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187054

Sigma-Aldrich

4-Bromobenzyl alcohol

99%

Synonym(s):

(4-Bromophenyl)methanol, (p-Bromophenyl)methanol, 1-(p-Bromophenyl)methanol, 1-Bromo-4-(hydroxymethyl)benzene, 4-Hydroxymethyl-1-bromobenzene, p-Bromobenzyl alcohol

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About This Item

Linear Formula:
BrC6H4CH2OH
CAS Number:
873-75-6
Molecular Weight:
187.03
Beilstein:
1931620
EC Number:
212-851-7
MDL number:
MFCD00004650
UNSPSC Code:
12352100
PubChem Substance ID:
24851248
NACRES:
NA.22

Assay

99%

form

solid

mp

75-77 °C (lit.)

solubility

dioxane: soluble 1 g/10 mL, clear to faintly turbid, colorless to faintly yellow

functional group

bromo
hydroxyl

SMILES string

OCc1ccc(Br)cc1

InChI

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

InChI key

VEDDBHYQWFOITD-UHFFFAOYSA-N

Gene Information

human ... ALOX12(239) , ALOX15(246)

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General description

4-Bromobenzyl alcohol undergoes three-component reaction with acetylferrocene and arylboronic acid to give ferrocenyl ketones containing biaryls. It undergoes oxidation reaction in the presence of polyvinylpolypyrrolidone-supported hydrogen peroxide, silica sulfuric acid and ammonium bromide to yield 4-bromobenzaldehyde. It undergoes efficient trimethylsilylation reaction with 1,1,1,3,3,3-hexamethyldisilazane in the presence of catalytic amount of aspartic acid in acetonitrile.

Application

4-Bromobenzyl alcohol was used in the synthesis of:
  • hydroxyl end functionalized, substituted polyfluorene
  • amphiphilic, symmetric rod-coil, triblock copolymer of poly(9,9-didodecylfluorene-2,7-diyl) and poly(hydroxyl ethyl methacrylate)

Hazard Statements

H412

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Chronic 3

Storage Class Code

13 - Non 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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Certificates of Analysis (COA)

Lot/Batch Number
WXBD7202V
WXBD2150V
WXBC5920V
MKCC8700
S47430V

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Protection of Hydroxyl Groups as a Trimethylsilyl Ether by 1, 1, 1, 3, 3, 3-Hexamethyldisilazane Promoted by Aspartic Acid as an Efficient Organocatalyst.
Ghorbani-Choghamarani A and Norouzi M.
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Three crystal structures have been determined of active site specific substituted Cd(II) horse liver alcohol dehydrogenase and its complexes. Intensities were collected for the free, orthorhombic enzyme to 2.4-A resolution and for a triclinic binary complex with NADH to 2.7-A
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