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16571

Sigma-Aldrich

(+)-3-Bromocamphor

purum, ≥97.0% (sum of enantiomers, GC)

Synonym(s):

endo-(1R)-3-Bromo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

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About This Item

Empirical Formula (Hill Notation):
C10H15BrO
CAS Number:
Molecular Weight:
231.13
Beilstein:
3197237
EC Number:
MDL number:
UNSPSC Code:
12352115
PubChem Substance ID:
NACRES:
NA.22

grade

purum

Quality Level

Assay

≥97.0% (sum of enantiomers, GC)

form

solid

optical activity

[α]20/D +136±3°, c = 1% in ethanol

mp

75-77 °C

functional group

bromo
ketone

SMILES string

[H][C@@]12CC[C@@](C)(C(=O)[C@H]1Br)C2(C)C

InChI

1S/C10H15BrO/c1-9(2)6-4-5-10(9,3)8(12)7(6)11/h6-7H,4-5H2,1-3H3/t6-,7+,10+/m1/s1

InChI key

NJQADTYRAYFBJN-FWWHASMVSA-N

Application

  • Insights into the mechanisms of within-species variation in sensitivity to chemicals: A case study using daphnids exposed to CMIT/MIT biocide.: This study investigates the differential sensitivity of daphnids to 2-Methyl-4-isothiazolin-3-one, highlighting the biochemical mechanisms underlying these variations. The findings provide crucial insights for environmental safety assessments (Kim et al., 2023).

Other Notes

Use as chiral building block; Debromo-silylation and -phosphonylation

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

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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P. Sampson et al.
The Journal of Organic Chemistry, 51, 4342-4342 (1986)
R.V. Stevens et al.
Tetrahedron, 41, 93-93 (1985)
J.H. Hutchinson et al.
Canadian Journal of Chemistry, 65, 1-1 (1987)
Camphor: a chiral starting material in natural product synthesis.
T Money
Natural product reports, 2(3), 253-289 (1985-06-01)

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