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Sigma-Aldrich

3-(Perfluorobutyryl)-(−)-camphor

98%

Synonym(s):

3-(Heptafluorobutyryl)-L-camphor, 3-Heptafluorobutyryl-(−)-camphor

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About This Item

Empirical Formula (Hill Notation):
C14H15F7O2
CAS Number:
115224-00-5
Molecular Weight:
348.26
Beilstein/REAXYS Number:
2306496
MDL number:
MFCD00003747
UNSPSC Code:
12352115
PubChem Substance ID:
24857977
NACRES:
NA.22

assay

98%

optical activity

[α]19/D −123°, c = 2.6 in chloroform

refractive index

n20/D 1.422 (lit.)

density

1.218 g/mL at 25 °C (lit.)

SMILES string

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

InChI

1S/C14H15F7O2/c1-10(2)6-4-5-11(10,3)8(22)7(6)9(23)12(15,16)13(17,18)14(19,20)21/h6-7H,4-5H2,1-3H3/t6-,7?,11+/m0/s1

InChI key

PEWOESYEGLBLNR-NSMOOJLNSA-N

Application

3-(Perfluorobutyryl)-(−)-camphor can be used:
  • To prepare mesoporous metal-organic hybrid materials, which are used as catalysts in the asymmetric hetero-Diels-Alder cyclization of Danishefsky′s diene with benzaldehydes.
  • As a precursor in the synthesis of chiral tetrakis(β-diketonate) Ln(III) complexes.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

199.4 °F - closed cup

flash_point_c

93 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BGBB5434V
00429TI
15129LN
10202HG
08519EZ

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Screening of rare earth metal grafted MCM-41 silica for asymmetric catalysis.
Gerstberger G and Anwander R.
Microporous and Mesoporous Materials : The Official Journal of the International Zeolite Association, 44, 303-310 (2001)
Yiji Lin et al.
Dalton transactions (Cambridge, England : 2003), 41(22), 6696-6706 (2012-04-28)
Chiral tetrakis(β-diketonate) Ln(III) complexes Δ-[NaLa(d-hfc)(4)(CH(3)CN)] (1) and Λ-[NaLa(l-hfc)(4) (CH(3)CN)] (2) (d/l-hfc(-) = 3-heptafluo-robutylryl-(+)/(-)-camphorate) are a pair of enantiomers and crystallize in the same Sohncke space group (P2(1)2(1)2(1)) with dodecahedral (DD) geometry. Typically positive and negative exciton splitting patterns around 320

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