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Merck
CN

187054

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24851248
EC Number:
212-851-7
Beilstein/REAXYS Number:
1931620
MDL number:
MFCD00004650
Assay:
99%
Form:
solid

Key Documents

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Product Name

4-Bromobenzyl alcohol, 99%

InChI key

VEDDBHYQWFOITD-UHFFFAOYSA-N

InChI

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

SMILES string

OCc1ccc(Br)cc1

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

Quality Level

100

Gene Information

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

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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)

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.

hcodes

H412

Hazard Classifications

Aquatic Chronic 3

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6527V
WXBD7202V
WXBD2150V
WXBC5920V
MKCC8700

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Synthesis of an Amphiphilic p-Conjugated Triblock Copolymer of Poly (9, 9-didodecylfluorene-2, 7-diyl) and Poly (hydroxyl ethyl methacrylate).
Kim HJ, et al.
Macromolecular Research, 13(6), 529-532 (2005)
Qianyan Li et al.
International journal of nanomedicine, 15, 4825-4845 (2020-08-06)
Nanosized drug delivery systems (NDDSs) have shown excellent prospects in tumor therapy. However, insufficient penetration of NDDSs has significantly impeded their development due to physiological instability and low passive penetration efficiency. Herein, we prepared a core cross-linked pullulan-modified nanosized system
Shaodong Zhai et al.
Biomaterials, 121, 41-54 (2017-01-10)
Undesired physiological instability of nanocarriers and premature drug leakage during blood circulation result in compromised therapeutic efficacy and severe side effects, which have significantly impeded the development of nanomedicine. Facile crosslinking of drug-loaded nanocarriers while keeping the potency of site-specific
G Schneider et al.
Biochemistry, 24(25), 7503-7510 (1985-12-03)
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
Polyvinylpolypyrrolidone-supported hydrogen peroxide (PVP-H2O2), silica sulfuric acid and catalytic amounts of ammonium bromide as green, mild and metal-free oxidizing media for the efficient oxidation of alcohols and sulfides.
Ghorbani-Choghamarani A and Azadi G.
Journal of the Iranian Chemical Society, 8(4), 1082-1090 (2011)
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