18982-54-2

Basic information

• Product Name: 2-Bromobenzyl alcohol
• Synonyms: 2-BROMOBENZYL ALCOHOL;RARECHEM AL BD 0014;O-BROMOBENZYL ALCOHOL;o-Bromo Benzylalcohol 2-Bromo Benzylalcohol;2-BROMOBENZYL ALCOHOL 98%;2-Bromobenzylalkohol;2-Bromobenzylalcohol98%;Benzenemethanol, 2-bromo-
• CAS NO: 18982-54-2
• Molecular Formula: C₇H₇BrO
• Molecular Weight: 187.03
• EINECS: 242-719-4
• Product Categories: Aromatics;Benzhydrols, Benzyl & Special Alcohols;Alcohol;Alcohols;Bromine Compounds;C7 to C8;Oxygen Compounds
• Mol File: 18982-54-2.mol
• Article Data: 137

Chemical Properties

• Melting Point: 78-80 °C(lit.)
• Boiling Point: 220.79°C (rough estimate)
• Flash Point: 112.1 ºC
• Appearance: white to beige crystalline powder or needles
• Density: 1.3839 (rough estimate)
• Vapor Pressure: 0.00572mmHg at 25°C
• Refractive Index: 1.5840 (estimate)
• Storage Temp.: Store at RT.
• Solubility: DMSO, Methanol
• PKA: 13.95±0.10(Predicted)
• BRN: 2243418
• CAS DataBase Reference: 2-Bromobenzyl alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromobenzyl alcohol(18982-54-2)
• EPA Substance Registry System: 2-Bromobenzyl alcohol(18982-54-2)

Safety Data

• Hazard Codes: Xi
• Statements: 52/53-22
• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 18982-54-2(Hazardous Substances Data)

Usage

Chemical Properties

WHITE TO BEIGE CRYSTALLINE POWDER OR NEEDLES

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.

Synthesis Reference(s)

Tetrahedron Letters, 26, p. 3365, 1985 DOI: 10.1016/S0040-4039(00)98299-6

InChI:InChI=1/C7H7BrO/c8-7-4-2-1-3-6(7)5-9/h1-4,9H,5H2

Upstream product

• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 7154-66-7 2-bromobenzoic acid chloride 
• 556-56-9 allyl iodid 
• 6630-33-7 ortho-bromobenzaldehyde 
• 850335-71-6 2-bromo-1-[(ethoxymethoxy)methyl]benzene 
• 94236-21-2 1-bromo-2-((methoxymethoxy)methyl)benzene 
• 95-46-5 2-methylphenyl bromide 
• 18698-97-0 ortho-bromophenylacetic acid 
• 158918-49-1 N’-(2-bromobenzylidene)-4-methylbenzenesulfonohydrazide 
• 109-63-7 trifluoroborane diethyl ether 
• 88-65-3 2-bromobenzoic-acid 
• 100-51-6 benzyl alcohol 
• 95-85-2 2-hydroxy-5-chloro-aniline 
• 95-55-6 2-amino-phenol 

Downstream Products

• 156642-71-6 4,5-Dimethoxy-1,2-bis(2-bromobenzyl)benzene 
• 15286-11-0 diethyl o-tolylphosphonate 
• 52711-30-5 1-bromo-2-(methoxymethyl)benzene 
• 128346-27-0 o-(butyltelluro)benzyl alcohol 
• 59184-20-2 2-bromo-(trimethylsilyloxymethyl)benzene 
• 51293-50-6 2-(2-Hydroxymethylphenyl)butan-2-ol 
• 178673-80-8 1-(2-Dimethoxymethyl-phenyl)-1,3-dihydro-isobenzofuran-1-ylamine 
• 81395-28-0 1-((benzyloxy)methyl)-2-bromobenzene 
• 209746-08-7 (2-Bromo-benzyloxy)-chloromethyl-dimethyl-silane 
• 208459-05-6 1-Bromo-2-((R)-3-methoxy-1-methyl-propoxymethyl)-benzene 
• 5735-41-1 3H-benzo[c][1,2]oxaborol-1-ol 
• 1586-01-2 (2-hydroxymethylphenyl)phenylmethanol 
• 500372-18-9 O-(2-bromobenzyl) 2-methyl carbonothioate 
• 533934-53-1 2-(p-methoxybenzyloxymethyl)bromobenzene 

Relevant articles and documents

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Silver-Catalyzed Hydroboration of C-X (X = C, O, N) Multiple Bonds

AgSbF6 was developed as an effective catalyst for the hydroboration of various unsaturated functionalities (nitriles, alkenes, and aldehydes). This atom-economic chemoselective protocol works effectively under low catalyst loading, base- A nd solvent-free moderate conditions. Importantly, this process shows excellent functional group tolerance and compatibility with structurally and electronically diverse substrates (>50 examples). Mechanistic investigations revealed that the reaction proceeds via a radical pathway. Further, the obtained N,N-diborylamines were showcased to be useful precursors for amide synthesis.

PNO ligand containing planar chiral ferrocene and application thereof

The invention discloses a PNO ligand containing planar chiral ferrocene and application thereof. The PNO ligand containing planar chiral ferrocene is a planar chiral ferrocene-containing and phenol-containing PNO ligand as shown in a general formula (I) or (II) which is described in the specification, or a planar chiral ferrocene-containing and aryl-phosphoric-acid-containingPNO ligand containing as shown in a general formula (III) or (IV) which is described in the specification, or a planar chiral ferrocene-containing and carbon-chiral-phenol-containingPNO ligand as shown in a general formula (V) or (VI) which is described in the specification. The invention provides tridentate PNO ligands and processes for their complexation with transition metal salts or transition metal complexes; the introduction of salicylaldehyde and derivatives thereof, which are simple and easy to obtain, enables the ligands to have a bifunctionalization effect, and -OH in a formed catalyst has stronger acidity and is beneficial to combination with N/O in polar double bonds. Therefore, due to the bifunctionalization effect of the catalyst, the interaction between the catalyst and a substrate can be greatly improved, so a reaction can obtain higher catalytic activity and stereoselectivity.

Iron-catalyzed chemoselective hydride transfer reactions

A Diaminocyclopentadienone iron tricarbonyl complex has been applied in chemoselective hydrogen transfer reductions. This bifunctional iron complex demonstrated a broad applicability in mild conditions in various reactions, such as reduction of aldehydes over ketones, reductive alkylation of various functionalized amines with functionalized aldehydes and reduction of α,β-unsaturated ketones into the corresponding saturated ketones. A broad range of functionalized substrates has been isolated in excellent yields with this practical procedure.