Substance
ID:717835
Names and Identifiers
IUPAC Traditional name
phenacyl bromide
IUPAC name
2-bromo-1-phenylethan-1-one
Synonyms
2-溴苯乙酮2-BromoacetophenonePhenacyl bromide
Registration numbers
CAS Number
Beilstein Number
MDL Number
Merck Index
EC Number
Properties
Safety Information
Hazard Class
6.1
UN Number
UN2645
European Hazard Symbols
Toxic (T)Safety Statements
26-36/37/39-45
GHS Pictograms
Acute toxicity (oral, dermal, inhalation), categories 1,2,3
Corrosive to metals, category 1
Skin corrosion, categories 1A,1B,1C
Serious eye damage, category 1
GHS Hazard statements
H331-H314-H318
Packing Group
II
Risk Statements
23-34
GHS Precautionary statements
P280-P305+P351+P338-P309-P310
TSCA Listed
是
Product Information
Purity
98%
Physical Property
Flash Point
>110°C(230°F)
Boiling Point
140°C/11mm
Melting Point
48-51°C
Density
1.650
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• For formation of the Sn enolate using SnCl2, see: Synth. Commun., 23, 271 (1993). 1,4-Diketones may be synthesized from ɑ-bromoketones and Sn enolates: J. Chem. Soc., Perkin 1, 3205 (1990).
• Reagent for carboxyl protection as phenacyl esters, stable to acid hydrolysis but readily cleaved by nucleophiles or by reduction. See Appendix 6. Protection can be effected in the presence of triethylamine: J. Chem. Soc. (C), 1191 (1966), or, better, KF in DMF: Tetrahedron Lett., 599 (1977). Phase-transfer conditions have also been reported: Synth. Commun., 26, 1747 (1996). Cleavage has been described using a variety of reagents, including Zn-AcOH: Tetrahedron Lett., 343 (1970), catalytic hydrogenolysis, treatment with PhS-, PhSeH, or NaHTe: Synth. Commun., 18, 116 (1988); TBAF: J. Org. Chem., 56, 5465 (1991); or photolysis: J. Org. Chem., 62, 6245 (1997).
• Has also been used to block the imidazole ring in histidine residues during peptide synthesis, and is stable to TFA, TfOH and HBr-AcOH: J. Chem. Soc., Chem. Commun., 472 (1978); J. Chem. Soc., Perkin 1, 2261 (1979).