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Mesitylene information


Mesitylene
Mesitylene
Mesitylene
Mesitylene
Mesitylene
Names
Preferred IUPAC name
1,3,5-Trimethylbenzene[1]
Other names
Mesitylene[1]
sym-Trimethylbenzene
Identifiers
CAS Number
  • 108-67-8 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:34833 checkY
ChemSpider
  • 7659 checkY
ECHA InfoCard 100.003.278 Edit this at Wikidata
EC Number
  • 203-604-4
KEGG
  • C14508 checkY
PubChem CID
  • 7947
UNII
  • 887L18KQ6X checkY
UN number 2325
CompTox Dashboard (EPA)
  • DTXSID6026797 Edit this at Wikidata
InChI
  • InChI=1S/C9H12/c1-7-4-8(2)6-9(3)5-7/h4-6H,1-3H3 checkY
    Key: AUHZEENZYGFFBQ-UHFFFAOYSA-N checkY
  • InChI=1/C9H12/c1-7-4-8(2)6-9(3)5-7/h4-6H,1-3H3
    Key: AUHZEENZYGFFBQ-UHFFFAOYAK
SMILES
  • Cc1cc(cc(c1)C)C
Properties
Chemical formula
C9H12
Molar mass 120.19 g/mol
Appearance Colorless liquid[2]
Odor Distinctive, aromatic[2]
Density 0.8637 g/cm3 at 20 °C
Melting point −44.8 °C (−48.6 °F; 228.3 K)
Boiling point 164.7 °C (328.5 °F; 437.8 K)
Solubility in water
0.002% (20°C)[2]
Vapor pressure 2 mmHg (20°C)[2]
Magnetic susceptibility (χ)
-92.32·10−6 cm3/mol
Structure
Dipole moment
0.047 D[3]
Hazards
Flash point 50 °C; 122 °F; 323 K[2]
NIOSH (US health exposure limits):
PEL (Permissible)
none[2]
REL (Recommended)
TWA 25 ppm (125 mg/m3)[2]
IDLH (Immediate danger)
N.D.[2]
Safety data sheet (SDS) [1]
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

Mesitylene or 1,3,5-trimethylbenzene is a derivative of benzene with three methyl substituents positioned symmetrically around the ring. The other two isomeric trimethylbenzenes are 1,2,4-trimethylbenzene (pseudocumene) and 1,2,3-trimethylbenzene (hemimellitene). All three compounds have the formula C6H3(CH3)3, which is commonly abbreviated C6H3Me3. Mesitylene is a colorless liquid with sweet aromatic odor. It is a component of coal tar, which is its traditional source. It is a precursor to diverse fine chemicals. The mesityl group (Mes) is a substituent with the formula C6H2Me3 and is found in various other compounds.[4]

  1. ^ a b Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 139. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. ^ a b c d e f g h NIOSH Pocket Guide to Chemical Hazards. "#0639". National Institute for Occupational Safety and Health (NIOSH).
  3. ^ Zhao, Jun; Zhang, Renyi (2004). "Proton transfer reaction rate constants between hydronium ion (H3O+) and volatile organic compounds". Atmospheric Environment. 38 (14): 2177–2185. Bibcode:2004AtmEn..38.2177Z. doi:10.1016/j.atmosenv.2004.01.019.
  4. ^ Cite error: The named reference Ullmanns was invoked but never defined (see the help page).

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Mesitylene

Last Update:

Mesitylene or 1,3,5-trimethylbenzene is a derivative of benzene with three methyl substituents positioned symmetrically around the ring. The other two...

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Trimethylbenzene

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They also belong to the group of C3-benzenes. The best-known isomer is mesitylene. "Acute Exposure Guideline Levels for Selected Airborne Chemicals: Volume...

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Mesitaldehyde

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isolate the aldehyde. It can also be prepared by formylation of mesitylene by reacting Mesitylene with a formyl group source like paraformaldehyde or DMF (N...

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Azeotrope tables

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24 May 2007. US US2530325, Carl S Carlson, "Azeotropic distillation of mesitylene from isophorone", published 1950-11-14, issued 1950-11-14  "1,2-Propanediol"...

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Gattermann reaction

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example of the Zn(CN)2 method is the synthesis of mesitaldehyde from mesitylene. The Gattermann–Koch reaction, named after the German chemists Ludwig...

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Aromatic compound

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Representative arene compounds Toluene Ethylbenzene p-Xylene m-Xylene Mesitylene Durene 2-Phenylhexane Biphenyl Phenol Aniline Nitrobenzene Benzoic acid...

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Methylaluminoxane

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in (aromatic) solvents, commonly toluene but also xylene, cumene, or mesitylene, Used in large excess, it activates precatalysts for alkene polymerization...

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C9H12

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4-Ethyltoluene Trimethylbenzenes 1,2,3-Trimethylbenzene 1,2,4-Trimethylbenzene Mesitylene (1,3,5-trimethylbenzene) Ethylidene norbornene Tetravinylmethane Vinyl...

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MES

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(buffer), 2-(N-morpholino)ethanesulfonic acid Mesityl group (Mes) in Mesitylene Manufacturing execution systems, to track materials Minimum efficient...

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Benzene

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Trimethylbenzenes Mesitylene Pseudocumene Hemellitene Other Cumene n-Propylbenzene 4-Ethyltoluene...

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Aluminium chloride

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acid-base adducts with even weak Lewis bases such as benzophenone and mesitylene. It forms tetrachloroaluminate ([AlCl4]−) in the presence of chloride...

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Isophthalic acid

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acids). Uvitic acid, 5-methylisophthalic acid, is obtained by oxidizing mesitylene or by condensing pyroracemic acid with baryta water. Aromatic dicarboxylic...

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Mesityl bromide

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organic compound with the formula (CH3)3C6H2Br. It is a derivative of mesitylene (1,3,5-trimethylbenzene) with one ring H replaced by Br. The compound...

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Oder

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washed up on its shores. Water samples taken on 28 July indicated possible mesitylene contamination, although the toxin was not present in samples taken after...

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Mesitol

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trimethylphenol. The name and structure of mesitol derives from the combination of mesitylene and phenol. Mesitol is the main product from the methylation of phenol...

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Acetone

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consisted of mesit and ethyl alcohol. Names derived from mesit include mesitylene and mesityl oxide which were first synthesised from acetone. Unlike many...

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Styrene

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Trimethylbenzenes Mesitylene Pseudocumene Hemellitene Other Cumene n-Propylbenzene 4-Ethyltoluene...

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Hydrocarbon

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Trimethylbenzenes Mesitylene Pseudocumene Hemellitene Other Cumene n-Propylbenzene 4-Ethyltoluene...

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Red Special

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cold cure") (Contains formaldehyde, 1,2,4-trimethylbenzene, naphtha, mesitylene, ac412/80ip, isobutyylated melamine-formaldehyde resin.) Brian May Interview...

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Alkylbenzene

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o-xylene m-xylene p-xylene Trimethylbenzenes hemimellitene pseudocumene mesitylene Tetramethylbenzenes prehnitene isodurene durene Miscellaneous Ethylbenzene...

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Toluene

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Trimethylbenzenes Mesitylene Pseudocumene Hemellitene Other Cumene n-Propylbenzene 4-Ethyltoluene...

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Organomolybdenum chemistry

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carbenes. Mo(CO)6 reacts with arenes to give piano-stool complexes such as (mesitylene)molybdenum tricarbonyl. Cycloheptatrienemolybdenum tricarbonyl, which...

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Rieche formylation

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reaction. The substrates are electron rich aromatic compounds, such as mesitylene or phenols, with dichloromethyl methyl ether acting as the formyl source...

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Alkane

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Trimethylbenzenes Mesitylene Pseudocumene Hemellitene Other Cumene n-Propylbenzene 4-Ethyltoluene...

Word Count : 5927

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