzene, hydroxymethylated