Outline Chemical Properties Uses Production method Category Toxicity grading Acute toxicity Stimulus data Flammability hazard characteristics Storage characteristics Extinguishing agent Professional standards
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Mesitylene

Outline Chemical Properties Uses Production method Category Toxicity grading Acute toxicity Stimulus data Flammability hazard characteristics Storage characteristics Extinguishing agent Professional standards
Product Name
Mesitylene
CAS No.
108-67-8
Chemical Name
Mesitylene
Synonyms
1,3,5-TRIMETHYLBENZENE;1,3,5-trimethylbenzene (mesitylene);Fleet-X;1.3.5-TriMethy;Trimethylbenzol;1,3,5-Trimethylbenze;sym-Trimethylbenzene;1,3,5-Trimethylbenzene Standard;NSC 9273;Mesitylen
CBNumber
CB5852758
Molecular Formula
C9H12
Formula Weight
120.19
MOL File
108-67-8.mol
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Mesitylene Property

Melting point:
-45 °C
Boiling point:
163-166 °C(lit.)
Density 
0.864 g/mL at 25 °C(lit.)
vapor density 
4.1 (vs air)
vapor pressure 
14 mm Hg ( 55 °C)
refractive index 
n20/D 1.499(lit.)
Flash point:
112 °F
storage temp. 
2-8°C
solubility 
Miscible with alcohol, benzene, ether (Windholz et al., 1983), and trimethylbenzene isomers.
pka
>14 (Schwarzenbach et al., 1993)
form 
Liquid
color 
Clear colorless
Odor Threshold
0.17ppm
explosive limit
0.88-6.1%, 100°F
Water Solubility 
2.9 g/L (20 ºC)
Merck 
14,5907
BRN 
906806
Henry's Law Constant
4.03, 4.60, 5.71, 6.73, and 9.63 at 10, 15, 20, 25, and 30 °C, respectively (EPICS, Ashworth et al.,1988)
Dielectric constant
3.4(Ambient)
Exposure limits
NIOSH REL: TWA 25 ppm (125 mg/m3); ACGIH TLV: TWA for mixed isomers 25 ppm (adopted).
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey
AUHZEENZYGFFBQ-UHFFFAOYSA-N
LogP
3.42 at 20℃
CAS DataBase Reference
108-67-8(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, 1,3,5-trimethyl-(108-67-8)
EPA Substance Registry System
1,3,5-Trimethylbenzene (108-67-8)
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Safety

Hazard Codes 
Xi,N,F,T
Risk Statements 
10-37-51/53-39/23/24/25-23/24/25-11-37/38
Safety Statements 
61-45-36/37-16-7
RIDADR 
UN 2325 3/PG 3
WGK Germany 
2
RTECS 
OX6825000
10
Autoignition Temperature
1022 °F
Hazard Note 
Irritant/Flammable
TSCA 
Yes
HazardClass 
3
PackingGroup 
III
HS Code 
29029080
Hazardous Substances Data
108-67-8(Hazardous Substances Data)
Toxicity
LD50 (inhalation) for rats 24 g/m3/4-h (quoted, RTECS, 1985).
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H226Flammable liquid and vapour

H304May be fatal if swallowed and enters airways

H315Causes skin irritation

H332Harmful if inhaled

H335May cause respiratory irritation

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P273Avoid release to the environment.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P331Do NOT induce vomiting.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.05890
Product name
Mesitylene
Purity
Technipur?, for synthesis
Packaging
1L
Price
$73.6
Updated
2024/03/01
Sigma-Aldrich
Product number
8.05890
Product name
Mesitylene
Purity
Technipur?, for synthesis
Packaging
165KG
Price
$4870
Updated
2024/03/01
Sigma-Aldrich
Product number
63908
Product name
Mesitylene
Purity
analytical standard
Packaging
5ml
Price
$242
Updated
2024/03/01
Sigma-Aldrich
Product number
61927
Product name
Mesitylene
Purity
certified reference material, TraceCERT
Packaging
100mg
Price
$112
Updated
2024/03/01
Sigma-Aldrich
Product number
41103
Product name
1,3,5-Trimethylbenzene solution
Purity
certified reference material, 5000?μg/mL in methanol
Packaging
1mL
Price
$61.3
Updated
2024/03/01
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Mesitylene Chemical Properties,Usage,Production

Outline

The molecular structure of mesitylene (also known as mesitylene, molecular formula is C9H12) is σ bond which formed by benzene ring C atoms by means of sp2 hybrid orbital, other C atoms form σ bond by means of sp3 hybrid orbital, it is functional group in the presence of many multi organic compounds. It is aromatic hydrocarbon which obtained by three hydrogens symmetrically-substituted by three methyl in benzene ring.It is widespread in coal tar and certain petroleum. It is colorless liquid, toxic, flammable and explosive. The freezing point is-44.72 ℃, melting point is-44.7 ℃, boiling point is 164.7 ℃, the relative density is 0.8652 (20/4℃). Mesitylene can generate trimesic acid with the oxidation of dilute nitric acid. Pure mesitylene is made by acetone in vapor phase catalytic dehydrationthe at 300~500℃.
Mesitylene is important organic chemical raw material, the use of mesitylene can develop three toluene, trimesic acid, benzoic anhydride and other dye intermediates, it can also be used for the production of antioxidants, polyester resin curing agent, stabilizer, alkyd resins and plasticizers. Since mesitylene is a good solvent, and it is flammable, irritant, and it has low freezing point. In the electronics industry, it is used as developer of photosensitive sheet silicone.
Mesitylene is also common volatile organic compound (VOC) in city, this is mainly generated by the combustion. It plays an important role (including aerosol and tropospheric ozone generation) in many chemical reactions in the atmosphere. Since the three hydrogens on the aromatic ring have the same chemical environment, in the mesitylene magnetic resonance spectrum hydrogen spectrum only has a single peak which peak area is corresponding to three hydrogen in the vicinity of 6.8ppm. Therefore, mesitylene is sometimes used as internal standard substance in proton nuclear magnetic resonance method which comprises aromatic organic samples.
The annual demand of mesitylene is about 100,000 tons in current domestic market.
The above information is edited by the chemicalbook of Wang Xiaodong.

Chemical Properties

It is colorless transparent liquid. It is insoluble in water, soluble in ethanol, it can dissolve in benzene, ether, acetone in any proportion.

Uses

It can be used for the production of trimesic acid and antioxidants, epoxy curing agents, stabilizers polyester resin, alkyd resin, plasticizers and dyes etc.
It can be used as raw material of organic synthesis, it can be used in the preparation of trimesic acid, and antioxidants, epoxy curing agents, stabilizers polyester resin, alkyd resin, plasticizer, 2,4,6-trimethyl aniline reactive brilliant blue, K-3R and other dye.
It can be used as analytical reagents, solvents, it can be also used in organic synthesis, etc.

Production method

1. It is derived by the separation of C9 aromatic hydrocarbon. 2. In the reforming of heavy aromatics the amount of mesitylene is about 11.8%. However, due to its boiling point (164.7 ℃) is extremely close to the boiling point of O-methyl benzene (165.15 ℃), it is difficult to separate for using distillation method. 3.The isomerization method with partial three toluene as raw material can fractionate, and can get mesitylene which the one way yield is 21.6%, the purity is more than 95%, while 4%-7% of by-product is durene, xylene is 9%. The average temperature of reactor bed is 260℃, pressure is 2.35MPa, empty the entire is 1.0h-1, molar ratio of reforming hydrogen and oil is 10: 1, the catalyst is mordenite which lack of aluminum hydrogen form: Cu: Ni: binder = 85.2: 0.5: 15. Under these conditions, the conversion rate of partial three toluene is 46%, selectivity is 47% , one way yield of mesitylene is 21.6%. HF-BF3 is xylene separated and through the method of isomerization by Japanese Mitsubishi Gas Company, by-products contain high concentration of mesitylene of high boiling, the goods can be get by distilled and refined. 4. Acetone in sulfuric acid-catalyzed goes through dehydration synthesis can obtain this goods with the yield of 13%-15%. 4600g (79mol) of industrial acetone is cooled to 0-5℃, and 4160ml concentrated sulfuric acid is added with stirring, the temperature can not exceed 10℃. After addition is completed, cntinue stirring 3-4h, place at room temperature for 18-24h. The product is subjected to steam distillation, mesitylene is separated, then it is washed with alkali, water, and then collect distillation fraction of 210℃, 15g sodium metal is added into this fraction, it is heated to near the boiling point, 2/3 liquid is evaporated. the residue is distilled to 210℃, efficient fractionation collection is done for the 163-167℃ distillate, 430-470g1,3,5-mesitylene can be obtained.

Category

It is flammable liquid.

Toxicity grading

Low toxicity.

Acute toxicity

Inhalation-rat LC50: 24000 mg/m/4 hours.

Stimulus data

Skin-Rabbit 20 mg/24 hours of moderate; Eyes-rabbit 500 mg/24 hr mild.

Flammability hazard characteristics

It is inflammable in case of fire, heat, oxidants; when burning stimulated smoke can generate.

Storage characteristics

Treasury should have ventilation and be low-temperature drying; and it should stored separately with oxidants.

Extinguishing agent

Dry powder, dry sand, carbon dioxide, foam, 1211 fire extinguishing agent.

Professional standards

TWA 120 mg/m³; STEL 170 mg/m.

Description

Mesitylene is a clear, colorless liquid with a distinctive, aromatic odor. Molecular weight= 120.21; Specific gravity (H2O:1)= 0.86;Boiling point=165℃; Freezing/Melting point=45℃; Vapor pressure= 2 mmHg at 20℃; Flash point=50℃ (cc); Autoignition temperature=559℃. Hazard Identification (based on NFPA-704 M Rating System): Health 0, Flammability 2, Reactivity 0. Practically insoluble in water; solubility= 0.002%.

Chemical Properties

colourless liquid with an aromatic odour

Chemical Properties

Mesitylene is a clear, colorless liquid. Distinctive, aromatic odor.

Physical properties

Colorless liquid with a peculiar odor. An odor threshold concentration of 170 ppbv was reported by Nagata and Takeuchi (1990).

Uses

Intermediate, including anthraquinone vat dyes, UV oxidation stabilizers for plastics.

Uses

Mesitylene is used to make plastics and dyes. It acts as a solvent, ligand in organometallic chemistry and precursor to 2,4,6-trimethylaniline. It is also used as a developer for photopatternable silicones due to its solvent properties in the electronics industry. It is used as an internal standard in nuclear magnetic resonance (NMR) samples due to the presence of three equivalent protons in it. It is involved in the production of trimesic acid and antioxygen, epoxy firming agent and polyester resin stabilizers. Further, it is used as an additive and component in aviation gasoline blends.

Definition

ChEBI: A trimethylbenzene carrying methyl substituents at positions 1, 3 and 5.

Synthesis Reference(s)

Journal of the American Chemical Society, 92, p. 3232, 1970 DOI: 10.1021/ja00713a078
The Journal of Organic Chemistry, 19, p. 923, 1954 DOI: 10.1021/jo01371a008

General Description

A colorless liquid with a peculiar odor. Insoluble in water and less dense than water. Flash point near 123°F. May be toxic by ingestion and inhalation. Used to make plastics and dyes.

Air & Water Reactions

Flammable. Insoluble in water.

Reactivity Profile

TRIMETHYLBENZENE is incompatible with the following: Oxidizers, nitric acid .

Hazard

Moderate fire hazard. Toxic by inhalation. Central nervous system impairment, asthma, and hematologic effects.

Health Hazard

May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

Fire Hazard

HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Safety Profile

Poison by inhalation. Moderately toxic by intraperitoneal route. Human systemic effects by inhalation: sensory changes involving peripheral nerves, somnolence (general depressed activity), and structural or functional change in trachea or bronchi. Reports of leukopenia and thrombocytopenia in experimental animals. A mild skin and eye irritant. A flammable liquid when exposed to heat or flame; can react vigorously with oxidizing materials. Violent reaction with HNO3. To fight fire, use water spray, fog, foam, CO2. Emitted from modern buildmg materials (CENEAR 69,22,91). When heated to decomposition it emits acrid smoke and irritating fumes.

Potential Exposure

Mesitylene is used as raw material in chemical synthesis and as ultraviolet stabilizer; as a paint thinner, solvent, and motor fuel component; as an intermediate in organic chemical manufacture.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.

Source

Detected in distilled water-soluble fractions of 87 octane gasoline (0.34 mg/L), 94 octane gasoline (1.29 mg/L), Gasohol (0.48 mg/L), No. 2 fuel oil (0.08 mg/L), jet fuel A (0.09 mg/L), diesel fuel (0.03 mg/L), and military jet fuel JP-4 (0.09 mg/L) (Potter, 1996). Schauer et al. (1999) reported 1,3,5-trimethylbenzene in a diesel-powered medium-duty truck exhaust at an emission rate of 260 μg/km.
California Phase II reformulated gasoline contained 1,3,5-trimethylbenzene at a concentration of 7.45 g/kg. Gas-phase tailpipe emission rates from gasoline-powered automobiles with and without catalytic converters were 1.98 and 210 mg/km, respectively (Schauer et al., 2002).
Thomas and Delfino (1991) equilibrated contaminant-free groundwater collected from Gainesville, FL with individual fractions of three individual petroleum products at 24–25 °C for 24 h. The aqueous phase was analyzed for organic compounds via U.S. EPA approved test method 602. Average 1,3,5-trimethylbenzene concentrations reported in water-soluble fractions of unleaded gasoline, kerosene, and diesel fuel were 333, 86, and 13 μg/L, respectively. When the authors analyzed the aqueous-phase via U.S. EPA approved test method 610, average 1,3,5- trimethylbenzene concentrations in water-soluble fractions of unleaded gasoline, kerosene, and diesel fuel were greater, i.e., 441, 91, and 27 μg/L, respectively.
Drinking water standard: No MCLGs or MCLs have been proposed (U.S. EPA, 2000).

Environmental Fate

Biological. In anoxic groundwater near Bemidji, MI, 1,3,5-trimethylbenzene anaerobically biodegraded to the intermediate tentatively identified as 3,5-dimethylbenzoic acid (Cozzarelli et al., 1990).
Photolytic. Glyoxal, methylglyoxal, and biacetyl were produced from the photooxidation of 1,3,5-trimethylbenzene by OH radicals in air at 25 °C (Tuazon et al., 1986a). The rate constant for the reaction of 1,3,5-trimethylbenzene and OH radicals at room temperature was 4.72 x 10-11 cm3/molecule?sec (Hansen et al., 1975). A rate constant of 2.97 x 10-8 L/molecule?sec was reported for the reaction of 1,3,5-trimethylbenzene with OH radicals in the gas phase (Darnall et al., 1976). Similarly, a room temperature rate constant of 6.05 x 10-11 cm3/molecule?sec was reported for the vapor-phase reaction of 1,3,5-trimethylbenzene with OH radicals (Atkinson, 1985). At 25 °C, a rate constant of 3.87 x 10-11 cm3/molecule?sec was reported for the same reaction (Ohta and Ohyama, 1985).
Chemical/Physical. 1,3,5-Trimethylbenzene will not hydrolyze because it does not contain a hydrolyzable functional group (Kollig, 1993).

storage

Color Code—Red: Flammability Hazard: Store in a flammable liquid storage area or approved cabinet away from ignition sources and corrosive and reactive materials. Prior to working with this chemical you should be trained on its proper handling and storage. This chemical must be stored to avoid contact with oxidizers (such as perchlorates, peroxides, permanganates, chlorates, and nitrates) and strong oxidizers (such as chlorine, bromine, and fluorine), since violent reactions occur. Store in tightly closed containers in a cool, well-ventilated area away from heat. Sources of ignition, such as smoking and open flames are prohibited where this chemical is used, handled, or stored in a manner that could create a potential fire or explosion hazard. Metal containers involving the transfer of 5 gallons or more of this chemical should be grounded and bonded. Drums must be equipped with self-closing valves, pressure vacuum bungs, and flame arresters. Use only nonsparking tools and equipment, especially when opening and closing containers of this chemical.

Shipping

UN1993 Flammable liquids, n.o.s., Hazard Class: 3; Labels: 3-Flammable liquid, Technical Name Required.

Purification Methods

Dry it with CaCl2 and distil it from Na in a glass helices-packed column. Treat it with silica gel and redistil it. Alternative purifications include vapour-phase chromatography, or fractional distillation followed by azeotropic distillation with 2-methoxyethanol (which is subsequently washed out with H2O), drying and fractional distilling. More exhaustive purification uses sulfonation by dissolving in two volumes of conc H2SO4, precipitating with four volumes of conc HCl at 0o, washing with conc HCl and recrystallising from CHCl3. The mesitylene sulfonic acid is hydrolysed with boiling 20% HCl and steam distilled. The separated mesitylene is dried (MgSO4 or CaSO4) and distilled. It can also be fractionally crystallised from the melt at low temperatures. [Beilstein 5 IV 1016.]

Incompatibilities

Vapors forms explosive mixture with air. Violent reaction with nitric acid. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.

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Mesitylene Suppliers

Shanghai Kaisai Chemical Co., Ltd
Tel
021-33516722 13701817765
Fax
021-33516776
Email
kaisaichem@163.com
Country
China
ProdList
4752
Advantage
58
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-6206333 18521732826;
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
24835
Advantage
65
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
Advantage
62
Weifang QianJin Fine Chemical Co., Ltd.
Tel
0536-2457064 13031698386
Fax
0536-8897109
Email
1577399715@qq.COM
Country
China
ProdList
1692
Advantage
55
Shanghai Yanze Chemical Co., Ltd.
Tel
15345144255
Email
260924549@qq.com
Country
China
ProdList
3128
Advantage
58
Shanghai Yanze Chemical Co., Ltd
Tel
021-13621551597 19901447308
Email
260924549@qq.com
Country
China
ProdList
6456
Advantage
58
Tianjin Zhongxin Chemtech Co., Ltd.
Tel
022-66880623
Fax
86(0)22-66880086
Email
sales@tjzxchem.com
Country
China
ProdList
614
Advantage
60
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30132
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24539
Advantage
81
Beijing dtftchem Technology Co., Ltd.
Tel
010-60275820 13031183356
Fax
010-60270825
Email
elainezt@sina.com
Country
China
ProdList
1392
Advantage
62
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View Lastest Price from Mesitylene manufacturers

Taixing Foreign Trade Nanjing Co., Ltd.
Product
Mesitylene 108-67-8
Price
US $0.00/kg
Min. Order
170kg
Purity
98.0%
Supply Ability
1000t
Release date
2023-09-15
Hebei Mojin Biotechnology Co., Ltd
Product
Mesitylene 108-67-8
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-06-26
Hebei Guanlang Biotechnology Co,.LTD
Product
Mesitylene 108-67-8
Price
US $10.00/KG
Min. Order
1KG
Purity
99.%
Supply Ability
10 ton
Release date
2023-05-23

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