5-(Trifluoromethyl)picolinaldehyde

Base Information

• Chemical Name: 5-(Trifluoromethyl)picolinaldehyde
• CAS No.: 31224-82-5
• Molecular Formula: C7H4 F3 N O
• Molecular Weight: 175.11
• Hs Code.: 2933399090
• European Community (EC) Number: 681-656-0
• DSSTox Substance ID: DTXSID60560115
• Wikidata: Q82443104
• Mol file: 31224-82-5.mol

Synonyms:31224-82-5;5-(TRIFLUOROMETHYL)PICOLINALDEHYDE;5-(Trifluoromethyl)pyridine-2-carboxaldehyde;5-(trifluoromethyl)pyridine-2-carbaldehyde;5-Trifluoromethyl-pyridine-2-carbaldehyde;5-(Trifluoromethyl)-2-pyridinecarboxyaldehyde;MFCD07375388;5-(Trifluoromethyl)-pyridine-2-carboxaldehyde;CHLORDIMEFORMHCL;2-Pyridinecarboxaldehyde, 5-(trifluoromethyl)-;SCHEMBL472513;5-Trifluoromethylpicolinealdehyde;DTXSID60560115;5-Trifluoromethylpicoline aldehyde;AKOS005255360;AB41847;CS-W008800;AC-29116;DS-11249;SY040938;EN300-316775;J-516453;Z1198173156

Chemical Property of 5-(Trifluoromethyl)picolinaldehyde

Chemical Property:

• Vapor Pressure: 0.378mmHg at 25°C
• Melting Point: 31-33℃
• Refractive Index: 1.476
• Boiling Point: 197.46ºC at 760 mmHg
• PKA: 1.30±0.10(Predicted)
• Flash Point: 73.222ºC
• PSA: 29.96000
• Density: 1.37g/cm3
• LogP: 1.91290
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 175.02449824
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

98%min ^*data from raw suppliers

5-(Trifluoromethyl)pyridine-2-carbaldehyde 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-(Trifluoromethyl)picolinaldehyde

There total 5 articles about 5-(Trifluoromethyl)picolinaldehyde 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: 74.0%

2-hydroxymethyl-5-trifluoromethylpyridine (31181-84-7) → 5-(trifluoromethyl)pyridine-2-carbaldehyde (31224-82-5)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.333333h;

Reference yield:

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 2-bromo-5-(trifluoromethyl)pyridine (50488-42-1) → 5-(trifluoromethyl)pyridine-2-carbaldehyde (31224-82-5)

Guidance literature:

2-bromo-5-(trifluoromethyl)pyridine; With isopropylmagnesium chloride; In diethyl ether; dichloromethane; at -2 - 6 ℃; for 0.716667h;

N,N-dimethyl-formamide; In diethyl ether; dichloromethane; at -20 - 0 ℃; for 0.333333h;

Reference yield:

2‐iodo‐5‐(trifluoromethyl)pyridine (100366-75-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-(trifluoromethyl)pyridine-2-carbaldehyde (31224-82-5)

Guidance literature:

2‐iodo‐5‐(trifluoromethyl)pyridine; With n-butyllithium; In hexane; toluene; at -78 ℃; for 0.583333h;

N,N-dimethyl-formamide; In hexane; toluene; at -78 ℃; for 1h;

DOI:10.1021/jm200377r

upstream raw materials:

2-hydroxymethyl-5-trifluoromethylpyridine

2‐iodo‐5‐(trifluoromethyl)pyridine

N,N-dimethyl-formamide

2-bromo-5-(trifluoromethyl)pyridine

Downstream raw materials:

2-hydroxymethyl-5-trifluoromethylpyridine

5-trifluoromethyl-pyridin-2-ylmethyl chloride

(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-5,20-epoxy-1-hydroxy-9,10-[(1S)-2-propenylidenedioxy]tax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-3-(5-trifluoromethyl-2-pyridyl)-2-triisopropylsilyloxypropionate

(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-5,20-epoxy-1-hydroxy-9,10-[(1S)-2-propenylidenedioxy]tax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-(5-trifluoromethyl-2-pyridyl)propionate

Refernces

• 1、 -. "CARBOLINE ANTIPARASITICS". Page/Page column 44. . Retrieved 2017/01/09.
• 2、 -. "SPIROINDOLINE ANTIPARASITIC DERIVATIVES". Page/Page column 153; 154. . Retrieved 2015/07/15.