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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

110469-50G:
110469-VAR:
110469-10G:
110469-BULK:

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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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