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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:
Molecular Weight:
138.25
Beilstein:
1900822
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.76 (vs air)

Quality Level

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Journal of chromatography. A, 1216(20), 4475-4484 (2009-03-27)
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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

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