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4-Bromoanisole

CAS No.
104-92-7
Chemical Name:
4-Bromoanisole
Synonyms
1-BROMO-4-METHOXYBENZENE;P-BROMOANISOLE;2-Bromoanisole,98%;4-Bromoanisole,98%;1-bromo-4-methoxy-benzen;4-Bromoanisole,1-Bromo-4-methoxybenzene;p-Bromanisole;p-bromoanisol;Anisyl bromide;p-bromo-anisol
CBNumber:
CB2223135
Molecular Formula:
C7H7BrO
Molecular Weight:
187.03
MDL Number:
MFCD00000097
MOL File:
104-92-7.mol
MSDS File:
SDS
Last updated:2024-09-03 18:36:42

4-Bromoanisole 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.)
Flash point 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
Dielectric constant 7.4000000000000004
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey QJPJQTDYNZXKQF-UHFFFAOYSA-N
CAS DataBase Reference 104-92-7(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII U430F901J9
NIST Chemistry Reference Benzene, 1-bromo-4-methoxy-(104-92-7)
EPA Substance Registry System Benzene, 1-bromo-4-methoxy- (104-92-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315
Precautionary statements  P264-P270-P280-P301+P312-P302+P352-P332+P313
Hazard Codes  Xn
Safety Statements  23-24/25
WGK Germany  2
RTECS  BZ8501000
8
TSCA  Yes
HS Code  29093038
Toxicity LD50 orl-mus: 2200 mg/kg GISAAA 44(12),19,79
NFPA 704
0
1 0

4-Bromoanisole price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B56501 4-Bromoanisole ≥99.0% 104-92-7 50g $40.1 2024-03-01 Buy
Sigma-Aldrich B56501 4-Bromoanisole ≥99.0% 104-92-7 100g $53.6 2024-03-01 Buy
TCI Chemical B0547 4-Bromoanisole >97.0%(GC) 104-92-7 25g $18 2024-03-01 Buy
TCI Chemical B0547 4-Bromoanisole >97.0%(GC) 104-92-7 100g $34 2024-03-01 Buy
Alfa Aesar A11824 4-Bromoanisole, 99% 104-92-7 100g $46.4 2024-03-01 Buy
Product number Packaging Price Buy
B56501 50g $40.1 Buy
B56501 100g $53.6 Buy
B0547 25g $18 Buy
B0547 100g $34 Buy
A11824 100g $46.4 Buy

4-Bromoanisole Chemical Properties,Uses,Production

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.

Definition

ChEBI: 4-bromoanisole is a monomethoxybenzene carrying a bromo substituent at position 4. It is a monomethoxybenzene and an organobromine compound.

Preparation

4-Bromoanisole is obtained by reacting p-bromophenol with dimethyl sulfate.

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.]

100-66-3
104-92-7
Synthesis of 4-Bromoanisole from Anisole
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CD Chemical Group Limited
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View Lastest Price from 4-Bromoanisole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Bromoanisole pictures 2024-11-28 4-Bromoanisole
104-92-7
US $0.00 / kg 1kg 99%GC 20 tons Yancheng Longshen Chemical Co.,Ltd.
4-Bromoanisole pictures 2024-10-29 4-Bromoanisole
104-92-7
US $0.00 / kg 20kg 99% 20 tons Qingdao RENAS Polymer Material Co., Ltd.
4-Bromoanisole pictures 2023-07-26 4-Bromoanisole
104-92-7
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
  • 4-Bromoanisole pictures
  • 4-Bromoanisole
    104-92-7
  • US $0.00 / kg
  • 99%GC
  • Yancheng Longshen Chemical Co.,Ltd.
  • 4-Bromoanisole pictures
  • 4-Bromoanisole
    104-92-7
  • US $0.00 / kg
  • 99%
  • Qingdao RENAS Polymer Material Co., Ltd.
  • 4-Bromoanisole pictures
  • 4-Bromoanisole
    104-92-7
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
p-methoxyphenylbromide 4-Bromomethoxybenzene 4-Methoxy-1-bromobenzene 4-Methoxybromobenzene 4-Methoxyphenyl bromide 4-methoxyphenylbromide Anisole, p-bromo- Anisyl bromide Benzene,1-bromo-4-methoxy- p-Anisyl bromide p-anisylbromide p-Bromanisole p-bromoanisol p-bromo-anisol p-Bromophenyl methyl ether para-BROMOANISOLE 4-BROMO ANISOLE 99%MIN Bromophenol methyl ether Of BroMoanisole p-BroMophenol Methyl ether 4-BroMoanisole, 98% 100ML 4-BROMOANISOLE FOR SYNTHESIS 100 ML 4-BROMOANISOLE FOR SYNTHESIS 250 ML 4-BroMoanisole >=99.0% The broMobenzene Methyl ether BROMOANISOLE(4-) 4-Bromoanisole≥ 99% (GC) 4-BROMO ANISOL 4-BROMOANISOLE p-bromophenylmethylether p-Methoxybromobenzene p-Methoxyphenyl bromide 4-Bromoanisole > 4-Bromoanisole (p-Methoxyphenyl Bromide) 4-Bromoanisole,99% Para Bromo Anisole (PBA) (Campaign base) 4-Bromoanisole pure, 98% 2-Bromoanisole,98% 4-Bromoanisole,98% 4-Bromoanisole,1-Bromo-4-methoxybenzene 1-BROMO-4-METHOXYBENZENE P-BROMOANISOLE 1-bromo-4-methoxy-benzen PARA BROMO ANISOLE/ ALKYL BROMIDE P-bromophenyl ether 4-Bromoanisole 98% For Synthesis 104-92-7 104-92-2 102-92-7 Building Blocks Organic Building Blocks Oxygen Compounds ARYL HALIDE Ethers Anisoles, Alkyloxy Compounds & Phenylacetates Bromine Compounds alkyl bromide Anisole