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Mesitylene

Mesitylene structure

Mesitylene 

structure
  • CAS No:

    108-67-8

  • Formula:

    C9H12

  • Chemical Name:

    Mesitylene

  • Synonyms:

    Benzene,1,3,5-trimethyl-;Mesitylene;1,3,5-Trimethylbenzene;sym-Trimethylbenzene;2,4,6-Trimethylbenzene;3,5-Dimethyltoluene;NSC 9273

  • Categories:

    Cosmetic Ingredient  >  Dissolving Agent

Description

Clear, colorless liquid with a distinctive, aromatic odor.

Mesitylene Basic Attributes

120.19

120.19

906806

203-604-4

29029080

Characteristics

0

3.42

Clear colorless Liquid

0.8637 g/cm3 @ Temp: 20 °C

-44.8 °C

164.7 °C @ Press: 760 Torr

112 °F

1.501

H2O: 2.9 g/L (20 ºC)

2-8°C

14 mm Hg ( 55 °C)

4.1 (vs air)

Inhalation-Rat LC50: 24000 mg/m3/ 4 hours

In case of fire, high temperature, oxidant is more flammable; burning produces irritating smoke

0.88-6.1%, 100°F

Peculiar odor

Safety Information

III

3

UN 2325 3/PG 3

2

10-37-51/53-39/23/24/25-23/24/25-11-37/38

61-45-36/37-16-7

OX6825000

Xi,N,F,T

Treasury is ventilated, low temperature and dry; stored separately from oxidant

Irritant/Flammable

Stable. Combustible. Incompatible with strong oxidizing agents.

P210-P260-P280-P301 + P310 + P330-P302 + P352 + P312-P370 + P378

H225-H301 + H311 + H331-H370

Toxicity

practically nontoxic

Mesitylene Use and Manufacturing

Methods of Manufacturing

1. Derived from the separation of C9 aromatics. 2. Mesitylene is about 11.8% in the reformed heavy aromatics. However, because its boiling point (164.7°C) is very similar to that of o-methylethylbenzene (165.15°C), it is difficult to separate by distillation. 3. In the isomerization method using trimethylbenzene as raw material, the single-pass yield of 1, 3, 5-trimethylbenzene obtained by fractionation is 21.6%, and the purity is above 95%. At the same time, the by-products have 4%-7% of the same Toluene and 9% xylene. The average temperature of the reactor bed is 260℃, the pressure is 2.35MPa, the emptying is 1.0h-1, the molar ratio of reformed hydrogen to oil is 10:1, and the catalyst is aluminum-deficient mordenite: copper: nickel: binder = 85.2:0.5:15. Under these conditions, the conversion of mesitylene is 46%, the selectivity is 47%, and the single-pass yield of mesitylene is 21.6%. Japan's Mitsubishi Gas Company uses HF-BF3 for xylene separation and isomerization. The by-product contains high-boiling substances with high concentration of 1, 3, 5-trimethylbenzene, which can be obtained by distillation and refining. 4. The product can be obtained by dehydration synthesis of acetone under sulfuric acid catalysis with a yield of 13%-15%. Cool 4600g (79mol) industrial acetone to 0-5°C, add 4160ml concentrated sulfuric acid under stirring, and the temperature does not exceed 10°C. After the addition, stir for 3-4h and place at room temperature for 18-24h. The product is steam distilled to separate 1, 3, 5-trimethylbenzene, and then alkali washing and water washing are carried out. Distillation collects a 210°C distillate. Add 15g of metallic sodium to this distillate, heat it to near boiling point, and distill 2/3 of the Liquid, the remainder is distilled to 210°C, and 163-167°C fractions are collected by efficient fractionation to obtain 430-470g 1, 3, 5-trimethylbenzene.

Uses

Used as analytical reagents and solvents, also used in organic synthesis, etc.

Computed Properties

Molecular Weight:120.19
XLogP3:3.4
Exact Mass:120.093900383
Monoisotopic Mass:120.093900383
Heavy Atom Count:9
Complexity:55
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Downstream Products

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