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Merck
CN

189006

(+)-3-(Trifluoroacetyl)camphor

98%

Synonym(s):

3-(Trifluoroacetyl)-D-camphor

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About This Item

Empirical Formula (Hill Notation):
C12H15F3O2
CAS Number:
Molecular Weight:
248.24
UNSPSC Code:
12352115
NACRES:
NA.22
PubChem Substance ID:
EC Number:
257-429-3
Beilstein/REAXYS Number:
6779716
MDL number:
Assay:
98%
Form:
liquid
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InChI key

ISLOIHOAZDSEAJ-XGLFCGLISA-N

InChI

1S/C12H15F3O2/c1-10(2)6-4-5-11(10,3)8(16)7(6)9(17)12(13,14)15/h6-7H,4-5H2,1-3H3/t6-,7?,11+/m1/s1

SMILES string

CC1(C)C2CC[C@@]1(C)C(=O)C2C(=O)C(F)(F)F

assay

98%

form

liquid

optical activity

[α]19/D +148°, c = 2.3 in methylene chloride

Quality Level

bp

100-101 °C/16 mmHg (lit.)

density

1.172 g/mL at 25 °C (lit.)

functional group

fluoro, ketone

Application

(+)-3-(Trifluoroacetyl)camphor reacts with suitable chiral ketone precursors to generate chiral dioxiranes in situ, which can catalyse the direct asymmetric epoxidation of unfunctionalized olefins.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

179.6 °F - closed cup

flash_point_c

82 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Enantioselective epoxidation of unfunctionalized alkenes using dioxiranes generated in situ.
Curci R, et al.
Tetrahedron Letters, 36(32), 5831-5834 (1995)

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