2,4-Dimethylbenzyl chloride

Base Information

• Chemical Name: 2,4-Dimethylbenzyl chloride
• CAS No.: 824-55-5
• Molecular Formula: C9H11 Cl
• Molecular Weight: 154.639
• Hs Code.: 29171900
• European Community (EC) Number: 212-531-7
• NSC Number: 405479,574
• DSSTox Substance ID: DTXSID9061178
• Nikkaji Number: J31.728D
• Wikidata: Q72469495
• Mol file: 824-55-5.mol

Synonyms:2,4-Dimethylbenzyl chloride;824-55-5;1-(Chloromethyl)-2,4-dimethylbenzene;4-(Chloromethyl)-m-xylene;Benzene, 1-(chloromethyl)-2,4-dimethyl-;2,4-Dimethyl-1-(chloromethyl)benzene;NSC 574;EINECS 212-531-7;1-chloromethyl-2,4-dimethyl-benzene;NSC 405479;AI3-15519;1-Chloromethyl-2,4-dimethylbenzene;1-(Chloromethyl)-2,4-DiMethyl-Benzene;SCHEMBL96223;5-CHLOROBARBITURICACID;NSC574;DTXSID9061178;NSC-574;CK2041;MFCD00015556;NSC405479;STL282723;1,3-Dimethyl-4-(chloromethyl)benzene;AKOS000261865;AM84238;AT34214;NSC-405479;AS-77004;D0288;FT-0610174;EN300-95820;J-640263;J-800270;F0001-2112;2,4-DIMETHYLBENZYL CHLORIDE (CONTAINS 2,6-ISOMER)

Chemical Property of 2,4-Dimethylbenzyl chloride

Chemical Property:

• Appearance/Colour: clear colorless to slightly yellow liquid
• Vapor Pressure: 0.216mmHg at 25°C
• Melting Point: -43.35°C (estimate)
• Refractive Index: 1.5375-1.5395
• Boiling Point: 103 °C (15 mmHg)
• Flash Point: 96°C
• PSA: 0.00000
• Density: 1.06
• LogP: 3.04220
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 154.0549280
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

2,4-Dimethylbenzyl Chloride (contains 2,6-isomer) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 45-36/37/39-25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)CCl)C

Technology Process of 2,4-Dimethylbenzyl chloride

There total 25 articles about 2,4-Dimethylbenzyl chloride 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: 96.3%

2,4-dimethylbenzyl alcohol (16308-92-2) → 2,4-dimethyl-benzyl chloride (824-55-5)

Guidance literature:

With thionyl chloride; In benzene; for 20h; Heating;

DOI:10.1007/BF00807400

Reference yield: 88.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + m-xylene (108-38-3,104809-90-7) → 4,6-bis(chloromethyl)-m-xylene (1585-15-5) + 2,4-dimethyl-benzyl chloride (824-55-5)

Guidance literature:

With hydrogenchloride; 1-ethyl-3-methylimidazolium hexafluorophosphate; at 70 ℃; for 5h; Time; Reagent/catalyst; Ionic liquid;

DOI:10.4067/S0717-97072013000400063

Reference yield: 45.7%

Bis-(2,4-dimethylbenzyl)-ether (16054-72-1) → 2,4-dimethyl-benzyl chloride (824-55-5) + 2,4-Dimethylphenyl-(5-chloromethyl-2,4-dimethylphenyl)-methan

Guidance literature:

With hydrogenchloride; for 48h; Heating;

DOI:10.1007/BF00807400

upstream raw materials:

(2,4-dimethyl-benzyl)-hydrazine

chloromethyl methyl ether

acetic acid

m-xylene

Downstream raw materials:

bis-(2,4-dimethyl-phenyl)methane

2,4-Dimethyl-1-(4-nitro-phenoxymethyl)-benzene

2,4-dimethylphenylacetic acid

benzyl and 2,4-dimethylbenzyl ether of hydroquinone

Refernces

• 1、 Rabten, Wangchuk,Margarita, Cristiana,Eriksson, Lars,Andersson, Pher G.. "Ir-Catalyzed Asymmetric and Regioselective Hydrogenation of Cyclic Allylsilanes and Generation of Quaternary Stereocenters via the Hosomi-Sakurai Allylation". supporting information. p. 1681 - 1685. Retrieved 2018/01/05.
• 2、 Wang, Yun,Xi, Yanli. "An experimental and theoretical study on imidazolium-based ionic liquid promoted chloromethylation of aromatic hydrocarbons". . p. 2196 - 2199. Retrieved 2014/03/21.