| Identification | More | [Name]
Pentamethylbenzene | [CAS]
700-12-9 | [Synonyms]
1,2,3,4,5-PENTAMETHYLBENZENE
PENTAMETHYLBENZENE
Pentamethyl phenyl
Benzene, 1,2,3,4,5-pentamethyl-
benzene,pentamethyl-
pentamethyl-benzen
Pentmethyl Benzene
Pentamethylbenzene~95% | [EINECS(EC#)]
211-837-8 | [Molecular Formula]
C11H16 | [MDL Number]
MFCD00008522 | [Molecular Weight]
148.24 | [MOL File]
700-12-9.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystalline powder | [Melting point ]
49-51 °C (lit.) | [Boiling point ]
231 °C (lit.) | [density ]
0.917 g/mL at 25 °C(lit.)
| [refractive index ]
1.5270 | [Fp ]
196 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to crystal | [color ]
White to Almost white | [Water Solubility ]
15.52mg/L(temperature not stated) | [BRN ]
1905349 | [InChI]
1S/C11H16/c1-7-6-8(2)10(4)11(5)9(7)3/h6H,1-5H3 | [InChIKey]
BEZDDPMMPIDMGJ-UHFFFAOYSA-N | [SMILES]
Cc1cc(C)c(C)c(C)c1C | [CAS DataBase Reference]
700-12-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzene, pentamethyl-(700-12-9) | [EPA Substance Registry System]
700-12-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
F,Xi | [Risk Statements ]
R11:Highly Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 1325 4.1/PG 2
| [WGK Germany ]
3
| [TSCA ]
Yes | [HazardClass ]
4.1 | [PackingGroup ]
III | [HS Code ]
29029090 | [Storage Class]
4.1B - Flammable solid hazardous materials | [Hazard Classifications]
Eye Irrit. 2
Flam. Sol. 1
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Pentamethylbenzene is a white to light yellow crystalline powder with a sweet odor. The compound is classified as an aromatic hydrocarbon. It is a relatively easily oxidized benzene derivative, with E1/2 of 1.95 V vs NHE. | [Uses]
Pentamethylbenzene was used to prepare a mixture of nitropentamethylbenzene and 2,3,4,5-tetramethylbenzyl nitrate. It was also used to prepare propene. | [Uses]
Pentamethylbenzene is used to prepare a mixture of nitropentamethylbenzene and 2,3,4,5-tetramethylbenzyl nitrate1. It was also used to prepare propene. | [Definition]
ChEBI: A methylbenzene that is benzene in which five of the hydrogens are replaced by methyl groups. | [Synthesis Reference(s)]
Synthesis, p. 979, 1985 DOI: 10.1055/s-1985-31413 | [Synthesis]
It is obtained as a minor product in the Friedel–Crafts methylation of xylene to durene (1,2,4,5-tetramethylbenzene). Like durene, pentamethylbenzene is rather electron-rich and undergoes electrophilic substitution readily. Indeed, it is used as a scavenger for carbocations.
Pentamethylbenzene has been observed as an intermediate in the formation of hexamethylbenzene from phenol and alkylation of durene or pentamethylbenzene has been reported as a suitable starting material for the synthesis of hexamethylbenzene. | [Purification Methods]
Successively crystallise it from absolute EtOH, aqueous EtOH, MeOH, toluene *C6H6, and dry it under vacuum. [Rader & Smith J Am Chem Soc 84 1443 1962.] It has also been sublimed. The 1,3,5-trinitrobenzene complex (1:1) has m 121o (EtOH). [Beilstein 5 H 443, 5 III 1010, 5 IV 1109.] | [Precautions]
Incompatible with oxidizing agents. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. |
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