2-BROMO-1-(3,4-DIMETHOXYPHENYL)ETHANONE

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CAS:1835-02-5
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2-BROMO-1-(3,4-DIMETHOXYPHENYL)ETHANONE manufacturers

2-BROMO-1-(3,4-DIMETHOXYPHENYL)ETHANONE Basic information
Product Name:2-BROMO-1-(3,4-DIMETHOXYPHENYL)ETHANONE
Synonyms:Ethanone, 2-broMo-1-(3,4-diMethoxyphenyl)-;1-(3,4-diMethoxyphenyl)-2-broMoethanone;2-BroMo-3',4'-diMethoxyacetophenone;2-BroMoacetoveratrone;3',4'-DiMethoxy-2-broMoacetophenone;3,4-DiMethoxyphenacyl BroMide;NSC 112833;2-BROMO-1-(3,4-DIMETHOXYPHENYL)ETHANONE
CAS:1835-02-5
MF:C10H11BrO3
MW:259.1
EINECS:
Product Categories:Aromatics;Miscellaneous Reagents
Mol File:1835-02-5.mol
2-BROMO-1-(3,4-DIMETHOXYPHENYL)ETHANONE Structure
2-BROMO-1-(3,4-DIMETHOXYPHENYL)ETHANONE Chemical Properties
Melting point 81-83°C
Boiling point 326.5±27.0 °C(Predicted)
density 1.422±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Dichloromethane, Ether, Methanol
form Solid
color Off-White to Light Grey
InChIInChI=1S/C10H11BrO3/c1-13-9-4-3-7(8(12)6-11)5-10(9)14-2/h3-5H,6H2,1-2H3
InChIKeyNUAIPKMBWNVQIM-UHFFFAOYSA-N
SMILESC(=O)(C1=CC=C(OC)C(OC)=C1)CBr
CAS DataBase Reference1835-02-5(CAS DataBase Reference)
Safety Information
RIDADR UN1759
HazardClass IRRITANT
HS Code 2934999090
MSDS Information
2-BROMO-1-(3,4-DIMETHOXYPHENYL)ETHANONE Usage And Synthesis
Chemical PropertiesOff-White Solid
PreparationObtained by reaction of bromine with acetoveratrone in chloroform at r.t. (84%).
Synthesis
3,4-Dimethoxyacetophenone

1131-62-0

2-BROMO-1-(3,4-DIMETHOXYPHENYL)ETHANONE

1835-02-5

General procedure for the synthesis of 2-bromo-1-(3,4-dimethoxyphenyl)ethanone from 3,4-dimethoxyacetophenone: Benzyltrimethylammonium tribromide (2.16 g, 5.55 mmol) was added to a stirred mixture of 1-(3,4-dimethoxyphenyl)ethanone (1.0 g, 5.55 mmol) in a mixed solution of dichloromethane (6 mL) and methanol (3 mL). The reaction mixture was stirred at room temperature for 16 hours before dilution with dichloromethane (80 mL) and water (40 mL) to separate the organic layer. The aqueous phase was extracted twice with dichloromethane (80 mL x 2). All organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford 2-bromo-1-(3,4-dimethoxyphenyl)ethanone (1.20 g, 4.63 mmol, 83% yield) as a brown solid. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 7.63 (s, 1H), 7.57 (d, J=2.1Hz, 1H), 6.94 (d, J=8.4Hz, 1H), 4.43 (s, 2H), 3.98 (s, 6H).

References[1] European Journal of Organic Chemistry, 2002, # 13, p. 2126 - 2135
[2] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 15, p. 4223 - 4227
[3] Journal of Organic Chemistry, 2005, vol. 70, # 7, p. 2720 - 2728
[4] RSC Advances, 2014, vol. 4, # 107, p. 62308 - 62320
[5] Tetrahedron Asymmetry, 2009, vol. 20, # 10, p. 1138 - 1143
2-BROMO-1-(3,4-DIMETHOXYPHENYL)ETHANONE Preparation Products And Raw materials
Raw materials3,4-Dimethoxyacetophenone-->Methanol-->Dichloromethane
Preparation Productsveratrylglycerol-beta-guaiacyl ether-->2-BROMO-1-(4,5-DIMETHOXY-2-NITRO-PHENYL)ETHANONE
Tag:2-BROMO-1-(3,4-DIMETHOXYPHENYL)ETHANONE(1835-02-5) Related Product Information
2-BROMO-1-(3,4-DIMETHOXYPHENYL)ETHANONE 2,5-dimethoxyphenacyl bromide ,2-bromo1-(2,5-dimethoxyphenyl)ethanone,2-BROMO-1-(2,5-DIMETHOXYPHENYL)ETHANONE 2-Bromo-2′,4′-dimethoxyacetophenone 3,4-Dimethoxyacetophenone 2-BROMO-1-(3,4-DIHYDRO-2H-1,5-BENZODIOXEPIN-7-YL)ETHAN-1-ONE 2-BROMO-1-(2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)ETHAN-1-ONE 2-Bromo-1-(3,4,5-trimethoxy-phenyl)-ethanone 2-BROMO-1-(2,3,4-TRIMETHOXY-PHENYL)-ETHANONE 2-BROMO-2,3-DIHYDRO-5,6-DIMETHOXY-1H-INDEN-1-ONE 2-BROMO-1-(4,5-DIMETHOXY-2-NITRO-PHENYL)ETHANONE 2-BROMO-1-(2,6-DIMETHOXYPHENYL)ETHANONE 2-BROMO-1-(3,5-DIMETHOXYPHENYL)ETHANONE 2-BROMO-1-(2,3-DIMETHOXYPHENYL)ETHANONE CARBONIC ACID 2-(2-BROMO-ACETYL)-4,5-DIMETHOXY-PHENYL ESTER ETHYL ESTER N-[2-(2-BROMO-PROPIONYL)-4,5-DIMETHOXY-PHENYL]-4-METHYL-BENZENESULFONAMIDE 2-BROMO-1-[4-(DIFLUOROMETHOXY)-3-METHOXYPHENYL]ETHANONE 2-BROMO-1-(3,4-DIMETHOXY-PHENYL)-PENTAN-1-ONE N-[2-(2-BROMO-ACETYL)-4,5-DIMETHOXY-PHENYL]-4-METHYL-BENZENESULFONAMIDE

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