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D251

Sigma-Aldrich

Decahydronaphthalene, mixture of cis + trans

reagent grade, 98%

Synonym(s):

Decalin

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About This Item

Empirical Formula (Hill Notation):
C10H18
CAS Number:
Molecular Weight:
138.25
Beilstein/REAXYS Number:
878165
EC Number:
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:
NACRES:
NA.21

grade

reagent grade

Quality Level

vapor density

4.76 (vs air)

vapor pressure

42 mmHg ( 92 °C)
741 mmHg ( 188 °C)

assay

98%

form

liquid

autoignition temp.

482 °F

expl. lim.

0.7-4.9 %, 100 °F

refractive index

n20/D 1.474 (lit.)

bp

189-191 °C (lit.)

mp

−125 °C (lit.)

density

0.896 g/mL at 25 °C (lit.)

SMILES string

C1CCC2CCCCC2C1

InChI

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

InChI key

NNBZCPXTIHJBJL-UHFFFAOYSA-N

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General description

Decahydronaphthalene, mixture of cis + trans is a bicyclic organic compound that can be used as an industrial solvent. It can be prepared by the complete catalytic hydrogenation of naphthalene or tetralin.

Application

Decahydronaphthalene, mixture of cis+ trans can be used as a solvent in the:
  • Distannoxane-catalyzed synthesis of aliphatic polyesters via polycondensation.
  • Intramolecular carbonyl-ene cyclocondensation of oxygenated o-phenylallylbenzaldehydes to synthesize substituted naphthalenes.

Legal Information

Decalin is a trademark of Sigma-Aldrich Co. LLC

signalword

Danger

Hazard Classifications

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

wgk_germany

WGK 3


Certificates of Analysis (COA)

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Franco Cataldo et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 77(5), 998-1004 (2010-09-25)
Oleum (fuming sulphuric acid), a well known superacid, was used as medium for the generation of the radical cation of a series of selected PAHs. The resulting radical cation spectra were studied by electronic absorption spectroscopy. Not only common PAHs
Lin Zhu et al.
Journal of natural products, 75(4), 567-571 (2012-03-08)
Five new decalin derivatives (1-5), together with two known compounds (6 and 7), were isolated from the ethyl acetate extract of red yeast rice. Their structures were elucidated by means of NMR and mass spectroscopic analyses. Monascusic lactone A (1)
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
Pranjal Chandra et al.
Biosensors & bioelectronics, 39(1), 139-144 (2012-08-14)
A highly sensitive and selective method is developed for the simultaneous detection of dopamine (DA) and acetaminophen (AP) by reactive blue-4 (RB4) dye entrapped poly1,5-diaminonaphthalne (polyDAN) composite film layer. The polyDAN-RB4 composite is electrochemically developed at glassy carbon electrode. The
Lei Chen et al.
Organic letters, 13(14), 3580-3583 (2011-06-16)
Regio-, stereo-, and facial selective [4 + 2] cycloadditions between highly activated vinyl sulfones and 1,3-dienes derived from (R)-4-tert-butyldimethylsilyloxy-2-cyclohexen-1-one provide a powerful approach for the asymmetric synthesis of compounds containing the bicyclo[2.2.2]octanone carbon skeleton. This new methodology has been successfully

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