4-Chloro-3-fluorotoluene

Base Information

• Chemical Name: 4-Chloro-3-fluorotoluene
• CAS No.: 5527-94-6
• Molecular Formula: C7H6ClF
• Molecular Weight: 144.576
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID00371464
• Wikidata: Q72479503
• Mol file: 5527-94-6.mol

Synonyms:4-Chloro-3-fluorotoluene;5527-94-6;1-chloro-2-fluoro-4-methylbenzene;3-Fluoro-4-chlorotoluene;MFCD00143295;3-fluoro-4-chloro toluene;SCHEMBL170493;DTXSID00371464;MHXNHUSVBYUTJL-UHFFFAOYSA-N;AKOS005063637;Benzene,1-chloro-2-fluoro-4-methyl-;AC-7434;AM62029;CS-W002425;GS-3650;Benzene, 1-chloro-2-fluoro-4-methyl-;SY013910;A1733;FT-0635763;EN300-109502;527-94-6

Chemical Property of 4-Chloro-3-fluorotoluene

Chemical Property:

• Appearance/Colour: colourless or light yellow liquid
• Vapor Pressure: 2.32mmHg at 25°C
• Refractive Index: 1.502
• Boiling Point: 166.7 °C at 760 mmHg
• Flash Point: 54.8 °C
• PSA: 0.00000
• Density: 1.186 g/cm³
• LogP: 2.78750
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 144.0142060
• Heavy Atom Count: 9
• Complexity: 94.9

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-3-fluorotoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, F
• Hazard Codes: Xi,F
• Statements: 36/37/38-10
• Safety Statements: 26-36/37/39-36-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)Cl)F

Technology Process of 4-Chloro-3-fluorotoluene

There total 8 articles about 4-Chloro-3-fluorotoluene 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: 83.0%

4-chloro-4,5,5-trifluoro-1-methylcyclohex-1-ene → 1-chloro-2-fluoro-4-methylbenzene (5527-94-6) + 3,4-difluorotoluene (2927-34-6)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; potassium hydroxide; In water; at 75 - 95 ℃; for 4.5h;

DOI:10.1007/s11172-020-2724-8

Reference yield:

2-chloro-1,1,2-trifluoro-3-methyl-3-vinylcyclobutane (4265-28-5) → 1-chloro-2-fluoro-4-methylbenzene (5527-94-6) + 3,4-difluorotoluene (2927-34-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1 h / 470 °C / Inert atmosphere; Flow reactor

2: potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water / 4.5 h / 75 - 95 °C

With N-benzyl-N,N,N-triethylammonium chloride; potassium hydroxide; In water;

DOI:10.1007/s11172-020-2724-8

Reference yield:

4,6-dichloro-3-fluoro-toluene (86522-86-3) + 3-fluoro-2,6-dichlorotoluene → 1-chloro-2-fluoro-4-methylbenzene (5527-94-6)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; sodium hydroxide; In ethanol; at 80 - 85 ℃; for 12h; under 22502.3 - 24902.5 Torr; Autoclave;

upstream raw materials:

1,1'-dichloro-2,2'-difluoroethene

isoprene

1-amino-3-methylbenzene

m-Fluorotoluene

Downstream raw materials:

3-chloro-2-fluoro-6-methylbenzaldehyde

4-(2-chloro-5-methylphenyl)morpholine

1-chloro-2-fluoro-4-methyl-5-nitrobenzene

4-chloro-3-fluorobenzoic acid

Refernces

• 1、 Lipkind, M. B.,Nefedov, O. M.,Volchkov, N. V.. "Two-step regioselective synthesis of 1,2-difluorobenzenes from chlorotrifluoroethylene and buta-l,3-dienes". . p. 68 - 75. Retrieved 2020/04/21.
• 2、 -. "A 2-chloro-6-fluoro anisole and wherein the intermediate preparation method". Paragraph 0043; 0044; 0051; 0052; 0053; 0054; 0055. . Retrieved 2017/02/23.