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184276

Sigma-Aldrich

2-Bromobenzyl alcohol

99%

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About This Item

Linear Formula:
BrC6H4CH2OH
CAS Number:
Molecular Weight:
187.03
Beilstein:
2243418
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

solid

mp

78-80 °C (lit.)

functional group

bromo
hydroxyl

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

Signal Word

Warning

Hazard Statements

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

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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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