6-(Trifluoromethyl)nicotinoyl chloride

Base Information

• Chemical Name: 6-(Trifluoromethyl)nicotinoyl chloride
• CAS No.: 358780-13-9
• Molecular Formula: C7H3ClF3NO
• Molecular Weight: 209.555
• Hs Code.: 2933399090
• European Community (EC) Number: 627-000-9
• DSSTox Substance ID: DTXSID10380562
• Wikidata: Q72512142
• Mol file: 358780-13-9.mol

Synonyms:6-(Trifluoromethyl)nicotinoyl chloride;358780-13-9;6-(trifluoromethyl)pyridine-3-carbonyl chloride;6-(trifluoromethyl)nicotinoylchloride;6-Trifluoromethylnicotinoyl chloride;MFCD01862645;3-Pyridinecarbonyl chloride, 6-(trifluoromethyl)-;6-(Trifluoromethyl)nicotinoyl chloride, tech grade;6-(trifluoromethyl)nicotinyl chloride;Acetic acid, chlorophenyl-;SCHEMBL627545;DTXSID10380562;6-trifluoromethyl nicotinoyl chloride;6-Trifluoromethyl-nicotinoyl chloride;BBL100213;GEO-02390;STL553785;AKOS005063516;AS-9566;SY002812;6-(Trifluoromethyl)nicotinoyl Chloride tech.;FT-0676469;6-(trifluoromethyl)-3-pyridinecarbonyl chloride;F16233;A823015;W-200323;6-(Trifluoromethyl)pyridine-3-carbonyl chloride, 97%;6-(Trifluoromethyl)nicotinoyl Chloride

Chemical Property of 6-(Trifluoromethyl)nicotinoyl chloride

Chemical Property:

• Vapor Pressure: 18.1mmHg at 25°C
• Refractive Index: n20/D 1.4750(lit.)
• Boiling Point: 220.2 °C at 760 mmHg
• Flash Point: 87 °C
• PSA: 29.96000
• Density: 1.47 g/cm³
• LogP: 2.47940
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 208.9855259
• Heavy Atom Count: 13
• Complexity: 206

Purity/Quality:

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

6-(Trifluoromethyl)nicotinoylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 22-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 6-(Trifluoromethyl)nicotinoyl chloride

There total 2 articles about 6-(Trifluoromethyl)nicotinoyl chloride 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: 100.0%

6-trifluoromethylnicotinic acid (231291-22-8) → 6-(trifluoromethyl)nicotinoyl chloride (358780-13-9)

Guidance literature:

With thionyl chloride; for 2h; Reflux;

DOI:10.1016/j.cclet.2013.04.047

Reference yield:

oxalyl dichloride (79-37-8) + 6-trifluoromethylnicotinic acid (231291-22-8) → 6-(trifluoromethyl)nicotinoyl chloride (358780-13-9)

Guidance literature:

In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol400307d

Reference yield: 94.3%

6-(trifluoromethyl)nicotinoyl chloride (358780-13-9) + 3-amino-2-fluoro-N-[2-iodo-4-[1,1,1,2,3,3-heptafluoroprop-2-yl]-6-(trifluoromethyl)phenyl]benzamide (1207316-04-8) → N-(2-fluoro-3-((2-iodo-4-(perfluoropropan-2-yl)-6-(trifluoromethyl)phenyl)carbamoyl)phenyl)-6-(trifluoromethyl)nicotinamide

Guidance literature:

With pyridine; In tetrahydrofuran; at 20 ℃; for 2.5h; Large scale;

upstream raw materials:

6-trifluoromethylnicotinic acid

oxalyl dichloride

Downstream raw materials:

1-[(6-trifluoromethyl)-pyridine-3-yl]ethan-1-one

5-isocyanato-2-(trifluoromethyl)pyridine

N-(4-chlorophenyl)-N-((2S,4R)-2-methyl-1-{[6-(trifluoromethyl)pyridin-3-yl]carbonyl}-1,2,3,4-tetrahydroquinolin-4-yl)acetamide

6-trifluoromethylnicotinic acid 5-tert-butoxycarbonylmethoxy-2-tert-butylphenyl ester

Refernces

• 1、 Sakai, Holt A.,Liu, Wei,Le, Chi,MacMillan, David W. C.. "Cross-Electrophile Coupling of Unactivated Alkyl Chlorides". . p. 11691 - 11697. Retrieved 2020.
• 2、 Carminati, Daniela M.,Decaens, Jonathan,Couve-Bonnaire, Samuel,Jubault, Philippe,Fasan, Rudi. "Biocatalytic Strategy for the Highly Stereoselective Synthesis of CHF2-Containing Trisubstituted Cyclopropanes". supporting information. p. 7072 - 7076. Retrieved 2021/02/27.