1,2,4-Trimethylbenzene

1,2,4-Trimethylbenzene[1] |

|

Names
Preferred IUPAC name

1,2,4-Trimethylbenzene

Other names

Pseudocumene,
Asymmetrical trimethylbenzene,
ψ-Cumene

Identifiers

CAS Number

* 95-63-6 Y

3D model (JSmol)

* Interactive image

Beilstein Reference

| 1903005
ChEBI |

* CHEBI:34039 Y

ChEMBL |

* ChEMBL1797280

ChemSpider |

* 6977 Y

EC Number |

* 202-436-9

KEGG |

* C14533 Y

PubChem CID

* 7247

RTECS number |

* DC3325000

UNII |

* 34X0W8052F Y

UN number | 1993 2325

InChI

* InChI=1S/C9H12/c1-7-4-5-8(2)9(3)6-7/h4-6H,1-3H3 Y

Key: GWHJZXXIDMPWGX-UHFFFAOYSA-N Y

* InChI=1/C9H12/c1-7-4-5-8(2)9(3)6-7/h4-6H,1-3H3

Key: GWHJZXXIDMPWGX-UHFFFAOYAF

SMILES

* c1c(ccc(c1C)C)C

Properties

Chemical formula

| C9H12
Molar mass | 120.19 g/mol
Appearance  | Colorless liquid
Density | 0.8761 g/cm3
Melting point |  −43.78 °C (−46.80 °F; 229.37 K)
Boiling point |  169 to 171 °C (336 to 340 °F; 442 to 444 K)

Magnetic susceptibility (χ)

| -101.6·10−6 cm3/mol
Hazards
Safety data sheet | Sigma-Aldrich MSDS
GHS pictograms |
GHS Signal word | Warning

GHS hazard statements

| H226, H315, H319, H332, H335, H411

GHS precautionary statements

| P210, P233, P240, P241, P242, P243, P261, P264, P271, P273, P280, P302+352, P303+361+353, P304+312, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P370+378, P391, P403+233, P403+235
Flash point |  44.4 °C (111.9 °F; 317.5 K)
Explosive limits | 0.9%–6.4%[2]
NIOSH (US health exposure limits):

PEL (Permissible)

| none[2]
Related compounds

Related compounds

| 1,2,3-Trimethylbenzene; 1,3,5-Trimethylbenzene

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Y verify (what is YN ?)
Infobox references

1,2,4-Trimethylbenzene, also known as pseudocumene, is an organic compound with the chemical formula C6H3(CH3)3. Classified as an aromatic hydrocarbon, it is a flammable colorless liquid with a strong odor. It is nearly insoluble in water but soluble in organic solvents. It occurs naturally in coal tar and petroleum (about 3%). It is one of the three isomers of trimethylbenzene.

## Contents

* 1 Production
* 2 Uses
* 2.1 Scintillator
* 3 See also
* 4 References
* 5 External links

## Production

Industrially, it is isolated from the C9 aromatic hydrocarbon fraction during petroleum distillation. Approximately 40% of this fraction is 1,2,4-trimethylbenzene. It is also generated by methylation of toluene and xylenes and the disproportionation of xylene over aluminosilicate catalysts.[3]

## Uses

Pseudocumene is a precursor to mellitic anhydride, from which high performance polymers are made. It is also used as a sterilizing agent and in the making of dyes, perfumes and resins. Another use is as a gasoline additive.[4]

### Scintillator

1,2,4-Trimethylbenzene dissolved in mineral oil is used as a liquid scintillator[5] in particle physics experiments such as NOνA and Borexino.

## See also

* Cumene

## References

1. ↑ Merck Index, 11th Edition, 7929
2. ↑ 2.0 2.1 NIOSH Pocket Guide to Chemical Hazards. "#0638". National Institute for Occupational Safety and Health (NIOSH). https://www.cdc.gov/niosh/npg/npgd0638.html.
3. ↑ Karl Griesbaum, Arno Behr, Dieter Biedenkapp, Heinz-Werner Voges, Dorothea Garbe, Christian Paetz, Gerd Collin, Dieter Mayer, Hartmut Höke "Hydrocarbons" in Ullmann's Encyclopedia of Industrial Chemistry 2002 Wiley-VCH, Weinheim. doi:10.1002/14356007.a13_227
4. ↑ "Chemical Summary for 1,2,4-Trimethylbenzene" (text). United States Environmental Protection Agency. 1994-08-01. http://www.epa.gov/chemfact/s_trimet.txt. Retrieved 2008-01-28.
5. ↑ Mufson, S. (November 1, 2015). "Liquid scintillator production for the NOvA experiment". Nuclear Instruments and Methods A 799: 1–9. doi:10.1016/j.nima.2015.07.026. Bibcode: 2015NIMPA.799....1M.

## External links

* EPA Chemical Fact Sheet
* CDC – NIOSH Pocket Guide to Chemical Hazards

* v
* t
* e

Hydrocarbons

Saturated
aliphatic
hydrocarbons|

| Alkanes
CnH2n \+ 2|

| Linear alkanes|

* Methane
* Ethane
* Propane
* Butane
* Pentane
* Hexane
* Heptane
* Octane
* Nonane
* Decane

|

Branched alkanes|

* Isobutane
* Isopentane
* 3-Methylpentane
* Neopentane
* Isohexane
* Isoheptane
* Isooctane
* Isononane
* Isodecane

Cycloalkanes|

* Cyclopropane
* Cyclobutane
* Cyclopentane
* Cyclohexane
* Cycloheptane
* Cyclooctane
* Cyclononane
* Cyclodecane

Alkylcycloalkanes|

* Methylcyclopropane
* Methylcyclobutane
* Methylcyclopentane
* Methylcyclohexane
* Isopropylcyclohexane

Bicycloalkanes|

* Housane (bicyclo[2.1.0]pentane)
* Norbornane (bicyclo[2.2.1]heptane)
* Decalin (bicyclo[4.4.0]decane)

Polycycloalkanes|

* Adamantane
* Diamondoid
* Perhydrophenanthrene
* Sterane
* Cubane
* Prismane
* Dodecahedrane
* Basketane
* Churchane
* Pagodane
* Twistane

Other|

* Spiroalkanes

Unsaturated
aliphatic
hydrocarbons|

| Alkenes
CnH2n|

| Linear alkenes|

* Ethene
* Propene
* Butene
* Pentene
* Hexene
* Heptene
* Octene
* Nonene
* Decene

|

Branched alkenes|

* Isobutene
* Isopentene
* Isohexene
* Isoheptene
* Isooctene
* Isononene
* Isodecene

Alkynes
CnH2n − 2|

| Linear alkynes|

* Ethyne
* Propyne
* Butyne
* Pentyne
* Hexyne
* Heptyne
* Octyne
* Nonyne
* Decyne

|

Branched alkynes|

* Isopentyne
* Isohexyne
* Isoheptyne
* Isooctyne
* Isononyne
* Isodecyne

Cycloalkenes|

* Cyclopropene
* Cyclobutene
* Cyclopentene
* Cyclohexene
* Cycloheptene
* Cyclooctene
* Cyclononene
* Cyclodecene

Alkylcycloalkenes|

* Methylcyclopropene
* Methylcyclobutene
* Methylcyclopentene
* Methylcyclohexene
* Isopropylcyclohexene

Bicycloalkenes|

* Norbornene

Cycloalkynes|

* Cyclopropyne
* Cyclobutyne
* Cyclopentyne
* Cyclohexyne
* Cycloheptyne
* Cycloctyne
* Cyclononyne
* Cyclodecyne

Dienes|

* Propadiene
* Butadiene
* Pentadiene
* Hexadiene
* Heptadiene
* Octadiene
* Nonadiene
* Decadiene

Other|

* Alkatriene
* Alkadiyne
* Cumulene
* Cyclooctatetraene
* Cyclododecatriene
* Enyne

Aromatic
hydrocarbons|

| PAHs|

| Acenes|

* Naphthalene
* Anthracene
* Tetracene
* Pentacene
* Hexacene
* Heptacene

|

Other|

* Azulene
* Fluorene
* Helicenes
* Circulenes
* Butalene
* Phenanthrene
* Chrysene
* Pyrene
* Corannulene
* Kekulene

Alkylbenzenes|

* Toluene
* Xylene
* Ethylbenzene
* Cumene
* Styrene
* Mesitylene
* Pseudocumene
* Hemellitene
* Cymene
* Hexamethylbenzene

Other|

* Benzene
* Cyclopropenylidene

Other|

* Annulenes
* Annulynes
* Alicyclic compounds
* Petroleum jelly

0.00

(0 votes)

Original source: https://en.wikipedia.org/wiki/1,2,4-Trimethylbenzene. Read more

|

Retrieved from "https://handwiki.org/wiki/index.php?title=Chemistry:1,2,4-Trimethylbenzene&oldid=2966936"
*[CID]: Compound ID
*[H226]: Flammable liquid and vapour
*[H315]: Causes skin irritation
*[H319]: Causes serious eye irritation
*[H332]: Harmful if inhaled
*[H335]: May cause respiratory irritation
*[H411]: Toxic to aquatic life with long lasting effects
*[P210]: Keep away from heat/sparks/open flames/hot surfaces – No smoking
*[P233]: Keep container tightly closed
*[P240]: Ground/bond container and receiving equipment
*[P241]: Use explosion-proof electrical/ventilating/light/…/equipment
*[P242]: Use only non-sparking tools
*[P243]: Take precautionary measures against static discharge
*[P261]: Avoid breathing dust/fume/gas/mist/vapours/spray
*[P264]: Wash … thoroughly after handling
*[P271]: Use only outdoors or in a well-ventilated area
*[P273]: Avoid release to the environment
*[P280]: Wear protective gloves/protective clothing/eye protection/face protection
*[P302+352]: IF ON SKIN: Wash with soap and water
*[P303+361+353]: IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower
*[P304+312]: IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell
*[P304+340]: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
*[P305+351+338]: IF IN EYES: Rinse continuously with water for several minutes. Remove contact lenses if present and easy to do – continue rinsing
*[P312]: Call a POISON CENTER or doctor/physician if you feel unwell
*[P321]: Specific treatment (see … on this label)
*[P332+313]: If skin irritation occurs: Get medical advice/attention
*[P337+313]: Get medical advice/attention
*[P362]: Take off contaminated clothing and wash before reuse
*[P370+378]: In case of fire: Use … for extinction
*[P391]: Collect spillage
*[P403+233]: Store in a well ventilated place. Keep container tightly closed
*[P403+235]: Store in a well ventilated place. Keep cool
*[v]: View this template
*[t]: Discuss this template
*[e]: Edit this template