Butyl isonicotinate

Base Information

• Chemical Name: Butyl isonicotinate
• CAS No.: 13841-66-2
• Molecular Formula: C10H13 N O2
• Molecular Weight: 179.219
• Hs Code.: 2933399090
• European Community (EC) Number: 237-561-8
• NSC Number: 83155
• UNII: TVZ2PX9ZJ2
• DSSTox Substance ID: DTXSID90160667
• Nikkaji Number: J149.795B
• Wikidata: Q83029022
• ChEMBL ID: CHEMBL325377
• Mol file: 13841-66-2.mol

Synonyms:Butyl isonicotinate;13841-66-2;N-BUTYL ISONICOTINATE;butyl pyridine-4-carboxylate;Isonicotinic acid, butyl ester;Isonicotinic acid butyl ester;TVZ2PX9ZJ2;4-Pyridinecarboxylic acid, butyl ester;EINECS 237-561-8;NSC 83155;NSC-83155;AI3-22196;Butylisonicotinate;n-Butylisonicotinate;UNII-TVZ2PX9ZJ2;NCIOpen2_000969;CHEMBL325377;SCHEMBL4312059;UMQFMEMKBWWILL-UHFFFAOYSA-;DTXSID90160667;NSC83155;AKOS006229648;SB53837;FT-0636969;4-PYRIDINECARBOXYLIC ACID N-BUTYL ESTER

Chemical Property of Butyl isonicotinate

Chemical Property:

• Vapor Pressure: 0.0128mmHg at 25°C
• Boiling Point: 259.6°Cat760mmHg
• Flash Point: 110.8°C
• PSA: 39.19000
• Density: 1.053g/cm³
• LogP: 2.03850
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

N-BUTYL ISONICOTINATE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC(=O)C1=CC=NC=C1

Technology Process of Butyl isonicotinate

There total 6 articles about Butyl isonicotinate 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: 93.0%

4-iodopyridine (15854-87-2) + carbon monoxide (201230-82-2) + butan-1-ol (71-36-3) → butyl isonicotinate (13841-66-2)

Guidance literature:

With triethylamine; polyurea-encapsulated Pd(OAc)2; at 90 ℃;

DOI:10.1039/b200677b

Reference yield: 76.0%

pyridine-4-carboxylic acid (55-22-1) + butan-1-ol (71-36-3) → butyl isonicotinate (13841-66-2)

Guidance literature:

With sulfuric acid; In benzene; for 8h; Reflux;

DOI:10.1134/S1070363215030330

Reference yield: 70.0%

isonicotinoyl chloride hydrochloride (39178-35-3) + butan-1-ol (71-36-3) → butyl isonicotinate (13841-66-2)

Guidance literature:

With pyridine; at 100 ℃; for 3h;

upstream raw materials:

pyridine-4-carboxylic acid

butan-1-ol

4-iodopyridine

carbon monoxide

Downstream raw materials:

5,6-dimethoxy-2-(pyridine-4-carbonyl)indan-1-one

isoniazid

Refernces

• 1、 Wang, Ning,Sheng, Jun-Feng,Song, Fei,Tong, Yu-Zhu,Wang, Zuo-Xiang. "Synthesis and structures of 1,2,4-triazoles derivatives". . p. 746 - 751. Retrieved 2015.
• 2、 Nishii, Yuji,Akiyama, Shoko,Kita, Yusuke,Mashima, Kazushi. "Manganese(II)-Catalyzed Esterification of N-β-Hydroxyethylamides". supporting information. p. 1831 - 1834. Retrieved 2015/08/06.