CAS 434-45-7|trifluoroacetophenone|2,2,2-trifluoro-1-phenylethan-1-one|2,2,2-Trifluoroacetophenone 99%|1-Phenyl-2,2,2-trifluoroethan-1-one|2,2,2-Trifluoroacetophenone|α,α,α-Trifluoroacetophenone|...

General Information

Structure

Molecular Formula

C₈H₅F₃O

Molecular Mass

174.1199096

Exact Mass

174.02924944

Charge

InChI

InChI=1S/C8H5F3O/c9-8(10,11)7(12)6-4-2-1-3-5-6/h1-5H

InChIKey

KZJRKRQSDZGHEC-UHFFFAOYSA-N

Canonic Smiles

O=C(C(F)(F)F)c1ccccc1

Isomeric Smiles

C(C(=O)c1ccccc1)(F)(F)F

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

2.663222

LogD (pH = 7.4)

2.663222

Log P

2.663222

Molar Refractivity

37.471

Polarizability

13.466405

Polar Surface Area

17.07

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

1-Phenyl-2,2,2-trifluoroethan-1-one2,2,2-Trifluoroacetophenone 99%2,2,2-TrifluoroacetophenonePhenyl trifluoromethyl ketoneα,α,α-Trifluoroacetophenone2,2,2-三氟苯乙酮2,2,2-Trifluoroacetophenone三氟苯丙酮α,α,α-三氟苯乙酮Trifluoromethyl Phenyl Ketone2,2,2-Trifluoro-1-phenyl-1-ethanoneω,ω,ω-Trifluoroacetophenone(Trifluoroacetyl)benzeneTrifluoroacetylbenzeneNSC 427522,2,2-Trifluoro-1-phenylethanone2,2,2-trifluoro-1-phenylethan-1-one

IUPAC name

2,2,2-trifluoro-1-phenylethan-1-one

IUPAC Traditional name

trifluoroacetophenone

Names and Identifiers

Registration numbers

MDL Number

MFCD00000420

Beilstein Number

1866286

EC Number

207-103-1

PubChem SID

2484678416097143424889525

CAS Number

434-45-7

PubChem CID

9905

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

107840

Packaging
5, 25, 100 g in glass bottle

TRC

T786450

2,2,2-Trifluoroacetophenone is a fluorinated acetophenone with inhibitory activity of acetylcholinesterase. 2,2,2-Trifluoroacetophenone was shown to have neuroprotective activity by inhibiting apoptosis in cerebellar granule neurons.

Molecule Details

References

PubChem Literature

From Data Sources

• Kawase, M. et al.: Biol. Pharmac. Bull., 24, 1335 (1979)

• Brodbeck, U. et al.: Biochim. Biphys. Acta Enzymol., 567, 357 (1979)

• Olefination with methanesulfonyl chloride, promoted by KF in DMF, gives ɑ -(trifluoromethyl)styrene in 92% yield: J. Org. Chem., 59, 2898 (1994).

• Trifluoromethyl ketones undergo selective C-F bond cleavage with Mg in the presence of TMSCl, providing a convenient synthesis of 2,2-difluoro enol silanes: Chem. Commun., 1323 (1999).

• Reaction with Dimethyl acetylenedicarboxylate, A11437, in the presence of triphenylphosphine, gives a highly-functionalized -butyrolactone: J. Org. Chem., 61, 4516 (1996):

• In the presence of KO-t-Bu, acts as a nucleophilic trifluoromethylating agent, converting carbonyl compounds to trifluoromethyl alcohols: Tetrahedron Lett., 44, 1055 (2003).

• In the presence of potassium monopersulfate (Oxone ), catalyzes the epoxidation of allylic alcohols via the in situ formed dioxirane: Tetrahedron, 56, 989 (1999).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC name

2,2,2-trifluoro-1-phenylethan-1-one

IUPAC Traditional name

trifluoroacetophenone

Registration numbers

MDL Number

MFCD00000420

Beilstein Number

1866286

EC Number

207-103-1

PubChem SID

2484678416097143424889525

CAS Number

434-45-7

PubChem CID

9905

Molecule Details

Sigma Aldrich

107840

Packaging
5, 25, 100 g in glass bottle

TRC

T786450

References

PubChem Literature

From Data Sources

• Kawase, M. et al.: Biol. Pharmac. Bull., 24, 1335 (1979)

• Brodbeck, U. et al.: Biochim. Biphys. Acta Enzymol., 567, 357 (1979)

• Olefination with methanesulfonyl chloride, promoted by KF in DMF, gives ɑ -(trifluoromethyl)styrene in 92% yield: J. Org. Chem., 59, 2898 (1994).

• Trifluoromethyl ketones undergo selective C-F bond cleavage with Mg in the presence of TMSCl, providing a convenient synthesis of 2,2-difluoro enol silanes: Chem. Commun., 1323 (1999).

• Reaction with Dimethyl acetylenedicarboxylate, A11437, in the presence of triphenylphosphine, gives a highly-functionalized -butyrolactone: J. Org. Chem., 61, 4516 (1996):

• In the presence of KO-t-Bu, acts as a nucleophilic trifluoromethylating agent, converting carbonyl compounds to trifluoromethyl alcohols: Tetrahedron Lett., 44, 1055 (2003).

• In the presence of potassium monopersulfate (Oxone ), catalyzes the epoxidation of allylic alcohols via the in situ formed dioxirane: Tetrahedron, 56, 989 (1999).

Bioactivity

PubChem BioAssay

Properties

Molecule

ID:8127