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
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
$40.1
Updated
2024/03/01
Sigma-Aldrich
Product number
B56501
Product name
4-Bromoanisole
Purity
≥99.0%
Packaging
100g
Price
$53.6
Updated
2024/03/01
TCI Chemical
Product number
B0547
Product name
4-Bromoanisole
Purity
>97.0%(GC)
Packaging
25g
Price
$18
Updated
2024/03/01
TCI Chemical
Product number
B0547
Product name
4-Bromoanisole
Purity
>97.0%(GC)
Packaging
100g
Price
$34
Updated
2024/03/01
Alfa Aesar
Product number
A11824
Product name
4-Bromoanisole, 99%
Packaging
100g
Price
$46.4
Updated
2024/03/01
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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.]

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4-Bromoanisole Suppliers

Sanmenxia Aoke Chemical Industry Co., Ltd.
Tel
0398-3711988 13525866741
Email
aokechem@aokeby.com
Country
China
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yxinchem
Tel
+86-0710-4323688 +86-18071785587
Fax
15502706050
Email
market@yxinchem.com
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China
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Changzhou Pumelo Co.,Ltd.
Tel
0519-81698808 13809072999
Fax
0519-81698098
Email
pml@pmlchem.com
Country
China
ProdList
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Panjin Greenchem Technology Co., Ltd.
Tel
13121959385 13121959385
Email
chemrocking@bjgreenchem.com
Country
China
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nantong honglong
Tel
18068950433
Email
2516164271@qq.com
Country
China
ProdList
443
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58
Sanmenxia Aoke Chemical Industry Co., Ltd.
Tel
13523980263
Email
1838829861@qq.com
Country
China
ProdList
121
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58
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
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62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
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66
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
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81
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View Lastest Price from 4-Bromoanisole manufacturers

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
Hebei Weibang 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
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

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