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About This Item
Linear Formula:
CF3C6H4COCH3
CAS Number:
Molecular Weight:
188.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-490-4
Beilstein/REAXYS Number:
640151
MDL number:
Assay:
99%
Form:
liquid
InChI key
ABXGMGUHGLQMAW-UHFFFAOYSA-N
InChI
1S/C9H7F3O/c1-6(13)7-3-2-4-8(5-7)9(10,11)12/h2-5H,1H3
SMILES string
CC(=O)c1cccc(c1)C(F)(F)F
assay
99%
form
liquid
refractive index
n20/D 1.4611 (lit.)
bp
198-200 °C (lit.)
density
1.235 g/mL at 25 °C (lit.)
functional group
fluoro, ketone
General description
Asymmetric catalytic addition of ethyl groups to 3′-(trifluoromethyl)acetophenone catalyzed by ligands derived from trans-1,2-diaminocyclohexane and camphor sulfonyl chloride has been reported. Phenylation of 3′-(trifluoromethyl)acetophenone in the presence of dihydroxy bis(sulfonamide) ligand (enantioselective catalyst), titanium tetraisopropoxide and diphenylzinc has been investigated.
Application
3′-(Trifluoromethyl)acetophenone has been used in a key step during the preparation of a commercial fungicide.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 1
flash_point_f
174.2 °F - closed cup
flash_point_c
79 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
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Serafino Gladiali et al.
Chemical Society reviews, 35(3), 226-236 (2006-03-01)
Hydrogen transfer reduction processes are attracting increasing interest from synthetic chemists in view of their operational simplicity and high selectivity. In this tutorial review the most significant advances recently achieved in the stereoselective reduction of unsaturated organic compounds catalyzed by
Celina García et al.
Journal of the American Chemical Society, 124(37), 10970-10971 (2002-09-13)
Many catalysts will promote the asymmetric addition of alkylzinc reagents to aldehydes. In contrast, there are no reports of additions to ketones that are both general and highly enantioselective. We describe herein a practical catalytic asymmetric addition of ethyl groups
Celina García et al.
Organic letters, 5(20), 3641-3644 (2003-09-26)
[reaction: see text] The catalytic asymmetric addition of phenyl groups from diphenylzinc to ketones is reported. The catalyst, generated from a dihydroxy bis(sulfonamide) ligand and titanium tetraisopropoxide, gives good to excellent enantioselectivities with a range of substrates.
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