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(Top) 1 Isomers and production 2 References

o-Cymene

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o-Cymene
Names

Preferred IUPAC name 1-Methyl-2-(propan-2-yl)benzene
Other names o-Cymene 2-isopropyltoluene 2-methylcumene 1-isopropyl-2-methylbenzene
Identifiers
CAS Number	527-84-4^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:28768
ChemSpider	10253
EC Number	208-426-0
PubChem CID	10703
UNII	2T13HF3266^Y
InChI InChI=1S/C10H14/c1-8(2)10-7-5-4-6-9(10)3/h4-8H,1-3H3 Key: WWRCMNKATXZARA-UHFFFAOYSA-N
SMILES CC1=CC=CC=C1C(C)C
Properties
Chemical formula	C₁₀H₁₄
Molar mass	134.22
Appearance	colorless liquid
Density	0.88 g/cm³
Melting point	−71.5 °C (−96.7 °F; 201.7 K)
Boiling point	178 °C (352 °F; 451 K)
Solubility in water	23.3 mg/L
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Flammable
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H226
Precautionary statements	P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, P501
Flash point	50.6 °C (123.1 °F; 323.8 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

o-Cymene is an organic compound classified as an aromatic hydrocarbon. Its structure consists of a benzene ring ortho-substituted with a methyl group and an isopropyl group. It is a flammable colorless liquid which is nearly insoluble in water but soluble in organic solvents.

Isomers and production[edit]

In addition to o-cymene, there are two other geometric isomers called m-cymene, in which the alkyl groups are meta-substituted, and p-cymene, in which they are para-substituted. p-Cymene is the only isomer found in nature. The three isomers form the group of cymenes.

Cymenes can be produced by alkylationoftoluene with propylene.^[1]^[2]

References[edit]

^ Vora, Bipin V.; Kocal, Joseph A.; Barger, Paul T.; Schmidt, Robert J.; Johnson, James A. (2003). "Alkylation". Kirk-Othmer Encyclopedia of Chemical Technology. Kirk‐Othmer Encyclopedia of Chemical Technology. doi:10.1002/0471238961.0112112508011313.a01.pub2. ISBN 0471238961.

^ Griesbaum, Karl; Behr, Arno; Biedenkapp, Dieter; Voges, Heinz-Werner; Garbe, Dorothea; Paetz, Christian; Collin, Gerd; Mayer, Dieter; Höke, Hartmut (2002). "Hydrocarbons". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a13_227. ISBN 978-3527306732.