4-Bromoanisole | Pharmaceutical Grade | 99.99% Purity | 10mg 20mg 30mg Vials | CAS 104-92-7

4-Bromoanisole Basic information
Product Name:
4-Bromoanisole
Synonyms:
p-methoxyphenylbromide;2-Bromoanisole,98%;4-Bromomethoxybenzene;4-Methoxy-1-bromobenzene;4-Methoxybromobenzene;4-Methoxyphenyl bromide;4-methoxyphenylbromide;Anisole, p-bromo-
CAS:
104-92-7
MF:
C7H7BrO
MW:
187.03
EINECS:
203-252-1
Product Categories:
Anisoles, Alkyloxy Compounds & Phenylacetates;Bromine Compounds;Aromatic Ethers;AnisoleSeries;Anisole;alkyl bromide
Mol File:
104-92-7.mol

4-Bromoanisole Chemical Properties
Melting point 
9-10 °C (lit.)
Boiling point 
223 °C (lit.)
density 
1.494 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.564(lit.)
Fp 
202 °F
storage temp. 
Store below +30°C.
solubility 
Chloroform (Sparingly), Ethyl Acetate (Slightly)
form 
Liquid
color 
Clear colorless to slightly yellow
Water Solubility 
immiscible
Merck 
14,1428
BRN 
1237590
Henry's Law Constant
1.1×10-2 mol/(m3Pa) at 25℃, Pfeifer et al. (2001)
Dielectric constant
7.4000000000000004
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
InChI
1S/C7H7BrO/c1-9-7-4-2-6(8)3-5-7/h2-5H,1H3
InChIKey
QJPJQTDYNZXKQF-UHFFFAOYSA-N
SMILES
COc1ccc(Br)cc1
CAS DataBase Reference
104-92-7(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, 1-bromo-4-methoxy-(104-92-7)
EPA Substance Registry System
Benzene, 1-bromo-4-methoxy- (104-92-7)
Safety Information
Hazard Codes 
Xn
Safety Statements 
23-24/25
WGK Germany 
2
RTECS 
BZ8501000
F 
8
TSCA 
TSCA listed
HS Code 
29093038
Storage Class
10 - Combustible liquids
Hazard Classifications
Acute Tox. 4 Oral
Skin Irrit. 2
Toxicity
LD50 orl-mus: 2200 mg/kg GISAAA 44(12),19,79

MSDS Information
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4-Bromoanisole
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4-Bromoanisole Usage And Synthesis
Chemical Properties
4-Bromoanisole is a colourless to pale yellow oily liquid with a pleasant smell similar to that of anise seed. Insoluble in water, soluble in ethanol, ether and chloroform. It is one of three isomers of bromoanisole, the others being 3-bromoanisole and 2-bromoanisole. It is the precursor to many 4-anisyl derivatives.
Uses
4-Bromoanisole finds application as an intermediate in synthetic chemistry. It is used in the preparation of aryl 1,3-diketones and ethyl 4-methoxycinnamate. It is a used as a brominating reagent. Further, it is used in Suzuki coupling reaction with phenylboronic acid as well as in Heck reaction.
Preparation
4-Bromoanisole is obtained by reacting p-bromophenol with dimethyl sulfate.
Definition
ChEBI: 4-bromoanisole is a monomethoxybenzene carrying a bromo substituent at position 4. It is a monomethoxybenzene and an organobromine compound.
Biological Functions
4-Bromoanisole is compound sometimes used in RNA extraction which serves to further eliminate DNA contamination. It interacts with genomic DNA(gDNA) and through a separation phase, it will be located in the organic layer instead of the aqueous layer (upper layer) containing the RNA extract.
Synthesis Reference(s)
Tetrahedron Letters, 35, p. 7429, 1994 DOI: 10.1016/0040-4039(94)85333-9
Synthesis, p. 868, 1986 DOI: 10.1055/s-1986-31813
General Description
4-Bromoanisole is a useful brominating reagent. It is formed as reaction product in the reaction between HOBr and anisole. Suzuki coupling of 4-bromoanisole with phenylboronic acid catalyzed by palladium pincer complexes has been studied. Heck Reaction of 4-bromoanisole with ethyl acrylates in room-temperature ionic liquids is reported to afford ethyl 4-methoxycinnamate.
Safety Profile
Moderately toxic by ingestion andintraperitoneal routes. When heated to decomposition itemits toxic vapors of Br-.
Purification Methods
Crystallise the anisole by repeated partial freezing, then distil it under reduced pressure. [Beilstein 6 III 741, 6 IV 1044.]
4-Bromoanisole Preparation Products And Raw materials
Raw materials
Bromine-->Dimethyl sulfate-->Anisole-->4-Bromophenol-->Extractant-->Dimethyl ether-->2-Chloroanisole-->2,4-DIBROMOANISOLE-->2-Bromoanisole
Preparation Products
cis-Anethol-->4-Methoxytriphenylmethyl chloride-->TRIS(4-HYDROXYPHENYL)PHOSPHINE OXIDE-->4-(IMIDAZOL-1-YL)PHENOL-->(4-METHOXYPHENYL)-BORANE-->5-Bromo-2-methoxyphenol-->1-(5-Bromo-2-methoxy-phenyl)adamantane-->4,4'-DIMETHOXYDIPHENYLAMINE-->5-BROMO-3,3-DIMETHYL-2,3-DIHYDROBENZOFURAN-->4-METHOXYPHENETHYL BROMIDE-->(4-METHOXYPHENYLETHYNYL)TRIMETHYLSILANE&-->4,4'-Dimethoxybiphenyl