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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

Quality Level

100

Assay

99%

form

solid

mp

75-77 °C (lit.)

solubility

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

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

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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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
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.
Chinese Journal of Catalysis, 32(3), 595-598 (2011)
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