3-Chlorotoluene

Base Information

• Chemical Name: 3-Chlorotoluene
• CAS No.: 108-41-8
• Molecular Formula: C7H7Cl
• Molecular Weight: 126.586
• Hs Code.: 29039990
• European Community (EC) Number: 203-580-5
• NSC Number: 8767
• UN Number: 2238
• UNII: 5K8172K9TT
• DSSTox Substance ID: DTXSID4052841
• Nikkaji Number: J1.497D
• Wikidata: Q22283423
• ChEMBL ID: CHEMBL1797289
• Mol file: 108-41-8.mol

Synonyms:3-chlorotoluene

Chemical Property of 3-Chlorotoluene

Chemical Property:

• Appearance/Colour: colorless transparent liquid
• Vapor Pressure: 3.2mmHg at 25°C
• Melting Point: -48 °C
• Refractive Index: n20/D 1.522(lit.)
• Boiling Point: 159.75 °C at 760 mmHg
• Flash Point: 50.556 °C
• PSA: 0.00000
• Density: 1.076 g/cm³
• LogP: 2.64840
• Storage Temp.: 0-6°C
• Solubility.: 0.04g/l
• Water Solubility.: slightly soluble
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 126.0236279
• Heavy Atom Count: 8
• Complexity: 70.8
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99%Min ^*data from raw suppliers

3-Chlorotoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 20-51/53
• Safety Statements: 24/25-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Chlorinated Aromatics
• Canonical SMILES: CC1=CC(=CC=C1)Cl
• General Description: 3-Chlorotoluene, also known as m-chlorotoluene, is an arene compound that participates in Friedel-Crafts acylation reactions, where its reactivity is influenced by its nucleophilicity and the electrophilicity of the acylating agent. The study highlights its role in forming unexpected products under specific conditions, such as higher molar proportions of the arene or elevated temperatures, with the reaction pathway being affected by potential AlCl3 and dichloroacetylchloride complexes. This demonstrates its utility in synthesizing novel polyaryl compounds when reacted with dichloroacetylchloride in the presence of anhydrous AlCl3.

Technology Process of 3-Chlorotoluene

There total 82 articles about 3-Chlorotoluene 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:

(3-chlorobenzyl)trimethylsilane (1833-42-7) + sodium methylate (124-41-4) → Trimethylmethoxysilane (1825-61-2) + 1-chloro-3-methylbenzene (108-41-8)

Guidance literature:

In methanol; at 50 ℃; Rate constant; var. reactant concentrations;

DOI:10.1016/S0022-328X(00)93463-6

Reference yield:

1-((benzyloxy)methyl)-3-chlorobenzene (3395-70-8) → 1-chloro-3-methylbenzene (108-41-8) + m-chlorobenzyl alcohol (873-63-2) + benzaldehyde (100-52-7) + m-Chlorobenzaldehyde (587-04-2) + toluene (108-88-3,15644-74-3,16713-13-6) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

aluminum oxide; In benzene; at 340 ℃; Product distribution; Mechanism;

Reference yield:

(3-Chloro-benzyl)-methyl-silanediol (115834-55-4) → methylsilanetriol (2445-53-6) + 1-chloro-3-methylbenzene (108-41-8)

Guidance literature:

With potassium hydroxide; In water; dimethyl sulfoxide; at 25 ℃; Kinetics; different reagent concentrations, solvent ratios;

upstream raw materials:

m-toluenediazonium chloride

3-methyl-phenol

methyl radical

chlorobenzene

Downstream raw materials:

2-(4-chloro-2-methylbenzoyl)-benzoic acid

2-(2-chloro-4-methylbenzoyl)-benzoic acid

2-chloro-1-(chloromethyl)-4-methylbenzene

2-methyl-4-chlorobenzyl chloride

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.