4'-Bromoacetophenone #CAS99-90-1
CAS Number:99-90-1
Chemical Formula: C8H7BrO
p-BROMOACETOPHENONE pure
DIBROMOACETOPHENONE-2,4
AKOS BBS-00000865
Appearance:White to light yellow Crystals or Crystalline Flakes
MOQ (Minimum Order Quantity): 1 FCL (Full Container Load)
4'-Bromoacetophenone #CAS99-90-1
white to light yellow crystals. soluble in alcohol, ether, glacial acetic acid, benzene, carbon disulfide and petroleum ether, insoluble in water. Easy to volatilize with water vapor.As a typical electrophilic reagent, its most notable feature is that under the catalysis of transition metals such as palladium and nickel, the bromine atom at the 4th position is highly prone to undergo cross-coupling reactions with various boronic acids or alkenes, such as Suzuki and Heck reactions, for the efficient construction of biaryl or arylalkene structures. Meanwhile, the carbonyl group in its structure can undergo conventional nucleophilic addition reactions, such as reacting with Grignard reagents, being reduced to the corresponding alcohol (4-bromo-phenylethanol) or completely reduced to methylene; and the α-hydrogen atom at the carbonyl's neighboring position has strong acidity and is prone to lose a proton to form an enol negative ion, thereby undergoing halogenation reactions (such as generating p-bromo-benzoylmethyl bromide) or alkylation and condensation reactions. Moreover, due to the presence of the bromine atom, it can also undergo halogen-metal exchange with active metals or organic lithium reagents at low temperatures, converting into a powerful nucleophilic aryl-metal reagent.
Application Of 4'-Bromoacetophenone
4'-Bromoacetophenone is an important organic synthesis intermediate, widely used in synthetic medicine, pesticides, dyes, flavors and fragrances, perfumes, Intermediates of Liquid Crystals etc.Labeled 4-Bromoacetophenone possess activity against positive phototaxis of Chlamydomonas cells. A fundamental starting material for organic synthesis.Primarily as an extremely important intermediate for fine chemicals, it is widely used in the synthesis lines of medicines, pesticides, fragrances, and optoelectronic materials. In the pharmaceutical industry, it is the core basic raw material for constructing many anti-anxiety drugs, anti-depressant drugs, anti-inflammatory analgesic drugs, and cardiovascular disease drugs, and is often used to introduce the key 4-acetylphenyl functional group; in the pesticide field, it is extensively used to develop new and efficient fungicides and plant growth regulators; in the fragrance and cosmetics industry, it can be used as a modified precursor for synthesizing specific aromatic compounds, and is used to blend unique fragrances; moreover, due to its structure having good rigidity and conjugation, in the modern electronic materials industry, it is also often used as a component for constructing organic light-emitting diode (OLED) light-emitting materials, photoinitiators, and fine polymer polymers for copolymerization.
| 4'-Bromoacetophenone Chemical Properties |
| Melting point | 108-110 °C(lit.) |
| Boiling point | 255 °C(lit.) |
| density | 1.64 |
| refractive index | 1.5540 (estimate) |
| Fp | >230 °F |
| storage temp. | Store below +30°C. |
| solubility | methanol: 0.1 g/mL, clear |
| form | Crystals or Crystalline Flakes |
| color | White to light yellow |
| Water Solubility | Soluble in Chloroform. Insoluble in water. |
| Merck | 14,1403 |
| BRN | 386015 |
| InChI | 1S/C8H7BrO/c1-6(10)7-2-4-8(9)5-3-7/h2-5H,1H3 |
| InChIKey | WYECURVXVYPVAT-UHFFFAOYSA-N |
| SMILES | CC(=O)c1ccc(Br)cc1 |
| CAS DataBase Reference | 99-90-1(CAS DataBase Reference) |
| NIST Chemistry Reference | Ethanone, 1-(4-bromophenyl)-(99-90-1) |
| EPA Substance Registry System | Ethanone, 1-(4-bromophenyl)- (99-90-1) |
| Safety Information |
| Hazard Codes | C,Xi,Xn |
| Risk Statements | 34-36/38-42/43-36/37/38-22 |
| Safety Statements | 26-36/37/39-45-22-36/37 |
| RIDADR | UN 3261 8/PG 2 |
| WGK Germany | 2 |
| RTECS | AM6950000 |
| F | 19-21 |
| Hazard Note | Irritant |
| TSCA | TSCA listed |
| HS Code | 29147090 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
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