m-Xylene

Base Information

• Chemical Name: m-Xylene
• CAS No.: 108-38-3
• Molecular Formula: C8H10
• Molecular Weight: 106.167
• Hs Code.: 2902420000
• European Community (EC) Number: 203-576-3,272-684-0
• ICSC Number: 0085
• NSC Number: 61769
• UN Number: 1307
• UNII: O9XS864HTE
• DSSTox Substance ID: DTXSID6026298
• Nikkaji Number: J2.421J
• Wikipedia: M-Xylene
• Wikidata: Q3234708,Q83048379
• Pharos Ligand ID: CW9LDBTN1P3R
• Metabolomics Workbench ID: 51734
• ChEMBL ID: CHEMBL286727
• Mol file: 108-38-3.mol

Synonyms:3-xylene;m-xylene;m-xylol;meta-xylene

Chemical Property of m-Xylene

Chemical Property:

• Appearance/Colour: Colorless transparent liquid
• Melting Point: -48 °C
• Refractive Index: 1.496-1.498
• Boiling Point: 140.567 °C at 760 mmHg
• Flash Point: 25 °C
• PSA: 0.00000
• Density: 0.87 g/cm³
• LogP: 2.30340
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 106.078250319
• Heavy Atom Count: 8
• Complexity: 58.4
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn,T,F
• Hazard Codes: Xn:Harmful
• Statements: R10:; R20/21:; R36/38:
• Safety Statements: S25:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Aromatic Solvents
• Canonical SMILES: CC1=CC(=CC=C1)C
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes and skin. The substance may cause effects on the central nervous system. If this liquid is swallowed, aspiration into the lungs may result in chemical pneumonitis.
• Effects of Long Term Exposure: The substance defats the skin, which may cause dryness or cracking. The substance may have effects on the central nervous system. Exposure to the substance may increase noise-induced hearing loss. Animal tests show that this substance possibly causes toxicity to human reproduction or development.
• General Description: 1,3-Dimethylbenzene (m-xylene) is an arene that participates in Friedel-Crafts acylation reactions, where its nucleophilicity and reaction conditions influence the formation of unexpected products. The study highlights that higher molar ratios of m-xylene and elevated temperatures can facilitate novel polyaryl compound synthesis, with the reaction pathway affected by complexation between AlCl3, dichloroacetylchloride, and adjacent functional groups. This demonstrates its utility as a substrate in tailored acylation reactions under specific conditions.

Technology Process of m-Xylene

There total 585 articles about m-Xylene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

octane (111-65-9) → o-xylene (95-47-6) + para-xylene (106-42-3) + ethylbenzene (100-41-4,27536-89-6) + m-xylene (108-38-3,104809-90-7)

Guidance literature:

at 482 ℃; Product distribution; various of catalyst, support type and total pressure, investigation of distribution of C₈ aromatics;

Reference yield:

3-(2,4-dimethyl-benzoyl)-benzoic acid (861781-94-4) → isophthalic acid (121-91-5) + m-xylene (108-38-3,104809-90-7) + benzoic acid (65-85-0,8013-63-6) + 2,4-dimethyl-benzoic acid (611-01-8)

Guidance literature:

at 170 - 180 ℃;

DOI:10.1021/ja01441a020

Reference yield:

4-(2,4-dimethyl-benzoyl)-benzoic acid (855293-47-9) → terephthalic acid (100-21-0) + m-xylene (108-38-3,104809-90-7) + benzoic acid (65-85-0,8013-63-6) + 2,4-dimethyl-benzoic acid (611-01-8)

Guidance literature:

beim Verschmelzen;

DOI:10.1021/ja01441a020

upstream raw materials:

3,5-dimethylbenzoic acid

3-methylbenzyl cyanide

2,2-dimethylhexane

2-methylheptane

Downstream raw materials:

2-(2,4-dimethylphenyl)ethanol

β-(3,5-Dimethylphenyl)ethyl alcohol

1,2-bis(2,4-dimethylphenyl)ethane

1-(2,4-dimethyl-phenyl)-butane-1,3-dione

Refernces

NOVEL FRIEDEL-CRAFTS REACTIONS OF SOME ARENES

10.1016/S0040-4020(01)90320-5

The research focuses on novel secondary Friedel-Crafts acylation reactions of certain arenes, including dimethyl resorcinol, m-xylene, m-methylanisole, and m-chlorotoluene, using dichloroacetylchloride and anhydrous AlCl3 as catalysts. The purpose of the study was to explore the formation of unexpected products, which was found to depend on the nucleophilicity of the arene and the electrophilicity of the acyl carbonyl of the initially formed acylated product. The research concluded that higher molar proportions of the arene and sometimes elevated temperatures are necessary for the generation of these products, and the reaction pathway is influenced by the formation of possible complexes of AlCl3 and dichloroacetylchloride with groups adjacent to the dichloroacetyl function, especially at higher temperatures. The study demonstrated the potential of this method for preparing novel polyaryl compounds using substrates of varied nucleophilicity at different reaction temperatures.

High-Temperature Oxidation Mechanisms of m- and p-Xylene

10.1021/j100157a024

J. L. Emdee, K. Brezinsky, and I. Glassman investigate the oxidation mechanisms of m- and p-xylene at high temperatures using an atmospheric flow reactor. The study found that m-xylene is oxidized through sequential oxidation and removal of the methyl side chains, while p-xylene undergoes both simultaneous and sequential oxidation of its side chains. The formation of p-xylylene during p-xylene oxidation opens up a simultaneous oxidation route, leading to the formation of p-phthalaldehyde. The study also examined the oxidation of p-tolualdehyde and the pyrolysis of p-methylanisole to better understand specific steps of the mechanisms. The results indicated that the aldehydic side chain is consumed quicker than the methyl side chain, and methylcyclopentadienyl and CO are formed from the methylphenoxy radical. The study concludes that the simultaneous oxidation route involving p-xylylene is significant for p-xylene but not for m-xylene, and this route contributes to the faster reaction rate of p-xylene compared to m-xylene under similar conditions.