ChemicalBook > CAS DataBase List > 4-broMo-6-Methyl-2,3-dihydroinden-1-one

4-broMo-6-Methyl-2,3-dihydroinden-1-one

Product Name
4-broMo-6-Methyl-2,3-dihydroinden-1-one
CAS No.
876-91-5
Chemical Name
4-broMo-6-Methyl-2,3-dihydroinden-1-one
Synonyms
4-BROMO-6-METHYL-1-INDANONE;4-Bromo-6-methyl-indan-1-one;4-broMo-6-Methyl-2,3-dihydroinden-1-one;4-BroMo-6-Methyl-2,3-dihydro-1H-inden-1-one;1H-Inden-1-one, 4-bromo-2,3-dihydro-6-methyl-;(S)-2-amino-3-(3-bromo-4-fluorophenyl)propanoic acid
CBNumber
CB42684882
Molecular Formula
C10H9BrO
Formula Weight
225.08
MOL File
876-91-5.mol
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4-broMo-6-Methyl-2,3-dihydroinden-1-one Property

storage temp. 
Sealed in dry,Room Temperature
Appearance
White to yellow Solid
InChI
InChI=1S/C10H9BrO/c1-6-4-8-7(9(11)5-6)2-3-10(8)12/h4-5H,2-3H2,1H3
InChIKey
GEKKSKKTHXHXLU-UHFFFAOYSA-N
SMILES
C1(=O)C2=C(C(Br)=CC(C)=C2)CC1
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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

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

AK Scientific
Product number
2943CY
Product name
4-Bromo-6-methyl-2,3-dihydro-1H-inden-1-one
Packaging
1g
Price
$285
Updated
2021/12/16
Chemenu
Product number
CM124183
Product name
4-bromo-6-methyl-2,3-dihydro-1H-inden-1-one
Purity
95%
Packaging
1g
Price
$316
Updated
2021/12/16
Alichem
Product number
876915
Product name
4-Bromo-6-methyl-2,3-dihydro-1H-inden-1-one
Packaging
1g
Price
$331.24
Updated
2021/12/16
Crysdot
Product number
CD12020495
Product name
4-Bromo-6-methyl-2,3-dihydro-1H-inden-1-one
Purity
95+%
Packaging
1g
Price
$335
Updated
2021/12/16
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4-broMo-6-Methyl-2,3-dihydroinden-1-one Chemical Properties,Usage,Production

Synthesis

829-57-2

876-91-5

The general procedure for the synthesis of 4-bromo-6-methyl-1-indanone from 3-(2-bromo-4-methylphenyl)propionic acid was as follows: 3-(2-bromo-4-methylphenyl)propionic acid (2.4 g, 9.9 mmol) was dissolved in a solvent mixture of dichloromethane (12 mL) and N,N-dimethylformamide (0.1 mL, 1.3 mmol, 0.13 equiv). Oxalyl chloride (1.7 mL, 19.7 mmol, 2 eq.) was added slowly and dropwise over 7 min. The reaction mixture was stirred under nitrogen protection at room temperature for 1.5 h (LCMS monitoring showed complete consumption of starting material). The reaction solution was concentrated under reduced pressure to 1/3 of the original volume, followed by the addition of a suspension of pre-cooled aluminum chloride (1.7 g, 12.8 mmol, 1.3 eq.) in dichloromethane (10 mL) over 5 min, keeping the internal temperature below 5 °C. The reaction mixture was stirred at 3-5 °C for 20 min, and stirring was continued for 20 min after the ice bath was withdrawn (LCMS confirmed completion of the reaction). The reaction was quenched by the slow addition of pre-cooled aqueous 3M hydrochloric acid (20 mL) under cooling conditions. The reaction mixture was extracted with dichloromethane (3 x 25 mL). The organic phases were combined, washed with saturated saline (2 x 25 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residual solid was suspended with hexane and collected by filtration to give 2.0 g of white solid product (90% yield); the structure was confirmed to be correct by LCMS and NMR analysis. The filtrate was purified by silica gel column chromatography with petroleum ether/ethyl acetate as eluent (0 to 15% gradient) to give 0.1 g of product.LCMS analysis: retention time 2.75 min. Mass spectrum (m/z): [M + H]+ 225.0.

References

[1] Bulletin de la Societe Chimique de France, 1964, p. 3103 - 3112
[2] Patent: WO2018/129552, 2018, A1. Location in patent: Paragraph 0585

4-broMo-6-Methyl-2,3-dihydroinden-1-one Preparation Products And Raw materials

Raw materials

Preparation Products

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4-broMo-6-Methyl-2,3-dihydroinden-1-one Suppliers

Energy Chemical
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NINGBO INNO PHARMCHEM CO.,LTD.
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LABTER PHARMATECH(BEIJING) CO.,LTD
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Amadis Chemical Company Limited
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9ding chemical ( Shanghai) Limited
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876-91-5, 4-broMo-6-Methyl-2,3-dihydroinden-1-oneRelated Search:


  • 4-broMo-6-Methyl-2,3-dihydroinden-1-one
  • 4-BroMo-6-Methyl-2,3-dihydro-1H-inden-1-one
  • 4-BROMO-6-METHYL-1-INDANONE
  • 4-Bromo-6-methyl-indan-1-one
  • 1H-Inden-1-one, 4-bromo-2,3-dihydro-6-methyl-
  • (S)-2-amino-3-(3-bromo-4-fluorophenyl)propanoic acid
  • 876-91-5