ChemicalBook > CAS DataBase List > 1-BROMO-3,4-DIMETHOXY-2-METHYLBENZENE

1-BROMO-3,4-DIMETHOXY-2-METHYLBENZENE

Product Name
1-BROMO-3,4-DIMETHOXY-2-METHYLBENZENE
CAS No.
74866-17-4
Chemical Name
1-BROMO-3,4-DIMETHOXY-2-METHYLBENZENE
Synonyms
6-Bromo-2,3-dimethoxytoluene;1-BROMO-3,4-DIMETHOXY-2-METHYLBENZENE;Benzene, 1-bromo-3,4-dimethoxy-2-methyl-
CBNumber
CB8485319
Molecular Formula
C9H11BrO2
Formula Weight
231.09
MOL File
74866-17-4.mol
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1-BROMO-3,4-DIMETHOXY-2-METHYLBENZENE Property

Melting point:
59-60 °C(Solv: methanol (67-56-1))
Boiling point:
252.9±35.0 °C(Predicted)
Density 
1.360±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
Solid
color 
White Crystalline
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
B619395
Product name
4-Bromo-3-methylveratrole
Packaging
250mg
Price
$385
Updated
2021/12/16
ChemScene
Product number
CS-M3412
Product name
1-Bromo-3,4-dimethoxy-2-methylbenzene
Packaging
1g
Price
$200
Updated
2021/12/16
AK Scientific
Product number
1639AC
Product name
1-Bromo-3,4-dimethoxy-2-methylbenzene
Packaging
1g
Price
$304
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0063402
Product name
1-BROMO-3,4-DIMETHOXY-2-METHYLBENZENE
Purity
95.00%
Packaging
5MG
Price
$504.76
Updated
2021/12/16
ChemScene
Product number
CS-M3412
Product name
1-Bromo-3,4-dimethoxy-2-methylbenzene
Packaging
5g
Price
$700
Updated
2021/12/16
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1-BROMO-3,4-DIMETHOXY-2-METHYLBENZENE Chemical Properties,Usage,Production

Uses

4-Bromo-3-methylveratrole is an intermediate in the synthesis of carbazomycin A (C175830), is used in biological studies for antimalarial and antituberculosis activity which are isolated from Streptomyces.

Synthesis

4463-33-6

74866-17-4

General procedure for the synthesis of 1-bromo-3,4-dimethoxy-2-methylbenzene from 2,3-dimethoxytoluene: To a solution of 2,3-dimethoxytoluene (55 g, 361.8 mmol) in acetonitrile (ACN, 1.8 L) was added N-bromosuccinimide (NBS, 65.3 g, 369 mmol) in batches, and the reaction was stirred under nitrogen protection at room temperature. The mixture was stirred for 24 hours at room temperature under nitrogen protection. After completion of the reaction, the reaction mixture was diluted with ethyl acetate, washed sequentially with saturated aqueous sodium bicarbonate (NaHCO3) and water, and the organic phase was dried with anhydrous sodium sulfate (Na2SO4). The solvent was concentrated under reduced pressure and the resulting crude product was recrystallized from methanol (MeOH) to give pure 1-bromo-3,4-dimethoxy-2-methylbenzene as a white solid (67 g, 80% yield). The structure of the product was analyzed by 1H NMR (CDCl3, 400 MHz) δ7.22 (d, J = 8.8 Hz, 1H), 6.64 (d, J = 8.8 Hz, 1H), 3.82 (s, 3H), 3.76 (s, 3H), 2.32 (s, 3H) and 13C NMR (CDCl3, 100 MHz): δ152.1, 148.0, 132.2, 127.2, 116.0, 110.9, 60.3, 55.8, 16.0 confirmed; GC-MS showed molecular ion peak m/z 230 [M+] as expected.

References

[1] Patent: WO2006/83417, 2006, A2. Location in patent: Example 5
[2] Synlett, 2011, # 18, p. 2663 - 2666
[3] Tetrahedron Letters, 2000, vol. 41, # 8, p. 1171 - 1174
[4] Heterocycles, 2007, vol. 74, # C, p. 895 - 912
[5] Tetrahedron Letters, 1997, vol. 38, # 9, p. 1535 - 1538

1-BROMO-3,4-DIMETHOXY-2-METHYLBENZENE Preparation Products And Raw materials

Raw materials

Preparation Products

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1-BROMO-3,4-DIMETHOXY-2-METHYLBENZENE Suppliers

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View Lastest Price from 1-BROMO-3,4-DIMETHOXY-2-METHYLBENZENE manufacturers

Career Henan Chemical Co
Product
1-BROMO-3,4-DIMETHOXY-2-METHYLBENZENE 74866-17-4
Price
US $6.68/KG
Min. Order
1KG
Purity
97%-99%
Supply Ability
1kg-1000kg
Release date
2020-01-08