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Key Documents

B55203

Sigma-Aldrich

(−)-Bornyl acetate

95%

Synonym(s):

endo-(1S)-1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl acetate

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About This Item

Empirical Formula (Hill Notation):
C12H20O2
CAS Number:
Molecular Weight:
196.29
Beilstein:
2502036
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

0.6 mmHg ( 20 °C)

Quality Level

Assay

95%

form

liquid

optical activity

[α]20/D −38.10°, neat

refractive index

n20/D 1.463 (lit.)

bp

223-224 °C (lit.)

density

0.986 g/mL at 20 °C (lit.)

SMILES string

CC(=O)O[C@@H]1C[C@@H]2CC[C@@]1(C)C2(C)C

InChI

1S/C12H20O2/c1-8(13)14-10-7-9-5-6-12(10,4)11(9,2)3/h9-10H,5-7H2,1-4H3/t9-,10+,12+/m0/s1

InChI key

KGEKLUUHTZCSIP-HOSYDEDBSA-N

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Application

(−)-Bornyl acetate can be used:
  • As a key intermediate in the preparation of camphor.
  • To prepare (−)-englerin A, an anti-cancer agent.

Features and Benefits

Mimics the natural sex pheromone of the American cockroach.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

185.0 - 194.0 °F

Flash Point(C)

85 - 90 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Bornyl acetate conversion enhancement by pervaporation in ionic liquid
Izak P, et al.
Planta Medica, 75(09), PI18-PI18 (2009)
Design and synthesis of terpene based englerin A mimics using chromium oxide mediated remote CH2 oxidation
Acerson MJ, et al.
Tetrahedron Letters, 56(23), 3277-3280 (2015)
Aldrichimica Acta, 16, 41-41 (1983)
Bénédicta G H Kpadonou Kpoviessi et al.
Journal of ethnopharmacology, 155(3), 1417-1423 (2014-07-25)
Different parts of Ocimum gratissimum Linn are largely used in folk medicine for the treatment of many diseases, some of which related to parasitical infections as fevers and headaches. In order to validate their use and to clarify the plant
Barbara Sgorbini et al.
Journal of chromatography. A, 1376, 9-17 (2014-12-30)
Herbs and spices are used worldwide as food flavoring, thus determination of their identity, origin, and quality is mandatory for safe human consumption. An analysis strategy based on separative (HS-SPME-GC-MS) and non-separative (HS-SPME-MS) approaches is proposed for the volatile fraction

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