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184276

Sigma-Aldrich

2-Bromobenzyl alcohol

99%

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About This Item

Linear Formula:
BrC6H4CH2OH
CAS Number:
18982-54-2
Molecular Weight:
187.03
Beilstein:
2243418
EC Number:
242-719-4
MDL number:
MFCD00004600
UNSPSC Code:
12352100
PubChem Substance ID:
24851105
NACRES:
NA.22

Assay

99%

form

solid

mp

78-80 °C (lit.)

SMILES string

OCc1ccccc1Br

InChI

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

InChI key

IOWGHQGLUMEZKG-UHFFFAOYSA-N

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Application

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

184276-50G:
184276-10G:
184276-BULK:
184276-VAR:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis and structure of benzoboroxoles: novel organoboron heterocycles.
Zhdankin VV, et al.
Tetrahedron Letters, 40(37), 6705-6708 (1999)
Fast microwave promoted palladium-catalyzed synthesis of phthalides from bromobenzyl alcohols utilizing DMF and Mo (CO)6 as carbon monoxide sources.
Wu X, et al.
Tetrahedron Letters, 45(24), 4635-4638 (2004)
Manas K Ghorai et al.
The Journal of organic chemistry, 79(14), 6468-6479 (2014-06-24)
A simple and unpredicted synthetic pathway toward racemic and scalemic tetrahydrodibenzoimidazoazepines has been invented serendipitously proceeding through an S(N)2-type ring-opening of N-activated aziridines with 2-bromobenzylamine followed by a hitherto unprecedented cascade cyclization reaction sequence comprising a Cu-catalyzed cross dehydrogenation C-N

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