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2-bromo-4-methylpropiophenone

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2-bromo-4-methylpropiophenone Basic information

Product Name:
2-bromo-4-methylpropiophenone
Synonyms:
  • 4-Methylphenyl 1-BroMoethyl Ketone
  • 2-bromo-4-methylpropiophenone
  • 2-bromo-1-(4-methylphenyl)propan-1-one
  • 2-Bromo-1-(4-methylphenyl)-1-propanone
  • 1-Propanone,2-broMo-1-(4-Methylphenyl)-
  • 2-BROMO-4'-METHYLPROPIOPHENE
  • 2-Bromo-1-(p-tolyl)
  • Quality guarantee EG-2201 power
CAS:
1451-82-7
MF:
C10H11BrO
MW:
227.1
EINECS:
696-162-0
Product Categories:
  • Medical research
  • Aromatics
  • Intermediates
  • Miscellaneous Reagents
  • organic interme
  • Intermediate
  • 1451-82-7
Mol File:
1451-82-7.mol
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2-bromo-4-methylpropiophenone Chemical Properties

Melting point:
75-77℃
Boiling point:
273℃
Density 
1.357
Flash point:
59℃
storage temp. 
Refrigerator
solubility 
Soluble in chloroform and methanol.
form 
Solid
color 
White to Off-White
InChI
1S/C10H11BrO/c1-7-3-5-9(6-4-7)10(12)8(2)11/h3-6,8H,1-2H3
InChIKey
OZLUPIIIHOOPNQ-UHFFFAOYSA-N
SMILES
BrC(C)C(=O)c1ccc(cc1)C
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
WGK 3
HS Code 
2914.79.4000
Storage Class
11 - Combustible Solids
Hazard Classifications
Acute Tox. 4 Oral
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2-bromo-4-methylpropiophenone Usage And Synthesis

Description

It is usually used as the intermediate and raw material in the fine chemistry industry. Specifically, this chemical can act as the intermediate in the synthesis of 4-methyl methcathinone HCl, which is used as the sample for development and validation of a presumptive colour spot test method for the detection of piperazine analogues in seized illicit materials.1 Moreover, this compound may function as an effective ingredient to prepare the therapeutically useful 1-phenyl-2-piperidinoalkanol derivatives.2 In addition, this substance has been demonstrated to be involved in the preparation of a pharmaceutical composition comprising a pyrrole derivative, which shows a desirable activity for the treatment pollakiuria or urinary incontinence.3

Uses

2-Bromo-4'-methylpropiophenone (cas# 1451-82-7) is a compound useful in organic synthesis.

Reference

  1. Philp, M.; Shimmon, R.; Stojanovska, N.; Tahtouh, M.; Fu, S. L., Development and validation of a presumptive colour spot test method for the detection of piperazine analogues in seized illicit materials. Anal. Methods 2013, 5, 5402-5410.
  2. Alexander Wick; Jonathan Frost; Bernard Gaudilliere; Jean Bertin; Regis Dupont; Rousseau, J., Therapeutically useful 1-phenyl-2-piperidinoalkanol derivatives. US Patent 4690931 1987.
  3. Masami Tsuda; Mitsushi Tanaka; Nakamura, A., Pyrrole derivatives and medicinal composition. US Patent 5998459 1999.

Chemical Properties

Off-White Solid

Uses

It employed as an important intermediate for raw material for organic synthesis, agrochemical, pharmaceutical and dyestuff field. Also used as intermediate for 4-methylmethcathinone.

Synthesis

2-bromo-4'-methylpropiophenone was prepared as follows: (1) Under argon protection, (4g, 30mmol) anhydrous aluminum chloride was added to the reaction flask, and then 20ml of anhydrous methylene chloride was added, and stirring was done to dissolve it. After dissolution, (1.7 g, 10 mmol) of 2-bromopropionyl chloride was added and stirring was continued for 20 min, then (0.92 g, 10 mmol) of toluene was added, and the dropwise addition was completed within 30 min. After the dropwise addition was completed, the solution was refluxed for 2H and cooled to room temperature after refluxing. After cooling, the solution was poured into 40 ml of ice water and 20 ml of dichloromethane and 20 ml of 6N hydrochloric acid were added, and the solution was shaken vigorously and allowed to partition. After layering, the lower dichloromethane phase was left, and the dichloromethane phase was washed twice with 1NHCL, then dried with anhydrous magnesium sulfate, filtered, and evaporated to obtain a transparent oily substance. Transparent material in a crystallization dish and add ether to dissolve, and then slowly add drops of petroleum ether to slightly turbid, covered and clamped a piece of paper rest in the fume hood in the crystallization, to obtain 1.37g product 2-bromo-4'-methylpropiophenone transparent crystals.

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