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Merck
CN

07-0055

Decahydronaphthalene, mixture of cis + trans

SAJ first grade, ≥98.0%

Synonym(s):

Decalin™

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About This Item

Empirical Formula (Hill Notation):
C10H18
CAS Number:
91-17-8
Molecular Weight:
138.25
EC Number:
202-046-9
UNSPSC Code:
12352001
PubChem Substance ID:
329748322
Beilstein/REAXYS Number:
878165
MDL number:
MFCD00004130
Assay:
≥98.0%
Form:
liquid

Key Documents

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InChI key

NNBZCPXTIHJBJL-UHFFFAOYSA-N

InChI

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

SMILES string

C1CCC2CCCCC2C1

grade

SAJ first grade

vapor density

4.76 (vs air)

vapor pressure

42 mmHg ( 92 °C), 741 mmHg ( 188 °C)

assay

≥98.0%

form

liquid

autoignition temp.

482 °F

expl. lim.

0.7-4.9 %, 100 °F

availability

available only in Japan

mp

−125 °C (lit.)

density

0.896 g/mL at 25 °C (lit.)

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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

WGK 3

flash_point_f

134.6 °F - closed cup

flash_point_c

57 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
A0947
A5440
A2178
A1971
A9848

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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)
Christie Aroulanda et al.
The journal of physical chemistry. B, 113(31), 10628-10640 (2009-07-16)
The conformational dynamics and orientational behavior of two model cyclic molecules, cis-decalin (cis-dec) and tetrahydrofurane (THF), dissolved in weakly ordering, polypeptidic chiral liquid crystals (CLCs) are theoretically discussed and experimentally investigated using deuterium and carbon-13 NMR spectroscopies. The analysis of
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
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
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