2,2,2-Trifluoroacetophenone
Basic information
- CAS
434-45-7- Standard SMILES
O=C(c1ccccc1)C(F)(F)F- InChIKey
KZJRKRQSDZGHEC-UHFFFAOYSA-N- Molecular formula
- C8H5F3O
- Average molar mass
- 174.12 g/mol
- Monoisotopic mass
- 174.02924944
Overview
converted to trifluoroacetic acid in water
Names & identifiers
- Preferred name
- 2,2,2-Trifluoroacetophenone
- IUPAC
- 2,2,2-trifluoro-1-phenylethanone
- English name
- Trifluoroacetophenone
- Molecular formula
- C8H5F3O
- Molecular weight
- 174.12
Names & synonyms
2,2,2-TRIFLUOROACETOPHENONE434-45-72,2,2-Trifluoro-1-phenylethanoneTrifluoromethyl phenyl ketonealpha,alpha,alpha-TrifluoroacetophenoneEthanone, 2,2,2-trifluoro-1-phenyl-Phenyl trifluoromethyl ketone1,1,1-Trifluoroacetophenone(Trifluoroacetyl)benzeneAcetophenone, 2,2,2-trifluoro-NSC 427526T7L1UPY09
Show more names
2,2,2-TRIFLUORO-1-PHENYLETHAN-1-ONEA,A,A-TRIFLUOROACETOPHENONETRIFLUOROACETOPHENONETRIFLUOROACETYLBENZENE2,2,2-Trifluoracetophenon
phenyltrifluoromethylketoneEINECS 207-103-1NSC-42752DTXSID6059992.alpha.,.alpha.,.alpha.-Trifluoroacetophenone.omega.,.omega.,.omega.-Trifluoroacetophenone2,2,2-TRIFLUORO-1-PHENYL-1-ETHANONEomega,omega,omega-Trifluoroacetophenone
Database identifiers
- CAS
434-45-7- PubChem CID
- 9905
- DTXSID
DTXSID6059992- ChEMBL
CHEMBL293277- UNII
- 6T7L1UPY09
- EC Number
- 207-103-1
- Nikkaji
- J150.547E
Properties
Computed structural properties
- XLogP
- 2.1
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 168
Experimental & physicochemical properties
Chemical ClassesToxic Gases & Vapors -> Tear Gas Agents
SpringerMaterials PropertiesBoiling point
LogP2.15
Vapor Pressure1.22 [mmHg]
Physical DescriptionColorless liquid; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- -40 °C · -40 °C
- Boiling point
- 165 · 165-166 °C (lit.) 46-48 °C/14 mmHg (lit.)
- Density
- 1.24 g/mL · 1.24 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.458(lit.)
- Flash point
- 107 °F · 107 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform, Ethyl Acetate
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 56 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information2,2,2-Trifluoroacetophenone: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryAn irritant and lachrymator; [Alfa Aesar MSDS] See alpha-Chloroacetophenone.
Hazard Classes and CategoriesFlam. Liq. 3 (100%)
Toxicology
Adverse EffectsLacrimator (Lachrymator) - A substance that irritates the eyes and induces the flow of tears.
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 1224 3/PG 3
- hs_code
- 29147090
- risk_code
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationEthanone, 2,2,2-trifluoro-1-phenyl-: ACTIVE
Applications
Uses2,2,2-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.
General Description2,2,2-Trifluoroacetophenone is the starting material for the synthesis of f 3-trifluoromethyl-3-phenyldiazirine. It undergoes asymmetric reduction with optically active Grignard reagent to form 2,2,2-trifluoro-1-phenylethanol. It undergoes condensation with biphenyl, terphenyl, a mixture of biphenyl with terphenyl, phenyl ether and diphenoxybenzophenone to form new aromatic 3F polymers.
Upstream & downstream products
Downstream products
Related reactions
67 records
Compound notes
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