2-Bromobenzyl alcohol

Base Information

• Chemical Name: 2-Bromobenzyl alcohol
• CAS No.: 18982-54-2
• Molecular Formula: C7H7BrO
• Molecular Weight: 187.036
• Hs Code.: 29062900
• European Community (EC) Number: 242-719-4
• UNII: XH9B68J1KG
• DSSTox Substance ID: DTXSID80172411
• Nikkaji Number: J149.812F
• Wikidata: Q27454734
• Mol file: 18982-54-2.mol

Synonyms:2-Bromobenzyl alcohol;18982-54-2;(2-Bromophenyl)methanol;Benzenemethanol, 2-bromo-;o-Bromobenzyl alcohol;2-bromobenzylalcohol;MFCD00004600;o-bromobenzylalcohol;XH9B68J1KG;EINECS 242-719-4;o-Bromo-benzyl alcohol;2-bromophenylmethanol;2-bromo-benzylalcohol;(2-bromophenyl)-methanol;Benzyl alcohol, o-bromo-;UNII-XH9B68J1KG;(2-bromo-phenyl)-methanol;(2-Bromophenyl)methanol #;2-BROMOBENZENEMETHANOL;2-Bromobenzyl alcohol, 99%;SCHEMBL110893;DTXSID80172411;AKOS000249426;2-(HYDROXYMETHYL)PHENYL BROMIDE;AC-1625;CS-W008828;PS-4127;1-BROMO-2-(HYDROXYMETHYL)BENZENE;SY006444;AM20050133;B1294;FT-0611537;EN300-78245;A24128;J-508506;Q27454734;Z335245004;4HR

Chemical Property of 2-Bromobenzyl alcohol

Chemical Property:

• Appearance/Colour: white to beige crystalline powder or needles
• Vapor Pressure: 0.00572mmHg at 25°C
• Melting Point: 78-80 ºC
• Refractive Index: 1.591
• Boiling Point: 261.8 ºC at 760 mmHg
• PKA: 13.95±0.10(Predicted)
• Flash Point: 112.1 ºC
• PSA: 20.23000
• Density: 1.565 g/cm³
• LogP: 1.94140
• Storage Temp.: Store at RT.
• Solubility.: DMSO, Methanol
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 185.96803
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

99% ^*data from raw suppliers

2-Bromobenzyl alcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 52/53-22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: C1=CC=C(C(=C1)CO)Br
• Uses: 2-Bromobenzyl alcohol was used in microwave assisted palladium-catalyzed synthesis of phthalides. It was also used in the synthesis of 1-hydroxy-3(1H)-l,2-benzoboroxole.

Technology Process of 2-Bromobenzyl alcohol

There total 37 articles about 2-Bromobenzyl alcohol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

ortho-bromobenzaldehyde (6630-33-7) → o-bromobenzyl alcohol (18982-54-2)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 18h;

DOI:10.1055/s-0032-1317667

Reference yield: 96.0%

2-bromobenzyl (2,2,2-trichloroethyl) carbonate → o-bromobenzyl alcohol (18982-54-2)

Guidance literature:

With trimethyltin(IV) hydroxide; In 1,2-dichloro-ethane; at 60 ℃; for 16h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03642

Reference yield: 94.0%

2-((2-bromobenzyl)oxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → o-bromobenzyl alcohol (18982-54-2)

Guidance literature:

With silica gel; In ethyl acetate; Petroleum ether;

DOI:10.1021/acs.organomet.8b00700

upstream raw materials:

2,6-dibromobenzoic acid

1-Bromo-2-bromomethyl-benzene

2-bromobenzoic-acid

2-bromobenzoic acid methyl ester

Downstream raw materials:

4-(2-bromobenzyl)phenol

1-(1-hydroxypropyl)-2-hydroxymethylbenzene

2-(Hydroxymethyl)acetophenon

2-bromo-(trimethylsilyloxymethyl)benzene

Refernces

• 1、 Truong, Thanh V.,Kastl, Erica A.,Du, Guodong. "Cationic nitridoruthenium(VI) catalyzed hydrosilylation of ketones and aldehydes". . p. 1670 - 1672. Retrieved 2011.
• 2、 Coufourier, Sébastien,Ndiaye, Daouda,Gaillard, Quentin Gaignard,Bettoni, Léo,Joly, Nicolas,Mbaye, Mbaye Diagne,Poater, Albert,Gaillard, Sylvain,Renaud, Jean-Luc. "Iron-catalyzed chemoselective hydride transfer reactions". supporting information. . Retrieved 2021/06/07.
• 3、 Pandey, Vipin K.,Tiwari, Chandra Shekhar,Rit, Arnab. "Silver-Catalyzed Hydroboration of C-X (X = C, O, N) Multiple Bonds". . p. 1681 - 1686. Retrieved 2021/03/03.