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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/REAXYS Number:
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

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)

hcodes

H412

Hazard Classifications

Aquatic Chronic 3

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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4-Bromobenzoic acid 98%

Sigma-Aldrich

108510

4-Bromobenzoic acid

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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
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)
C Ho et al.
Progress in clinical and biological research, 240, 59-66 (1987-01-01)
Two new techniques of nuclear magnetic resonance spectroscopy are proposed to identify and characterize the binding sites of antisickling compounds to Hb S: measurements of the longitudinal relaxation rates (T1(-1)) of the C2 protons of individual surface histidyl residues of
I M Russu et al.
Biochemistry, 25(4), 808-815 (1986-02-25)
High-resolution proton nuclear magnetic resonance spectroscopy and relaxation techniques have been used to investigate the interactions of sickle cell hemoglobin (Hb S) and human normal adult hemoglobin (Hb A) with p-bromobenzyl alcohol, L-phenylalanine, L-tryptophan, and L-valine. With the exception of
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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