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235172

Sigma-Aldrich

(+)-Longifolene

≥98%

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Synonym(s):
(1R,2S,7S,9S)-3,3,7-Trimethyl-8-methylenetricyclo[5.4.0.02.9]undecane, Junipene, Kuromatsuene, [1S-(1α,3aβ,4α,8aβ)]-Decahydro-4,8,8-trimethyl-9-methylene-1,4-methanoazulene
Empirical Formula (Hill Notation):
C15H24
CAS Number:
475-20-7
Molecular Weight:
204.35
Beilstein:
2044263
EC Number:
207-491-2
MDL number:
MFCD00082306
UNSPSC Code:
12352103
PubChem Substance ID:
329752427

Assay

≥98%

optical activity

[α]22/D +46°, neat

refractive index

n20/D 1.504 (lit.)

bp

254 °C/706 mmHg (lit.)

density

0.928 g/mL at 25 °C (lit.)

SMILES string

CC1(C)CCC[C@]2(C)C3CCC(C13)C2=C

InChI

1S/C15H24/c1-10-11-6-7-12-13(11)14(2,3)8-5-9-15(10,12)4/h11-13H,1,5-9H2,2-4H3/t11?,12?,13?,15-/m0/s1

InChI key

PDSNLYSELAIEBU-WOFVOEOOSA-N

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Signal Word

Danger

Hazard Statements

H304,H317,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Skin Sens. 1

WGK

WGK 2

Flash Point(F)

213.8 °F

Flash Point(C)

101.00 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Lethal and sublethal effects of azulene and longifolene to Microtox(R), Ceriodaphnia dubia, Daphnia magna, and Pimephales promelas.
L I Sweet et al.
Bulletin of environmental contamination and toxicology, 58(2), 268-274 (1997-02-01)
Ming Liang et al.
Se pu = Chinese journal of chromatography, 20(6), 577-581 (2003-04-10)
A method for the separation and determination of terpineol oil by temperature programming capillary gas chromatography has been established. An OV-1 fused silica capillary column (30 m x 0.32 mm i.d. x 0.25 microns) was used with a temperature increase
P B Pedersen et al.
Natural toxins, 7(6), 305-309 (2000-12-21)
This paper reviews the toxicology of culmorins, a family of compounds found in grains contaminated by Fusarium graminearum and related fungi. We include the results of an Ames test and studies based on Quantitative Structure-Activity Relationships. Culmorin has low toxicity
Julieta Rubio et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 60(9-10), 711-716 (2005-12-03)
Fractionation with n-hexane/ethyl acetate (1:1 v/v) by open column chromatography of the oleoresin from Pinus oocarpa Schiede yielded two diterpenes, pimaric acid (1) and dehydroabietic acid (5), the sesquiterpene longifolene (3) and a diterpenic mixture containing pimaric acid (1), isopimaric
Gopal Subramaniam et al.
Magnetic resonance in chemistry : MRC, 44(12), 1118-1121 (2006-09-27)
We describe the conformation and stereospecific 1H and 13C chemical shift assignments of longifolene 1 and its penultimate precursor 2 through the combined use of ab initio calculations and experimental NMR techniques. The predicted stable conformation for both compounds was
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