2-Chloro-5-(chloromethyl)-3-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 2-Chloro-5-(chloromethyl)-3-(trifluoromethyl)pyridine
• CAS No.: 887707-33-7
• Molecular Formula: C7H4Cl2F3N
• Molecular Weight: 230.01
• Nikkaji Number: J2.322.345G
• Mol file: 887707-33-7.mol

Synonyms:2-chloro-5-(chloromethyl)-3-(trifluoromethyl)pyridine;887707-33-7;SCHEMBL1919665;5-(CHLOROMETHYL)-2-METHOXY-3-(TRIFLUOROMETHYL)-PYRIDINE;MFCD09261086;AB75310;EN300-8160901

Chemical Property of 2-Chloro-5-(chloromethyl)-3-(trifluoromethyl)pyridine

Chemical Property:

• Boiling Point: 250.1±35.0 °C(Predicted)
• PKA: -2.56±0.10(Predicted)
• PSA: 22.12000
• Density: 1.476±0.06 g/cm3(Predicted)
• LogP: 2.84780
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 228.9672890
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

98% ^*data from raw suppliers

2-Chloro-5-chloromethyl-3-(trifluoromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=C1C(F)(F)F)Cl)CCl

Technology Process of 2-Chloro-5-(chloromethyl)-3-(trifluoromethyl)pyridine

There total 7 articles about 2-Chloro-5-(chloromethyl)-3-(trifluoromethyl)pyridine 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: 66.0%

2-methoxy-3-trifluoromethyl-5-pyridinemethanol (887707-31-5) → 6-chloro-5-trifluoromethylpyridin-3-ylmethyl chloride (887707-33-7)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; at 100 ℃; for 0.666667h;

DOI:10.1080/00397910500516134

Reference yield:

5-(chloromethyl)-2-methoxy-3-(trifluoromethyl)pyridine (1206124-61-9) → 6-chloro-5-trifluoromethylpyridin-3-ylmethyl chloride (887707-33-7)

Guidance literature:

With trichlorophosphate; at 100 ℃; Sealed tube;

Reference yield:

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → 6-chloro-5-trifluoromethylpyridin-3-ylmethyl chloride (887707-33-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate; iodine / H₂O / 13 h / 20 - 50 °C

2.1: 920 mg / silver(I) carbonate / hexane; tetrahydrofuran / 25 h / 40 °C

3.1: 82 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dimethylformamide / 8 h / 80 °C

4.1: diisobutyl aluminum hydride / toluene / 12 h / 20 °C

4.2: 43 percent / sodium borohydride / methanol / 12 h / 20 °C

5.1: 66 percent / POCl₃ / dimethylformamide / 0.67 h / 100 °C

With iodine; diisobutylaluminium hydride; potassium carbonate; silver carbonate; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1080/00397910500516134

upstream raw materials:

2-methoxy-3-trifluoromethyl-5-pyridinemethanol

3-(trifluoromethyl)pyridin-2-ol

5-iodo-2-methoxy-3-(trifluoromethyl)pyridine

2-hydroxy-3-trifluoromethyl-5-(iodo)pyridine