3,5-Dichlorotoluene

Base Information

• Chemical Name: 3,5-Dichlorotoluene
• CAS No.: 25186-47-4
• Molecular Formula: C7H6Cl2
• Molecular Weight: 161.031
• Hs Code.: 2903999090
• European Community (EC) Number: 246-722-1
• UNII: 2UT66DS4S2
• DSSTox Substance ID: DTXSID30179854
• Nikkaji Number: J88.331J
• Wikidata: Q72468403
• Mol file: 25186-47-4.mol

Synonyms:3,5-DICHLOROTOLUENE;25186-47-4;1,3-Dichloro-5-methylbenzene;Benzene, 1,3-dichloro-5-methyl-;3,5-Dichloro-toluene;Toluene, 3,5-dichloro-;EINECS 246-722-1;2UT66DS4S2;MFCD00035819;3 5-DICHLOROTOLUENE;3,5-Dichlortoluol;UNII-2UT66DS4S2;SCHEMBL170788;DTXSID30179854;1,3-Dichloro-5-methylbenzene #;CL8825;AKOS006273194;GS-4411;MB00382;SY020705;AM20040021;CS-0030596;FT-0638501;EN300-125634

Chemical Property of 3,5-Dichlorotoluene

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 0.397mmHg at 25°C
• Melting Point: 26°C
• Refractive Index: 1.543
• Boiling Point: 203.4 °C at 760 mmHg
• Flash Point: 79.2 °C
• PSA: 0.00000
• Density: 1.242 g/cm³
• LogP: 3.30180
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, Methanol
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 159.9846556
• Heavy Atom Count: 9
• Complexity: 82.9

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,5-Dichlorotoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)Cl)Cl
• Uses: 3,5-Dichlorotoluene is a common chemical reactant used in the synthesis of various pharmaceuticals and biological agents. Used in the preparation of pyrazole amide derivatives as RORγ inhibitors as well as cross coupling reactions.

Technology Process of 3,5-Dichlorotoluene

There total 28 articles about 3,5-Dichlorotoluene 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: 94.0%

2,6-dichloro-4-methylbenzoic acid (99520-05-5) → 3,5-dichlorotoluene (25186-47-4)

Guidance literature:

With silver carbonate; In dimethyl sulfoxide; at 120 ℃; for 16h; Sealed tube;

DOI:10.1002/anie.201300176

Reference yield: 84.0%

2-methyl-4,6-dichloroaniline (30273-00-8) → 3,5-dichlorotoluene (25186-47-4)

Guidance literature:

2-methyl-4,6-dichloroaniline; With sulfuric acid; In ethanol; at 0 - 20 ℃;

With sodium nitrite; In ethanol; at 20 - 75 ℃; for 3h;

DOI:10.1039/c4cc08920k

Reference yield: 70.0%

1-((trimethylsilyl)methyl)-3,5-dichlorobenzene (69380-94-5) + benzaldehyde (100-52-7) → 3,5-dichlorotoluene (25186-47-4) + 2-(3,5-Dichloro-phenyl)-1-phenyl-ethanol (82106-06-7)

Guidance literature:

With hydrogenchloride; potassium fluoride; 18-crown-6 or silica-supported tetrabutylammonium fluoride; In tetrahydrofuran; at 20 ℃; for 12h; Yields of byproduct given;

DOI:10.1016/S0040-4039(00)86894-X

upstream raw materials:

2-methyl-4,6-dichloroaniline

2,6-dichloro-4-methylaniline

4-bromo-3,5-dichloro-toluene

1-((trimethylsilyl)methyl)-3,5-dichlorobenzene

Downstream raw materials:

3,5-bis-phenylsulfanyl-toluene

3,5-dichlorobenzoic acid

2,3,5-trichloro-toluene

2-bromo-3,5-dichloro-toluene

Refernces

• 1、 Groombridge, Benjamin J.,Goldup, Stephen M.,Larrosa, Igor. "Selective and general exhaustive cross-coupling of di-chloroarenes with a deficit of nucleophiles mediated by a Pd-NHC complex". supporting information. p. 3832 - 3834. Retrieved 2015/03/30.
• 2、 -. "SPIRO-CYCLIC AMINE DERIVATIVES AS S1P MODULATORS". Page/Page column 63-64. . Retrieved 2012/02/01.