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CIS-DECAHYDRONAPHTHALENE

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CIS-DECAHYDRONAPHTHALENE Basic information

Product Name:
CIS-DECAHYDRONAPHTHALENE
Synonyms:
  • c-Decahydronaphthalene
  • c-Decalin
  • cis-Bicyclo[4.4.0]Decane
  • cis-decahydronaphthalenen
  • cis-Decahydronapthalene
  • cis-naphthalen
  • decahydronaphthalene(cis-)
  • decahydronaphthalene, cis
CAS:
493-01-6
MF:
C10H18
MW:
138.25
EINECS:
207-770-9
Mol File:
493-01-6.mol
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CIS-DECAHYDRONAPHTHALENE Chemical Properties

Melting point:
−43 °C(lit.)
Boiling point:
193 °C(lit.)
Density 
0.897 g/mL at 25 °C(lit.)
vapor density 
4.76 (vs air)
vapor pressure 
42 mm Hg ( 92 °C)
refractive index 
n20/D 1.481(lit.)
Flash point:
137 °F
storage temp. 
Sealed in dry,Room Temperature
form 
clear liquid
color 
Colorless to Almost colorless
explosive limit
0.7-4.9%, 100°F
Water Solubility 
8.92g/L(300 ºC)
Merck 
14,2846
BRN 
1900822
Dielectric constant
2.2(20℃)
Stability:
Stable. Incompatible with oxidizing agents. May form explosive peroxides. Heat and light accelerate peroxide formation.
CAS DataBase Reference
493-01-6(CAS DataBase Reference)
EPA Substance Registry System
cis-Decahydronaphthalene (493-01-6)
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Safety Information

Hazard Codes 
Xn,N,C
Risk Statements 
20-36/37/38-65-51/53-34
Safety Statements 
26-36-62-61-45-36/37/39
RIDADR 
UN 1147 3/PG 3
WGK Germany 
3
RTECS 
QJ3150000
Autoignition Temperature
482 °F
HazardClass 
3.2
PackingGroup 
III
HS Code 
29021990

MSDS

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CIS-DECAHYDRONAPHTHALENE Usage And Synthesis

Chemical Properties

colourless liquid

Uses

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

Definition

ChEBI: Decalin is an ortho-fused bicyclic hydrocarbon that is the decahydro- derivative of naphthalene. It has a role as a solvent.

Purification Methods

Purification methods described for the mixed isomers are applicable here. The individual isomers can be separated by very efficient fractional distillation, followed by fractional crystallisation by partial freezing. The cis-isomer reacts preferentially with AlCl3 and can be removed from the trans-isomer by stirring the mixture with a limited amount of AlCl3 for 48hours at room temperature, filtering and distilling. [Seyer & Walker J Am Chem Soc 60 2125 1938, Baker & Schuetz J Am Chem Soc 69 1250 1949.] A very pure authentic sample is best obtained by synthesis from cis-1,2-bis-chloroethylcyclohexane [Whitesides & Gutowski J Org Chem 41 2882 1976, Beilstein 5 IV 310.]

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