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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:
6779716
EC Number:
257-429-3
MDL number:
MFCD00003746
UNSPSC Code:
12352115
PubChem Substance ID:
24851361
NACRES:
NA.22
Pricing and availability is not currently available.

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.)

functional group

fluoro
ketone

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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This Item
298344195936857300
(+)-3-(Trifluoroacetyl)camphor 98%

189006

(+)-3-(Trifluoroacetyl)camphor

(−)-3-(Trifluoroacetyl)camphor 98%

298344

(−)-3-(Trifluoroacetyl)camphor

3-(Perfluorobutyryl)-(+)-camphor 96%

195936

3-(Perfluorobutyryl)-(+)-camphor

(1R)-(+)-Camphor 98%

857300

(1R)-(+)-Camphor

bp

100-101 °C/16 mmHg (lit.)

bp

-

bp

60-70 °C/0.2 mmHg (lit.)

bp

-

refractive index

n20/D 1.451 (lit.)

refractive index

n20/D 1.451 (lit.)

refractive index

n20/D 1.421 (lit.)

refractive index

-

density

1.172 g/mL at 25 °C (lit.)

density

1.172 g/mL at 25 °C (lit.)

density

1.218 g/mL at 25 °C (lit.)

density

-

form

liquid

form

-

form

-

form

powder

optical activity

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

optical activity

[α]19/D −148.0°, c = 2.5 in methylene chloride

optical activity

[α]20/D +125°, c = 2.6 in chloroform

optical activity

[α]25/D +44.1°, c = 10 in ethanol

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.[1]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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
  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    BGBC3087V
    0001388403
    06717CB
    13620TG
    09703LZ

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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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