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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
assay:
98%
bp:
189-191 °C (lit.)
vapor pressure:
42 mmHg ( 92 °C)
741 mmHg ( 188 °C)
Pricing and availability is not currently available.

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

dilution

(for analytical testing)

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

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

134.6 °F - closed cup

flash_point_c

57 °C - closed cup


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Mohit Kumar et al.
Nanoscale, 3(5), 2130-2133 (2011-03-30)
Naphthalene diimide (NDI) bolaamphiphilic molecules (1) self-assemble in water to form organic nanoparticles, which exhibit self-assembly induced preassociated excimer formation and hence an enhanced green fluorescence.
Sabir Hussain et al.
Journal of the American Chemical Society, 133(6), 1614-1617 (2011-01-25)
Decalins bearing two axial -NHCONHAr substituents and an ester-linked alkyl side chain have been synthesized and studied as anion receptors and transporters. The design relates to steroid-based "cholapods" but is more compact and less intrinsically lipophilic. Transport rates depend on
Sylvie Goncalves et al.
The Journal of organic chemistry, 76(9), 3274-3285 (2011-03-31)
An unprecedented and highly diastereoselective 6-endo-trig cyclization of 2-alkenyl-1,3-dithiolanes has been developed yielding trans-decalins, an important scaffold present in numerous di- and triterpenes. The novelty of this 6-endo-trig cyclization stands in the stepwise mechanism involving 2-alkenyl-1,3-dithiolane, acting as a novel
Wei Liu et al.
Science (New York, N.Y.), 337(6100), 1322-1325 (2012-09-18)
Despite the growing importance of fluorinated organic compounds in drug development, there are no direct protocols for the fluorination of aliphatic C-H bonds using conveniently handled fluoride salts. We have discovered that a manganese porphyrin complex catalyzes alkyl fluorination by
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

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