| Identification | More | [Name]
2-Bromo-4'-methylacetophenone | [CAS]
619-41-0 | [Synonyms]
4'-METHYLPROPIOPHENONE
4-METHYLPROPIOPHENONE
ETHYL-P-TOLYLKETON
LABOTEST-BB LT00053050
P-METHYLPROPIOPHENONE
P-TOLYL ETHYL KETONE
2-Bromo-p-methylacetophenone
Acetophenone, 2-bromo-4'-methyl-
alpha-Bromo-4-methylacetophenone
alpha-Bromo-p-methylacetophenone
omega-Bromo-p-methylacetophenone
p-Methyl-alpha-bromoacetophenone
p-Methyl-omega-bromoacetophenone
p-Methylphenacyl bromide
4-Methylphenacylbromide98%
4-Methylphenacylbromide 98%
4'-Methyl-2-bromoacetophenone
à-bromo-4-methylacetophenone
2-BROMO-4-METHYLACETACETOPHENONE
2-Bromo-1-(4-methylphenyl)ethan-1-one | [EINECS(EC#)]
226-267-5 | [Molecular Formula]
C9H9BrO | [MDL Number]
MFCD00009312 | [Molecular Weight]
213.07 | [MOL File]
619-41-0.mol |
| Chemical Properties | Back Directory | [Appearance]
White to light yellow crystal powder | [Melting point ]
45-49 °C(lit.)
| [Boiling point ]
238-239 °C(lit.)
| [density ]
0.993 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.528(lit.)
| [Fp ]
229 °F
| [storage temp. ]
2-8°C | [solubility ]
Chloroform (Slightly), Ethyl Acetate | [form ]
Crystalline Powder or Needles | [color ]
White to light yellow | [Stability:]
Stable. Incompatible with strong oxidizing agents, strong bases. | [BRN ]
607041 | [InChI]
InChI=1S/C9H9BrO/c1-7-2-4-8(5-3-7)9(11)6-10/h2-5H,6H2,1H3 | [InChIKey]
KRVGXFREOJHJAX-UHFFFAOYSA-N | [SMILES]
C(=O)(C1=CC=C(C)C=C1)CBr | [CAS DataBase Reference]
619-41-0(CAS DataBase Reference) | [NIST Chemistry Reference]
Ethanone, 2-bromo-1-(4-methylphenyl)-(619-41-0) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
UN 2811 | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29147000 |
| Hazard Information | Back Directory | [Chemical Properties]
White to light yellow crystal powder | [Uses]
2-Bromo-4′-methylacetophenone was used in the general fluorous thiol quenching method. It was also used in the preparation of hydroxyquinolinone and N-derivatized carboxamides. | [General Description]
2-Bromo-4′-methylacetophenone is an α-bromoketone. | [Synthesis]
General procedure: 4-methylstyrene (1 mmol) was dissolved in a solvent mixture of acetone (3 mL) and water (0.1 mL) at room temperature. Subsequently, dibromo-p-toluenesulfonamide (TsNBr2, 2.2 mmol) was slowly added to this solution. After the reaction was complete, sodium thiosulfate (~200 mg) was added to quench the reaction and stirring was continued for 10 minutes. The reaction mixture was extracted with ethyl acetate and the organic phase was dried over anhydrous sodium sulfate (Na2SO4) and subsequently concentrated under reduced pressure to remove the solvent. The crude product was purified by column chromatography on silica gel (230-400 mesh), the eluent being a mixed petroleum ether-ethyl acetate solvent, to give the final pure 2-bromo-4'-methylacetophenone. | [References]
[1] Tetrahedron Letters, 2015, vol. 56, # 2, p. 356 - 358
[2] Organic and Biomolecular Chemistry, 2016, vol. 14, # 48, p. 11389 - 11395
[3] Green Chemistry, 2013, vol. 15, # 8, p. 2175 - 2179
[4] Synlett, 2010, # 15, p. 2335 - 2339
[5] Organic Letters, 2015, vol. 17, # 11, p. 2704 - 2707 |
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