Skip to Content
Merck
All Photos(2)

Key Documents

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

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
BrC6H4CH2OH
CAS Number:
Molecular Weight:
187.03
Beilstein:
1931620
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Looking for similar products? Visit Product Comparison Guide

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

Precautionary Statements

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

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
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)
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service