824-45-3

Basic information

• Product Name: 2,5-Dimethylbenzyl chloride
• Synonyms: 2-(chloromethyl)-1,4-dimethyl-benzen;2-(Chloromethyl)-1,4-dimethylbenzene;Benzene, 2-(chloromethyl)-1,4-dimethyl-;AKOS BBS-00004039;1-CHLOROMETHYL-2,5-DIMETHYLBENZENE;2,5-DIMETHYLBENZYL CHLORIDE;2-chloromethyl-p-xylene;2,5-Dimethylbenzyl chloride, GC 98%
• CAS NO: 824-45-3
• Molecular Formula: C₉H₁₁Cl
• Molecular Weight: 154.64
• EINECS: 212-529-6
• Product Categories: Aromatic Halides (substituted)
• Mol File: 824-45-3.mol
• Article Data: 18

Chemical Properties

• Melting Point: -43.35°C (estimate)
• Boiling Point: 221-226 °C(lit.)
• Flash Point: 150 °F
• Appearance: clear colorless liquid
• Density: 1.046 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00268mmHg at 25°C
• Refractive Index: n20/D 1.537(lit.)
• Water Solubility: insoluble
• BRN: 2206277
• CAS DataBase Reference: 2,5-Dimethylbenzyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dimethylbenzyl chloride(824-45-3)
• EPA Substance Registry System: 2,5-Dimethylbenzyl chloride(824-45-3)

Safety Data

• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 23-26-27-36/37/39-45-25
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 824-45-3(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless liquid

Synthesis Reference(s)

Journal of the American Chemical Society, 73, p. 766, 1951 DOI: 10.1021/ja01146a079

InChI:InChI=1/C8H6BrN/c9-8-3-1-7(2-4-8)5-6-10/h1-4H,5H2

Upstream product

• 106-42-3 para-xylene 
• 107-30-2 chloromethyl methyl ether 
• 64-19-7 acetic acid 
• 110-88-3 1,3,5-Trioxan 
• 7093-91-6 chloromethyl isocyanate 
• 53957-33-8 2,5-dimethylbenzyl alcohol 
• 7647-01-0 hydrogenchloride 
• 50-00-0 formaldehyd 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 95-63-6 1,2,4-Trimethylbenzene 
• 610-72-0 2,5-dimethylbenzoic acid 
• 553-94-6 4-bromo-m-xylene 

Downstream Products

• 25173-75-5 3-(2,5-dimethylphenyl)propanoic acid 
• 16213-85-7 (2,5-dimethylphenyl)acetonitrile 
• 22184-23-2 2,5-dimethylbenzyl acetate 
• 95-63-6 1,2,4-Trimethylbenzene 
• 4238-10-2 2,5,2',5'-tetramethyl-bibenzyl 
• 528-44-9 1,2,4-benzene tricarboxylic acid 
• 53957-33-8 2,5-dimethylbenzyl alcohol 
• 2735-07-1 1,2,4-tris-chloromethyl-benzene 
• 108480-48-4 4-bromo-2,5-dimethylbenzyl chloride 
• 109936-71-2 N-acetyl-2-ethoxycarbonyl-3-(2,5-dimethylphenyl)-α-alanine ethyl ester 
• 38303-49-0 Aethyl-aceto-2,5-dimethylbenzylacetat 
• 110050-94-7 <2,2-Dimethyl-3-(2,5-dimethyl-phenyl)-propionylR-benzol 
• 151410-03-6 2-[1-(2,5-Dimethyl-benzyl)-1H-indol-3-yl]-ethylamine 
• 174727-68-5 2-[1-(2,5-Dimethyl-benzyl)-5-methyl-1H-indol-3-yl]-ethylamine 

Relevant articles and documents

Improved preparation method for 2,5-disubstituted benzyl chloride

The invention relates to an improved preparation method for 2,5-disubstituted benzyl chloride. The improved preparation method is characterized in that the 2,5-disubstituted benzyl chloride is prepared through a reaction as described in the specification. In the reaction, R and R each independently represent a C1-10 alkyl group, preferably a C1-6 alkyl group, and most preferably a methyl group. The method comprises the following steps: reacting paraformaldehyde with concentrated hydrochloric acid, adding p-disubstituted benzene, carrying out gradient heating, conducting heating to 50-65DEG C at first, carrying out reacting at the temperature for 1-3 hours, then conducting heating to 75-90 DEG C, and carrying out reacting for 6-10 hours at the temperature.

Ir-Catalyzed Asymmetric and Regioselective Hydrogenation of Cyclic Allylsilanes and Generation of Quaternary Stereocenters via the Hosomi-Sakurai Allylation

A number of cyclic dienes containing the allylsilane moiety were prepared by a Birch reduction and subjected to iridium-catalyzed regioselective and asymmetric hydrogenation, which provided chiral allylsilanes in high conversion and enantiomeric excess (up to 99 % ee). The compounds were successively used in the Hosomi–Sakurai allylation with various aldehydes employing TiCl4 as Lewis acid, providing adducts with two additional stereogenic centers in excellent diastereoselectivity.

A METHOD FOR PREPARING 2,5-DIMETHYLPHENYLACETIC ACID

Provided is a method for preparing 2,5-dimethylphenylacetic acid, wherein p-xylene is mixed with paraformaldehyde and concentrated hydrochloric acid in a solvent of ion liquid to obtain 2,5-dimethyl benzyl chloride by the chloromethylation reaction. Then, 2,5-dimethyl benzyl chloride is introduced into a reactor with an acid binding agent and a solvent, the carbonylation and hydrolysis reaction is conducted in the presence of a catalyst to obtain 2,5-dimethylphenylacetic acid. The present process has new route, less synthesis steps, simple operation, lower cost, increased yield, and is friendly to the environment. Therefore, the method is suitable for industrial production.