ChemicalBook > CAS DataBase List > 1-BROMO-3-METHOXY-5-METHYLBENZENE

1-BROMO-3-METHOXY-5-METHYLBENZENE

Product Name
1-BROMO-3-METHOXY-5-METHYLBENZENE
CAS No.
29578-83-4
Chemical Name
1-BROMO-3-METHOXY-5-METHYLBENZENE
Synonyms
3-Bromo-5-methylanisole;5-Bromo-3-methoxytoluene;3-BROMO-5-METHOXYTOLUENE;3-Bromo-5-methoxytoluene >3-Methyl-5-methoxyphenyl bromide;1-Bromo-5-methoxy-3-methylbenzene;1-BROMO-3-METHOXY-5-METHYLBENZENE;Benzene, 1-bromo-3-methoxy-5-methyl-;1-BROMO-3-METHOXY-5-METHYLBENZENE ISO 9001:2015 REACH;1-Bromo-3-methoxy-5-methylbenzene 3-bromo-5-methoxytoluene
CBNumber
CB7446175
Molecular Formula
C8H9BrO
Formula Weight
201.06
MOL File
29578-83-4.mol
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1-BROMO-3-METHOXY-5-METHYLBENZENE Property

Melting point:
52℃
Boiling point:
228℃
Density 
1.378
refractive index 
1.5560-1.5600
Flash point:
103℃
storage temp. 
Sealed in dry,Room Temperature
solubility 
soluble in Chloroform
form 
clear liquid
color 
Colorless to Light yellow to Red
InChI
InChI=1S/C8H9BrO/c1-6-3-7(9)5-8(4-6)10-2/h3-5H,1-2H3
InChIKey
AOEVRCZZWJWKPG-UHFFFAOYSA-N
SMILES
C1(Br)=CC(C)=CC(OC)=C1
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Safety

Hazard Codes 
Xn
Risk Statements 
22
HS Code 
2909309090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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N-Bromosuccinimide Price

TCI Chemical
Product number
B3526
Product name
3-Bromo-5-methoxytoluene
Purity
>98.0%(GC)
Packaging
1g
Price
$22
Updated
2025/07/31
TCI Chemical
Product number
B3526
Product name
3-Bromo-5-methoxytoluene
Purity
>98.0%(GC)
Packaging
5g
Price
$49
Updated
2025/07/31
TRC
Product number
B685150
Product name
3-Bromo-5-methylanisole
Packaging
500mg
Price
$85
Updated
2021/12/16
TRC
Product number
B685150
Product name
3-Bromo-5-methylanisole
Packaging
1g
Price
$110
Updated
2021/12/16
TRC
Product number
B685150
Product name
3-Bromo-5-methylanisole
Packaging
10g
Price
$325
Updated
2021/12/16
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1-BROMO-3-METHOXY-5-METHYLBENZENE Chemical Properties,Usage,Production

Chemical Properties

Colorless Oil

Biological Activity

1-BROMO-3-METHOXY-5-METHYLBENZENE is an inhibitor of the phenolic acid transporter (PAT). In vitro studies have shown that 1-BROMO-3-METHOXY-5-METHYLBENZENE inhibits the transport of phenolic acids across the cell membrane, which prevents their uptake and accumulation in cells. It has been shown to inhibit the growth of Aspergillus niger and other fungi. It also has cytotoxic effects on human cells in culture, which may be due to its ability to inhibit fatty acid biosynthesis and disrupt intramolecular interactions with the dibenzofuran ring.

Synthesis

348169-39-1

29578-83-4

The general procedure for the synthesis of 1-bromo-3-methoxy-5-toluene from 4-bromo-2-methoxy-6-methylaniline was as follows: in a 250 mL round-bottomed flask, 4-bromo-2-methoxy-6-methylaniline (5.8 g, 26.84 mmol) was dissolved in acetic acid (49 mL), followed by the addition of concentrated hydrochloric acid (5.6 mL). A 7 mL aqueous solution of sodium nitrite (2.19 g, 31.78 mmol) was slowly added dropwise to the reaction mixture at 0 °C. After the dropwise addition, the reaction mixture was continued to be stirred at 0 °C for 30 min. Subsequently, 50% aqueous hypophosphite solution (56.5 mL) was added at 0 °C. The reaction mixture was stirred at 0 °C for a period of time and then gradually warmed up to room temperature and stirred overnight. After completion of the reaction, ethyl acetate was added for extraction and the organic phase was washed with saturated sodium bicarbonate solution. The organic layer was concentrated and purified by silica gel column chromatography (eluent: 100% hexane) to give a pale liquid product (5.12 g, 95% yield). The 1H NMR (300 MHz, CDCl3) data of the product were as follows: δ 6.97 (s, 1H), 6.87 (s, 1H), 6.64 (s, 1H), 3.80 (s, 3H), 2.36 (s, 3H).

References

[1] Patent: WO2009/5674, 2009, A2. Location in patent: Page/Page column 423
[2] Patent: US2010/204234, 2010, A1. Location in patent: Page/Page column 13-14
[3] Chemistry - A European Journal, 2005, vol. 11, # 3, p. 951 - 959
[4] Journal of Medicinal Chemistry, 2001, vol. 44, # 12, p. 1866 - 1882
[5] Journal of Medicinal Chemistry, 2001, vol. 44, # 12, p. 1866 - 1882

1-BROMO-3-METHOXY-5-METHYLBENZENE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1-BROMO-3-METHOXY-5-METHYLBENZENE manufacturers

Henan Fengda Chemical Co., Ltd
Product
1-BROMO-3-METHOXY-5-METHYLBENZENE 29578-83-4
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-26
Career Henan Chemical Co
Product
1-BROMO-3-METHOXY-5-METHYLBENZENE 29578-83-4
Price
US $2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2018-12-24

29578-83-4, 1-BROMO-3-METHOXY-5-METHYLBENZENERelated Search:


  • 5-Bromo-3-methoxytoluene
  • 3-Methyl-5-methoxyphenyl bromide
  • 1-Bromo-3-methoxy-5-methylbenzene 3-bromo-5-methoxytoluene
  • 3-Bromo-5-methylanisole
  • 3-BROMO-5-METHOXYTOLUENE
  • 1-BROMO-3-METHOXY-5-METHYLBENZENE
  • 1-Bromo-5-methoxy-3-methylbenzene
  • 3-Bromo-5-methoxytoluene &gt
  • Benzene, 1-bromo-3-methoxy-5-methyl-
  • 1-BROMO-3-METHOXY-5-METHYLBENZENE ISO 9001:2015 REACH
  • 1-BROMO-3-METHOXY-5-M1-BROMO-3-METHOXY-5-METHYLBENZENEETHYLBENZENE
  • 29578-83-4
  • Aromatic Halides (substituted)
  • Aromatics Compounds
  • Aromatics