ChemicalBook > CAS DataBase List > 4-Bromoanisole

4-Bromoanisole

Product Name
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
Formula Weight
187.03
MOL File
104-92-7.mol
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4-Bromoanisole Property

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)
NIST Chemistry Reference
Benzene, 1-bromo-4-methoxy-(104-92-7)
EPA Substance Registry System
Benzene, 1-bromo-4-methoxy- (104-92-7)
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Safety

Hazard Codes 
Xn
Safety Statements 
23-24/25
WGK Germany 
2
RTECS 
BZ8501000
F 
8
TSCA 
Yes
HS Code 
29093038
Toxicity
LD50 orl-mus: 2200 mg/kg GISAAA 44(12),19,79
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B56501
Product name
4-Bromoanisole
Purity
≥99.0%
Packaging
50g
Price
$41.3
Updated
2025/07/31
Sigma-Aldrich
Product number
B56501
Product name
4-Bromoanisole
Purity
≥99.0%
Packaging
100g
Price
$55.3
Updated
2025/07/31
TCI Chemical
Product number
B0547
Product name
4-Bromoanisole
Purity
>97.0%(GC)
Packaging
25g
Price
$18
Updated
2025/07/31
TCI Chemical
Product number
B0547
Product name
4-Bromoanisole
Purity
>97.0%(GC)
Packaging
100g
Price
$34
Updated
2025/07/31
Sigma-Aldrich
Product number
B56501
Product name
4-Bromoanisole
Purity
≥99.0%
Packaging
500g
Price
$165
Updated
2025/07/31
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4-Bromoanisole Chemical Properties,Usage,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.

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

Extractant Anisole 4-Bromophenol Bromine Dimethyl ether Dimethyl sulfate

Preparation Products

cis-Anethol 4-(IMIDAZOL-1-YL)PHENOL TRIS(4-HYDROXYPHENYL)PHOSPHINE OXIDE (4-METHOXYPHENYL)-BORANE 4-Methoxytriphenylmethyl chloride
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View Lastest Price from 4-Bromoanisole manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
4-Bromoanisole 104-92-7
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10 mt
Release date
2024-12-03
Yancheng Longshen Chemical Co.,Ltd.
Product
4-Bromoanisole 104-92-7
Price
US $0.00/kg
Min. Order
1kg
Purity
99%GC
Supply Ability
20 tons
Release date
2023-10-09
Qingdao RENAS Polymer Material Co., Ltd.
Product
4-Bromoanisole 104-92-7
Price
US $0.00/kg
Min. Order
20kg
Purity
99%
Supply Ability
20 tons
Release date
2024-09-03

104-92-7, 4-BromoanisoleRelated Search:

4-Methoxyphenol 4-Bromobenzaldehyde 4-Methoxyphenylacetic acid 1,2-Dibromobenzene Anise oil Bromoxynil 4-Methoxybenzoic acid 4'-Bromopropiophenone Anisole Thioanisole (Trifluoromethoxy)benzene Tetrabromobisphenol A bis(dibromopropyl ether) m-Anisyl alcohol Decabromodiphenyl oxide 4-Methoxybenzyl alcohol 2-Bromobenzonitrile o-Anisaldehyde 1,3-Dibromobenzene

  • p-methoxyphenylbromide
  • 2-Bromoanisole,98%
  • 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
  • 4-Bromoanisole,98%
  • 4-Bromoanisole,1-Bromo-4-methoxybenzene
  • 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-)
  • 1-BROMO-4-METHOXYBENZENE
  • 4-Bromoanisole≥ 99% (GC)
  • 4-BROMO ANISOL
  • 4-BROMOANISOLE
  • P-BROMOANISOLE
  • 1-bromo-4-methoxy-benzen
  • p-bromophenylmethylether
  • p-Methoxybromobenzene
  • p-Methoxyphenyl bromide
  • 4-Bromoanisole &gt
  • 4-Bromoanisole (p-Methoxyphenyl Bromide)
  • 4-Bromoanisole,99%
  • Para Bromo Anisole (PBA) (Campaign base)
  • 4-Bromoanisole pure, 98%
  • PARA BROMO ANISOLE/ ALKYL BROMIDE
  • P-bromophenyl ether
  • 4-Bromoanisole 98% For Synthesis
  • p-Bromobenzylmethylether
  • 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