2-Chloro-4-fluoro-5-nitrotoluene

Base Information

• Chemical Name: 2-Chloro-4-fluoro-5-nitrotoluene
• CAS No.: 112108-73-3
• Molecular Formula: C7H5ClFNO2
• Molecular Weight: 189.574
• Hs Code.: 2904909090
• European Community (EC) Number: 834-027-1
• DSSTox Substance ID: DTXSID60435612
• Wikidata: Q72451022
• Mol file: 112108-73-3.mol

Synonyms:2-Chloro-4-fluoro-5-nitrotoluene;112108-73-3;1-chloro-5-fluoro-2-methyl-4-nitrobenzene;1-chloro-5-fluoro-2-methyl-4-nitro-benzene;Benzene, 1-chloro-5-fluoro-2-methyl-4-nitro-;MFCD11110549;SCHEMBL600893;Chloro-4-fluoro-5-nitrotoluene;2-Chloro-4fluoro-5-nitrotoluene;DTXSID60435612;YXVJHZWHPLOEAP-UHFFFAOYSA-N;BCP12284;AKOS006308726;AC-26553;AS-11489;SY017577;AM20020206;C3273;CS-0010403;FT-0687080;FT-0699691;EN300-201117;1-chloranyl-5-fluoranyl-2-methyl-4-nitro-benzene;A802487

Chemical Property of 2-Chloro-4-fluoro-5-nitrotoluene

Chemical Property:

• Vapor Pressure: 0.013mmHg at 25°C
• Melting Point: 34-36 °C
• Boiling Point: 267.555 °C at 760 mmHg
• Flash Point: 115.614 °C
• PSA: 45.82000
• Density: 1.418 g/cm³
• LogP: 3.21890
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 188.9992843
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

98% ^*data from raw suppliers

2-Chloro-4-fluoro-5-nitrotoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1Cl)F)[N+](=O)[O-]
• Uses: 2-Chloro-4-fluoro-5-nitrotoluene, is used as a pharmaceutical intermediate. It is also used as Ceritinib intermediate.

Technology Process of 2-Chloro-4-fluoro-5-nitrotoluene

There total 2 articles about 2-Chloro-4-fluoro-5-nitrotoluene 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: 81.0%

2-chloro-4-fluorotoluene (452-73-3) → 1-chloro-5-fluoro-2-methyl-4-nitrobenzene (112108-73-3)

Guidance literature:

With sulfuric acid; potassium nitrate; at -5 - 20 ℃; Product distribution / selectivity;

Reference yield: 61.0%

3-amino-4-fluorotoluene (452-84-6) → 1-chloro-5-fluoro-2-methyl-4-nitrobenzene (112108-73-3)

Guidance literature:

With sulfuric acid; potassium nitrate; at -5 ℃; for 1h;

Reference yield: 99.0%

t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2) + 1-chloro-5-fluoro-2-methyl-4-nitrobenzene (112108-73-3) → C17H23ClN2O5 (862874-11-1)

Guidance literature:

With caesium carbonate; In DMF (N,N-dimethyl-formamide); at 50 ℃;

upstream raw materials:

2-chloro-4-fluorotoluene

3-amino-4-fluorotoluene

Downstream raw materials:

C₁₃H₁₇ClN₂O₃

C₁₇H₁₃ClN₂O₅

C₁₅H₂₁ClN₂O₅

C₁₁H₁₃ClN₂O₃

Refernces

• 1、 Das, Debasis,Wang, Jingbing,Li, Yong,Shi, Jingli,Hong, Jian. "Design, synthesis of orally bioavailable novel anaplastic lymphoma kinase (ALK) inhibitor diphenylaminopyrimidine analogs and efficacy study on NCI-H2228 xenografts mice model". . p. 1514 - 1517. Retrieved 2019.
• 2、 -. "ALK KINASE INHIBITOR, AND PREPARATION METHOD AND USE THEREOF". Paragraph 0106; 0107; 0108. . Retrieved 2017/04/18.