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70-11-1 molecular structure
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2-bromo-1-phenylethan-1-one

ChemBase ID: 76533
Molecular Formular: C8H7BrO
Molecular Mass: 199.04458
Monoisotopic Mass: 197.96802684
SMILES and InChIs

SMILES:
O=C(c1ccccc1)CBr
Canonical SMILES:
BrCC(=O)c1ccccc1
InChI:
InChI=1S/C8H7BrO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H,6H2
InChIKey:
LIGACIXOYTUXAW-UHFFFAOYSA-N

Cite this record

CBID:76533 http://www.chembase.cn/molecule-76533.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-bromo-1-phenylethan-1-one
IUPAC Traditional name
phenacyl bromide
Synonyms
1-Bromo-2-phenylethan-2-one
1-Phenyl-2-bromoethanone
2-Bromo-1-phenylethanone
Benzoylmethyl Bromide
Bromoacetophenone
NSC 9807
Phenyl Bromomethyl Ketone
Stauffer 4644
β-Bromoacetophenone
ω-Bromacetophenone
2-Bromoacetophenone
ω-Bromoacetophenone
Phenacyl bromide
2-Bromoacetophenone
2-bromo-1-phenylethanone
2-Bromoacetophenone
2-Bromo-1-phenylethan-1-one
Phenacyl bromide 98%
α-Bromoacetophenone
Bromomethyl phenyl ketone
Phenacyl bromide
2-bromo-1-phenylethan-1-one
ω-溴苯乙酮
苯甲酰甲基溴
2-溴苯乙酮
CAS Number
70-11-1
EC Number
200-724-9
MDL Number
MFCD00000195
Beilstein Number
606474
Merck Index
141402
PubChem SID
162041437
24887195
24847241
24887194
PubChem CID
6259
CHEBI ID
51846
CHEMBL
102953
Chemspider ID
6023
Wikipedia Title
Phenacyl_bromide

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 15.502873  H Acceptors
H Donor LogD (pH = 5.5) 2.2537324 
LogD (pH = 7.4) 2.2537324  Log P 2.2537324 
Molar Refractivity 44.1975 cm3 Polarizability 16.77298 Å3
Polar Surface Area 17.07 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
Chloroform expand Show data source
Methanol expand Show data source
Apperance
Colorless solid expand Show data source
Off-White Solid expand Show data source
Melting Point
47-50 °C expand Show data source
48 - 51°C expand Show data source
48-51 °C(lit.) expand Show data source
48-51°C expand Show data source
48-51°C expand Show data source
49-50 °C expand Show data source
49-51°C expand Show data source
50 °C expand Show data source
Boiling Point
135 °C/18 mmHg(lit.) expand Show data source
136 °C / 18mmHg expand Show data source
140°C/11mm expand Show data source
Flash Point
>110°C(230°F) expand Show data source
113 °C expand Show data source
235.4 °F expand Show data source
Density
1.650 expand Show data source
Hydrophobicity(logP)
1.834 expand Show data source
Storage Condition
Refrigerator, Under Inert Atmosphere expand Show data source
Storage Warning
Toxic/Irritant/Corrosive/Lachrymatory/Light Sensitive/Air Sensitive/Store under Argon/Keep Cold expand Show data source
European Hazard Symbols
Corrosive Corrosive (C) expand Show data source
Toxic Toxic (T) expand Show data source
UN Number
2645 expand Show data source
UN2645 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
6.1 expand Show data source
Packing Group
2 expand Show data source
II expand Show data source
Risk Statements
23-34 expand Show data source
34 expand Show data source
Safety Statements
26-36/37/39-45 expand Show data source
TSCA Listed
expand Show data source
GHS Pictograms
GHS05 expand Show data source
GHS06 expand Show data source
GHS Signal Word
Danger expand Show data source
Main Hazard
Toxic(T) expand Show data source
GHS Hazard statements
H314 expand Show data source
H331-H314-H318 expand Show data source
GHS Precautionary statements
P280-P305 + P351 + P338-P310 expand Show data source
P280-P305+P351+P338-P309-P310 expand Show data source
Personal Protective Equipment
Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges expand Show data source
RID/ADR
UN 2645 6.1/PG 2 expand Show data source
Storage Temperature
2-8°C expand Show data source
Gene Information
human ... PTPN6(5777) expand Show data source
Purity
≥97.0% (GC) expand Show data source
≥99.0% expand Show data source
≥99.0% (GC) expand Show data source
95% expand Show data source
98% expand Show data source
Grade
for GC derivatization expand Show data source
purum expand Show data source
Certificate of Analysis
Download expand Show data source
Linear Formula
C6H5COCH2Br expand Show data source

DETAILS

DETAILS

Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - 115835 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Packaging
5, 100, 500 g in glass bottle
Sigma Aldrich - 77450 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
Preparation of crystalline esters from acids
Toronto Research Chemicals - B679065 external link
2-Bromoacetophenone is a brominated acteophenone derivative. 2-Bromoacetophenone has been shown to completely and irreversibly inactivate human liver aldehyde dehydrogenase (EC 1.2.1.3) isoenzymes E1 and E2. 2-Bromoacetophenone and its derivatives display

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • MacKerell, A.D. et al.: Biochemistry, 25, 5182 (1986)
  • • Arabaci, G. et al.: Biiorg. Med. Chem. Lett., 12, 3047 (1986)
  • • 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).
  • • 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).
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PATENTS

PATENTS

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