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Decalin information


Decalin
Decalin
Names
Preferred IUPAC name
Decahydronaphthalene[1]
Other names
Bicyclo[4.4.0]decane[1]
Decalin
Identifiers
CAS Number
  • 91-17-8 checkY
3D model (JSmol)
  • Interactive image
  • cis: Interactive image
  • trans: Interactive image
Beilstein Reference
878165
ChEBI
  • CHEBI:38853 checkY
  • cis: CHEBI:38860
  • trans: CHEBI:38863
ChEMBL
  • ChEMBL1491920
ChemSpider
  • 6777 checkY
ECHA InfoCard 100.001.861 Edit this at Wikidata
EC Number
  • 202-046-9, 207-770-9, 207-771-4
Gmelin Reference
185147
PubChem CID
  • 7044
RTECS number
  • QJ3150000
UNII
  • 88451Q4XYF
UN number 1147
CompTox Dashboard (EPA)
  • DTXSID1024912 Edit this at Wikidata
InChI
  • InChI=1S/C10H18/c1-2-6-10-8-4-3-7-9(10)5-1/h9-10H,1-8H2 checkY
    Key: NNBZCPXTIHJBJL-UHFFFAOYSA-N checkY
  • InChI=1/C10H18/c1-2-6-10-8-4-3-7-9(10)5-1/h9-10H,1-8H2
    Key: NNBZCPXTIHJBJL-UHFFFAOYAH
SMILES
  • C1CCC2CCCCC2C1
  • cis: C1CC[C@H]2CCCC[C@H]2C1
  • trans: C1CC[C@H]2CCCC[C@@H]2C1
Properties
Chemical formula
C10H18
Molar mass 138.25 g/mol
Appearance colorless liquid
Density 0.896 g/cm3
Melting point trans: −30.4 °C (−22.7 °F, 242.7 K)
cis: −42.9 °C (−45.2 °F, 230.3 K)[2]
Boiling point trans: 187 °C (369 °F)
cis: 196 °C (384 °F)
Solubility in water
Insoluble
Magnetic susceptibility (χ)
  • −107.7·10−6 cm3/mol (trans)
  • −107.0·10−6 cm3/mol (cis)
Refractive index (nD)
1.481
Hazards
GHS labelling:
Pictograms
GHS02: FlammableGHS05: CorrosiveGHS06: ToxicGHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Signal word
Danger
Hazard statements
H226, H302, H305, H314, H331, H332, H410, H411
Precautionary statements
P210, P233, P240, P241, P242, P243, P260, P261, P264, P271, P273, P280, P301+P310, P301+P330+P331, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P311, P312, P321, P331, P363, P370+P378, P391, P403+P233, P403+P235, P405, P501
Flash point 57 °C (135 °F; 330 K)
Autoignition
temperature
250 °C (482 °F; 523 K)
Safety data sheet (SDS) Decalin MSDS
Related compounds
Related compounds
Naphthalene; Tetralin
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Decalin (decahydronaphthalene, also known as bicyclo[4.4.0]decane and sometimes decaline),[3] a bicyclic organic compound, is an industrial solvent. A colorless liquid with an aromatic odor, it is used as a solvent for many resins or fuel additives.[4]

  1. ^ a b Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. pp. 33, 394, 601. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. ^ Haynes, William M. (2010). Handbook of Chemistry and Physics (91 ed.). Boca Raton, Florida, USA: CRC Press. p. 3-134. ISBN 978-1-43982077-3.
  3. ^ "Dictionary.com".
  4. ^ "Fuel Additive Product". Archived from the original on 2009-03-12.

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Decalin

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Decalin (decahydronaphthalene, also known as bicyclo[4.4.0]decane and sometimes decaline), a bicyclic organic compound, is an industrial solvent. A colorless...

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Perfluorodecalin

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Perfluorodecalin (C10F18) is a fluorocarbon, a derivative of decalin in which all of the hydrogen atoms are replaced by fluorine atoms. It is chemically...

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Bicyclic molecule

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elements), like DABCO. Moreover, the two rings can both be aliphatic (e.g. decalin and norbornane), or can be aromatic (e.g. naphthalene), or a combination...

Word Count : 883

Alicyclic compound

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cycloheptane, cyclooctane, and so on. Bicyclic alkanes include bicycloundecane, decalin, and housane. Polycyclic alkanes include cubane, basketane, and tetrahedrane...

Word Count : 274

Tetralin

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evaluated. Over-hydrogenation converts tetralin into decahydronaphthalene (decalin). Rarely encountered is dihydronaphthalene (dialin). In a classic named...

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Naphthalene

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known as tetralin. Further hydrogenation yields decahydronaphthalene or decalin (C 10H 18). Oxidation with O 2 in the presence of vanadium pentoxide as...

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Geosmin

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terms, geosmin is a bicyclic alcohol with formula C12H22O, a derivative of decalin. Its name is derived from the Ancient Greek words geō- (γεω-), meaning...

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Benzene

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Bicycloalkanes Housane (bicyclo[2.1.0]pentane) Norbornane (bicyclo[2.2.1]heptane) Decalin (bicyclo[4.4.0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene...

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Clerodane diterpene

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marine sponges. They are bicyclic terpenes that contain 20 carbons and a decalin core. The clerodane diterpenes are classified into four groups trans-cis...

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Aromatic compound

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saturated rings. The compound 1-naphthol is completely reduced to a mixture of decalin-ol isomers. The compound resorcinol, hydrogenated with Raney nickel in...

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C10H18

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The molecular formula C10H18 may refer to: Bornane Cyclodecene Decalin Decynes 1-Decyne 2-Decyne 3-Decyne 4-Decyne 5-Decyne, also known as dibutylethyne...

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Conipyridoin E

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I polyketide synthase (PKS) and an amino acid biogenetic pathway. The decalin moiety is attributed to PKS using acetyl-CoA, malonyl-CoA, methylmalonyl-CoA...

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Ketamine

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of the tertiary bromine atom. This final intermediate is then heated in decalin or another suitable high-boiling solvent, upon which an Alpha-ketol rearrangement...

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Dialin

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a hydrocarbon with the chemical formula C10H10. It is similar to naphthalene but one ring is partially saturated. Naphthalene Tetralin Decalin v t e...

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Cumene

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Bicycloalkanes Housane (bicyclo[2.1.0]pentane) Norbornane (bicyclo[2.2.1]heptane) Decalin (bicyclo[4.4.0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene...

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Polypropylene

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PP can be dissolved in nonpolar solvents such as xylene, tetralin and decalin. Due to the tertiary carbon atom, PP is chemically less resistant than...

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Hydrocarbon

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Bicycloalkanes Housane (bicyclo[2.1.0]pentane) Norbornane (bicyclo[2.2.1]heptane) Decalin (bicyclo[4.4.0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene...

Word Count : 2578

Salvinorin A

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24 steps to yield salvinorin A in 0.15% yield. An approach to the trans-decalin ring system of salvinorin A used an intramolecular Diels-Alder reaction/Tsuji...

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Polyketide

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subclasses of polyketides including: aromatics, macrolactones/macrolides, decalin ring containing, polyether, and polyenes. Polyketide synthases are also...

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Toluene

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Bicycloalkanes Housane (bicyclo[2.1.0]pentane) Norbornane (bicyclo[2.2.1]heptane) Decalin (bicyclo[4.4.0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene...

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Spiro compound

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biphenyl that have no connecting atoms, from fused ring compounds like decalin having two rings linked by two adjacent atoms, and from bridged ring compounds...

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Azadirachtin

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synthesis was a relay approach, with the required, heavily functionalized decalin intermediate being made by total synthesis on a small scale, but being...

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Xylene

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Bicycloalkanes Housane (bicyclo[2.1.0]pentane) Norbornane (bicyclo[2.2.1]heptane) Decalin (bicyclo[4.4.0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene...

Word Count : 2077

Hydrogen storage

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Cycloalkanes reported as LOHC include cyclohexane, methyl-cyclohexane and decalin. The dehydrogenation of cycloalkanes is highly endothermic (63-69 kJ/mol...

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Cyclic compound

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compound, with circles showing delocalization of π-electrons (aromatic). Decalin (decahydronaphthalene), the fully saturated derivative of naphthalene,...

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Styrene

Last Update:

Bicycloalkanes Housane (bicyclo[2.1.0]pentane) Norbornane (bicyclo[2.2.1]heptane) Decalin (bicyclo[4.4.0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene...

Word Count : 3691

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