2-Chloro-4-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 2-Chloro-4-(trifluoromethyl)pyridine
• CAS No.: 81565-18-6
• Molecular Formula: C6H3ClF3N
• Molecular Weight: 181.545
• Hs Code.: 29333990
• DSSTox Substance ID: DTXSID70231203
• Nikkaji Number: J691.373C
• Wikidata: Q72460394
• Mol file: 81565-18-6.mol

Synonyms:2-Chloro-4-(trifluoromethyl)pyridine;81565-18-6;2-Chloro-4-trifluoromethylpyridine;Pyridine, 2-chloro-4-(trifluoromethyl)-;2-chloro-4-trifluoromethyl-pyridine;MFCD00042224;2-Chloro-4-trifluoro methylpyridine;SCHEMBL119912;2-chloro-4-trifluromethylpyridine;DTXSID70231203;2-chloro-4-trifluoromethyl pyridine;BCP26619;BBL102621;STL556424;2-chloro-4-(trifluoromethyl)-pyridine;AKOS005063345;6-HYDROXY-2-BENZOXAZOLINONE97;AC-5435;CS-W008760;PB28986;PS-6464;Pyridine,2-chloro-4-(trifluoromethyl);2-Chloro-4-(trifluoromethyl)pyridine, 97%;A9998;AM20061524;C2568;FT-0611743;EN300-91108;Q-101455;F0001-2099;Z1203161839

Chemical Property of 2-Chloro-4-(trifluoromethyl)pyridine

Chemical Property:

• Appearance/Colour: Light yellow liquid
• Vapor Pressure: 0.0688mmHg at 25°C
• Melting Point: -19 °C
• Refractive Index: n20/D 1.4490(lit.)
• Boiling Point: 172.5 °C at 760 mmHg
• PKA: -1.34±0.10(Predicted)
• Flash Point: 58.1 °C
• PSA: 12.89000
• Density: 1.417 g/cm³
• LogP: 2.75380
• Storage Temp.: Room temperature.
• Solubility.: Chloroform, Methanol (Sparingly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 180.9906113
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

98% HPLC ^*data from raw suppliers

2-?Chloro-?4-?(trifluoromethyl)?pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T,F
• Hazard Codes: Xi,T,F
• Statements: 10-36/37/38-25-11
• Safety Statements: 26-36-45-36/37/39-22-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CN=C(C=C1C(F)(F)F)Cl
• Uses: 2-Chloro-4-(trifluoromethyl)pyridine may be used in the synthesis of:4,4′-bis( trifluoromethyl)-2,2′-bipyridine4-(trifluoromethyl)pyridine1,3-bis(4-(trifluoromethyl)pyridin-2-yl)benzene

Technology Process of 2-Chloro-4-(trifluoromethyl)pyridine

There total 13 articles about 2-Chloro-4-(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: 90.0%

2-chloro-4-iodopyridine (153034-86-7) + Chlorodifluoromethane (75-45-6) → 2-chloro-4-trifluoromethyl pyridine (81565-18-6)

Guidance literature:

With tetrakis(acetonitrile)copper(I)tetrafluoroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 120 ℃; for 5h; Mechanism; Sealed tube; Inert atmosphere;

DOI:10.1021/ol503548s

Reference yield: 69.0%

(E)-5-ethoxy-3-hydroxy-3-(trifluoromethyl)pent-4-enenitrile → 2-chloro-4-trifluoromethyl pyridine (81565-18-6)

Guidance literature:

(E)-5-ethoxy-3-hydroxy-3-(trifluoromethyl)pent-4-enenitrile; With thionyl chloride; at 50 ℃; for 24h;

With sodium hydrogencarbonate; In water; pH=6.5 - 8;

Reference yield: 67.0%

2-chloro-4-iodopyridine (153034-86-7) + (trifluoromethyl)trimethylsilane (81290-20-2) → 2-chloro-4-trifluoromethyl pyridine (81565-18-6)

Guidance literature:

With potassium fluoride; copper(l) iodide; In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide; at 25 ℃; for 6h;

DOI:10.1002/1099-0690(20021)2002:2<327::AID-EJOC327>3.0.CO;2-V

upstream raw materials:

1-oxido-4-(trifluoromethyl)pyridin-1-ium

4-(trifluoromethyl)-2-pyridone

2-chloro-4-iodopyridine

(trifluoromethyl)trimethylsilane

Downstream raw materials:

2-chloro-4-(trifluoromethyl)pyridine-3-carboxylic acid

2-bromo-4-(trifluoromethyl)pyridine

2-methoxy-4-trifluoromethylpyridine

(5-benzyloxy-4-methoxy-2-methylphenyl)(2-chloro-4-trifluoromethyl-pyridin-3-yl)methanol

Refernces

• 1、 -. "PREPARATION OF SULFONAMIDE HERBICIDE PROCESS INTERMEDIATES". Paragraph 0051. . Retrieved 2020/07/15.
• 2、 Wei, Yun,Yu, Liuying,Lin, Jinhong,Zheng, Xing,Xiao, Jichang. "DBU-Promoted Trifluoromethylation of Aryl Iodides with Difluoromethyltriphenylphosphonium Bromide". . p. 481 - 484. Retrieved 2016/06/01.