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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:
51800-98-7
Molecular Weight:
248.24
Beilstein/REAXYS Number:
6779716
EC Number:
257-429-3
MDL number:
MFCD00003746
UNSPSC Code:
12352115
PubChem Substance ID:
24851361
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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

closed cup

flash_point_c

closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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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