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ChemicalBook >> CAS DataBase List >>2-BROMO-5-CHLOROANISOLE

2-BROMO-5-CHLOROANISOLE

CAS No.
174913-09-8
Chemical Name:
2-BROMO-5-CHLOROANISOLE
Synonyms
2-BROMO-5-CHLOROANISOLE;2-Bromo-5-chloroanisole >2-BROMO-5-CHLOROANISOLE 98%;2-BROMO-5-CHLOROANISOLE, 98+%;2-Bromo-5-chloroanisole(=2,5-BCAs);Benzene, 1- bromo- 4- chloro- 2- methoxy-
CBNumber:
CB8216867
Molecular Formula:
C7H6BrClO
Molecular Weight:
221.48
MDL Number:
MFCD03790889
MOL File:
174913-09-8.mol
Last updated:2025-07-24 18:13:43

2-BROMO-5-CHLOROANISOLE Properties

Boiling point 236.6±20.0 °C(Predicted)
Density 1.564±0.06 g/cm3(Predicted)
refractive index 1.5875
storage temp. Sealed in dry,Room Temperature
form clear liquid
color Colorless to Light yellow
InChI InChI=1S/C7H6BrClO/c1-10-7-4-5(9)2-3-6(7)8/h2-4H,1H3
InChIKey CQGYLDZGJLVLMK-UHFFFAOYSA-N
SMILES C1(Br)=CC=C(Cl)C=C1OC

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H332-H335
Precautionary statements  P261-P280-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36/37/39-24/25
Hazard Note  Irritant
HS Code  29092000
NFPA 704
1
0 0

2-BROMO-5-CHLOROANISOLE price More Price(34)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical B3646 2-Bromo-5-chloroanisole >98.0%(GC) 174913-09-8 5g $38 2025-07-31 Buy
TCI Chemical B3646 2-Bromo-5-chloroanisole >98.0%(GC) 174913-09-8 25g $124 2025-07-31 Buy
TRC B689988 1-Bromo-4-chloro-2-methoxybenzene 174913-09-8 500mg $65 2021-12-16 Buy
Apolloscientific OR13198 2-Bromo-5-chloroanisole 174913-09-8 25g $77 2021-12-16 Buy
Matrix Scientific 066948 2-Bromo-5-chloroanisole 98% 174913-09-8 25g $80 2021-12-16 Buy
Product number Packaging Price Buy
B3646 5g $38 Buy
B3646 25g $124 Buy
B689988 500mg $65 Buy
OR13198 25g $77 Buy
066948 25g $80 Buy

2-BROMO-5-CHLOROANISOLE Chemical Properties,Uses,Production

Chemical Properties

Colorless liquid

Uses

2-Bromo-5-chloroanisole is a kind of anisole compound. Its benzene ring structure formula contains bromine and chlorine functional groups and can be used as a raw material for chemical synthesis or an intermediate for organic synthesis.

Synthesis

2-Bromo-5-chlorophenol

13659-23-9

Iodomethane

74-88-4

2-BROMO-5-CHLOROANISOLE

174913-09-8

2-Bromo-5-chlorophenol (2.85 g, 13.7 mmol) and iodomethane (1.28 mL, 20.6 mmol) were stirred for 2 hours at room temperature in the presence of potassium carbonate (1.89 g, 13.7 mmol), n-BU4NI (50 mg, 0.137 mmol) and N,N-dimethylformamide (8.0 mL). After completion of the reaction, ice water was added and extracted twice with ethyl acetate. The organic phases were combined, washed with brine and dried over anhydrous magnesium sulfate. After filtration, it was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=95:5) to give 2-bromo-5-chloroanisole (2.94 g, 97%) as a colorless oil. Subsequently, oxalyl chloride (1.23 mL, 15.1 mmol) and N,N-dimethylformamide (2 drops) were added to a solution of 4-ethoxybenzoic acid (2.28 g, 13.7 mmol) in chloroform (8 mL) and stirred for 5 hours. The solvent was removed under reduced pressure and the yellow oil obtained was dissolved in chloroform (5 mL). To this solution was added a chloroform solution (10 mL) of 2-bromo-5-chloroanisole (2.94 g, 13.3 mmol), and aluminum chloride (2.07 g, 15.5 mmol) was added in batches at -10 °C. After stirring for 1 h at 5 °C, the mixture was brought to room temperature and continued to stir for 13 h. The reaction was carried out at 5 °C. The reaction mixture was poured into ice water and extracted three times with chloroform. The organic layers were combined and washed sequentially with 1 M hydrochloric acid, water and brine and dried over anhydrous magnesium sulfate. After filtration and concentration under reduced pressure, the residue was purified by NH-type silica gel column chromatography (hexane:ethyl acetate=9:1) to afford (5-bromo-2-chloro-6-methoxyphenyl)(4-ethoxyphenyl)methanone (1.53 g, 31%) as colorless crystals. Finally, Et3SiH (1.62 mL, 10.1 mmol) and BF3*Et2O (0.772 mL, 6.09 mmol) were sequentially added to a chloroform-acetonitrile (1:1; 16 mL) solution of (5-bromo-2-chloro-6-methoxyphenyl)(4-ethoxyphenyl) methanone (1.50 g, 4.06 mmol) at -5 °C. The reaction mixture was slowly warmed to room temperature and stirred for 16 hours. Saturated aqueous sodium carbonate solution was added and extracted with chloroform. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. After filtration, it was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=20:1) to afford the target compound 1-bromo-4-chloro-3-(4-ethoxybenzyl)-6-methoxybenzene (1.48 g, 99%) in the form of a colorless oil.1H NMR (200 MHz, chloroform-d) δ ppm 1.40 (t, J=7.0 Hz, 3H) 3.87 (s, 3H), 3.93 (s, 2H), 4.01 (q, J=7.0 Hz, 2H), 6.77-6.87 (m, 2H), 6.90 (s, 1H), 7.03-7.12 (m, 2H), 7.29 (s, 1H). ei 354 (M+), 356 (M+2), 358 (M+4).

References

[1] Patent: EP1845095, 2007, A1. Location in patent: Page/Page column 41-42
[2] Journal of Medicinal Chemistry, 2010, vol. 53, # 8, p. 3247 - 3261

13659-23-9
74-88-4
174913-09-8
Synthesis of 2-BROMO-5-CHLOROANISOLE from 2-Bromo-5-chlorophenol and Iodomethane

2-BROMO-5-CHLOROANISOLE Preparation Products And Raw materials

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View Lastest Price from 2-BROMO-5-CHLOROANISOLE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1-Bromo-4-chloro-2-methoxybenzene pictures 2024-01-22 1-Bromo-4-chloro-2-methoxybenzene
174913-09-8
US $8.00-0.80 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
2-BROMO-5-CHLOROANISOLE pictures 2022-02-25 2-BROMO-5-CHLOROANISOLE
174913-09-8
US $10.00 / Kg/Bag 1KG 99% 10Tons Hebei Senko Biotechnology Co., Ltd.
2-Bromo-5-Chloroanisole pictures 2020-04-26 2-Bromo-5-Chloroanisole
174913-09-8
US $0.00 / KG 10g 99% Ex:1 Ton Hangzhou Dingxing Technology Co., Ltd.

2-BROMO-5-CHLOROANISOLE Spectrum

2-BROMO-5-CHLOROANISOLE 2-BROMO-5-CHLOROANISOLE, 98+% Benzene, 1- bromo- 4- chloro- 2- methoxy- 2-Bromo-5-chloroanisole(=2,5-BCAs) 2-Bromo-5-chloroanisole > 2-BROMO-5-CHLOROANISOLE 98% 174913-09-8 Anisoles, Alkyloxy Compounds & Phenylacetates Bromine Compounds Chlorine Compounds Miscellaneous