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110469

Sigma-Aldrich

cis-Decahydronaphthalene

99%

Synonym(s):

cis-Decalin™

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About This Item

Empirical Formula (Hill Notation):
C10H18
CAS Number:
493-01-6
Molecular Weight:
138.25
Beilstein:
1900822
EC Number:
207-770-9
MDL number:
MFCD00064189
UNSPSC Code:
12352100
PubChem Substance ID:
24846986
NACRES:
NA.22

vapor density

4.76 (vs air)

vapor pressure

42 mmHg ( 92 °C)

Assay

99%

autoignition temp.

482 °F

expl. lim.

0.7-4.9 %, 100 °F

refractive index

n20/D 1.481 (lit.)

bp

193 °C (lit.)

mp

−43 °C (lit.)

density

0.897 g/mL at 25 °C (lit.)

SMILES string

[H][C@]12CCCC[C@@]1([H])CCCC2

InChI

1S/C10H18/c1-2-6-10-8-4-3-7-9(10)5-1/h9-10H,1-8H2/t9-,10+

InChI key

NNBZCPXTIHJBJL-AOOOYVTPSA-N

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Application

cis-Decahydronaphthalene is used as a quantitation standard in the determination of sesquiterpanes.

Legal Information

Decalin is a trademark of Sigma-Aldrich Co. LLC

Signal Word

Danger

Hazard Statements

H226,H304,H314,H331,H411

Hazard Classifications

Acute Tox. 3 Inhalation - Aquatic Chronic 2 - Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Corr. 1C

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

136.4 °F - closed cup

Flash Point(C)

58 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBK9063
SHBD6950V
17796LKV
17796LK
27296AK

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Chun Yang et al.
Journal of chromatography. A, 1216(20), 4475-4484 (2009-03-27)
This study presents a quantitative gas chromatography-mass spectrometry analysis of bicyclic sesquiterpanes (BSs) in numerous crude oils and refined petroleum products including light and mid-range distillate fuels, residual fuels, and lubricating oils collected from various sources. Ten commonly recognized bicyclic
Joseph B Lim et al.
The journal of physical chemistry. B, 116(1), 203-210 (2011-12-06)
A modification of the CHARMM36 lipid force field (C36) for cholesterol, henceforth, called C36c, is reported. A fused ring compound, decalin, was used to model the steroid section of cholesterol. For decalin, C36 inaccurately predicts the heat of vaporization (~10
D Kruk et al.
The Journal of chemical physics, 137(4), 044512-044512 (2012-08-03)
(1)H relaxation dispersion of decalin and glycerol solutions of nitroxide radicals, 4-oxo-TEMPO-d(16)-(15)N and 4-oxo-TEMPO-d(16)-(14)N was measured in the frequency range of 10 kHz-20 MHz (for (1)H) using STELAR Field Cycling spectrometer. The purpose of the studies is to reveal how
Shaik Anwar et al.
Organic letters, 13(9), 2200-2203 (2011-04-12)
An efficient and unprecedented organocatalytic reaction of γ-nitroketones with α,β-unsaturated aldehydes to give polyfunctionalized [4.4.0] bicyclic skeletons was developed. The diphenylprolinol silyl ether mediated nitro-Michael/Aldol reaction afforded the hexa-substituted decalin carboaldehydes with excellent diastereo- and enantioselectivity (up to >99:1 dr
Xiaozu Liu et al.
Organic letters, 14(11), 2886-2889 (2012-05-19)
A concise enantioselective synthesis of (-)-teucvidin has been achieved. Our synthetic strategy involved the diastereoselective Michael/Conia-ene cascade cyclization reaction for rapid establishment of the cis-decalin skeleton with three new stereogenic centers in one pot (72%, single diastereomer), the epoxidation/dealkoxycarbonylation protocol
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