CAS 99-73-0|2-bromo-1-(4-bromophenyl)ethanone|2,4'-Dibromoacetophenone|2-bromo-1-(4-bromophenyl)ethan-1-one|4-Bromophenacyl bromide 98%|4-BROMOPHENACYL BROMIDE|2,4'-Dibromoacetophenone|2,4′-Dibromo...

General Information

Structure

Molecular Formula

C₈H₆Br₂O

Molecular Mass

277.94064

Exact Mass

275.87853881

Charge

InChI

InChI=1S/C8H6Br2O/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4H,5H2

InChIKey

FKJSFKCZZIXQIP-UHFFFAOYSA-N

Canonic Smiles

BrCC(=O)c1ccc(cc1)Br

Isomeric Smiles

C(=O)(c1ccc(cc1)Br)CBr

Calculated Properties

JChem

Acid pKa

15.461995

H Acceptors

H Donor

LogD (pH = 5.5)

3.022485

LogD (pH = 7.4)

3.022485

Log P

3.022485

Molar Refractivity

51.8203

Polarizability

19.844416

Polar Surface Area

17.07

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

IUPAC Traditional name

2-bromo-1-(4-bromophenyl)ethanone

IUPAC name

2-bromo-1-(4-bromophenyl)ethan-1-one

Synonyms

2,4'-Dibromoacetophenone4-Bromophenacyl bromide 98%4-BROMOPHENACYL BROMIDE2,4'-Dibromoacetophenone2,4′-Dibromoacetophenone2,4′-二溴苯乙酮4′-溴苯甲酰甲基溴4′-Bromophenacyl bromide2-Bromo-1-(4-bromophenyl)ethanonealpha,4-Dibromoacetophenone2,4'-Dibromoacetophenone2,4'-二溴苯乙酮4-Bromophenacyl bromide

Names and Identifiers

Registration numbers

MDL Number

MFCD00000200

CAS Number

99-73-0

EC Number

202-783-6

PubChem SID

2485082516097220524893785

Beilstein Number

607604

PubChem CID

7454

Merck Index

141427

Registration numbers

Properties

Pharmacology Properties

Gene Information

human ... PLA2G2A(5320)rat ... Pla2g2a(29692)

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

02150521

Crystalline

Sigma Aldrich

D38308

Packaging
10, 50, 100 g in glass bottle
Application
Undergoes condensation reactions with aldehydes in the presence of SnCl21 or SmI32 to afford α,β-unsaturated ketones. Also useful in the esterification of carboxylic acids.3

17970

Other Notes
Modifies histidine residues in proteins1,2,3

Molecule Details

References

PubChem Literature

From Data Sources

• For use in the protection of phenols and carboxylic acids, see: Tetrahedron Lett., 343 (1970).

• The O-methyl oxime has been used to N-alkylate pyridines. The products can be cyclized with triethylamine to give imidazo[1,2-a]pyridines in high yield: Synthesis, 927 (1996).

• Reagent for analysis of fatty acids by HPLC as 4-bromophenacyl esters: Anal. Chem., 47, 1797, (1975).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

IUPAC Traditional name

2-bromo-1-(4-bromophenyl)ethanone

IUPAC name

2-bromo-1-(4-bromophenyl)ethan-1-one

Synonyms

Registration numbers

MDL Number

MFCD00000200

CAS Number

99-73-0

EC Number

202-783-6

PubChem SID

2485082516097220524893785

Beilstein Number

PubChem CID

Merck Index

Molecule Details

Crystalline

D38308

17970

Other Notes
Modifies histidine residues in proteins1,2,3

References

PubChem Literature

From Data Sources

• For use in the protection of phenols and carboxylic acids, see: Tetrahedron Lett., 343 (1970).

• The O-methyl oxime has been used to N-alkylate pyridines. The products can be cyclized with triethylamine to give imidazo[1,2-a]pyridines in high yield: Synthesis, 927 (1996).

• Reagent for analysis of fatty acids by HPLC as 4-bromophenacyl esters: Anal. Chem., 47, 1797, (1975).

Bioactivity

PubChem BioAssay

Properties

Pharmacology Properties

Gene Information

human ... PLA2G2A(5320)rat ... Pla2g2a(29692)

Molecule

ID:8898