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189006

Sigma-Aldrich

(+)-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
Beilstein:
6779716
EC Number:
MDL number:
UNSPSC Code:
12352115
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

liquid

optical activity

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

refractive index

n20/D 1.451 (lit.)

bp

100-101 °C/16 mmHg (lit.)

density

1.172 g/mL at 25 °C (lit.)

SMILES string

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

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

InChI key

ISLOIHOAZDSEAJ-XGLFCGLISA-N

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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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

179.6 °F - closed cup

Flash Point(C)

82 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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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