Butyl nicotinate

Base Information

• Chemical Name: Butyl nicotinate
• CAS No.: 6938-06-3
• Deprecated CAS: 123574-73-2,93-93-6,93-93-6
• Molecular Formula: C10H13 N O2
• Molecular Weight: 179.219
• Hs Code.: 2933.39
• European Community (EC) Number: 230-064-7
• NSC Number: 53506,27863
• UNII: LD3V8A23CV
• DSSTox Substance ID: DTXSID4064509
• Nikkaji Number: J54.258J
• Wikidata: Q27282922
• ChEMBL ID: CHEMBL1490443
• Mol file: 6938-06-3.mol

Synonyms:3-carbobutoxypyridine;butyl nicotinate

Chemical Property of Butyl nicotinate

Chemical Property:

• Appearance/Colour: yellow liquid
• Melting Point: 252°C
• Refractive Index: n20/D 1.495(lit.)
• Boiling Point: 122 - 123C at 8mm Hg
• PKA: 3.20±0.10(Predicted)
• Flash Point: 122C
• PSA: 39.19000
• Density: 1.06
• LogP: 2.03850
• Storage Temp.: Store below +30°C.
• Water Solubility.: 2.45g/L(32 oC)
• 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: 159

Purity/Quality:

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

ButylPyridine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Not regulated UN NO.
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Butyl nicotinate

There total 15 articles about Butyl nicotinate 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: 98.0%

3-Bromopyridine (626-55-1,163928-56-1) + carbon monoxide (201230-82-2) + butan-1-ol (71-36-3) → n-butyl nicotinate (6938-06-3)

Guidance literature:

With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; palladium dichloride; at 120 ℃; for 12h; under 760.051 Torr;

DOI:10.1055/s-0030-1261193

Reference yield: 96.3%

nicotinic acid (59-67-6) + butan-1-ol (71-36-3) → n-butyl nicotinate (6938-06-3)

Guidance literature:

With KU-2-8 cation-exchange resin; In benzene; at 110 - 115 ℃; for 24h;

DOI:10.1007/BF00777388

Reference yield: 84.0%

carbon monoxide (201230-82-2) + 3-(tosyloxy)pyridine (67284-17-7) + butan-1-ol (71-36-3) → n-butyl nicotinate (6938-06-3)

Guidance literature:

With 4 A molecular sieve; potassium carbonate; palladium diacetate; In toluene; at 90 ℃; for 15h; under 760.051 Torr;

DOI:10.1021/ja711449e

upstream raw materials:

nicotinic acid

butan-1-ol

Pyridine-2,5-dicarboxylic acid

pyridine-3-carbonyl chloride hydrochloride

Downstream raw materials:

3-(butoxycarbonyl)-1-methylpyridinium iodide

Nicotinic acid hydrazide

Refernces

• 1、 Villoria-del-álamo, Beatriz,Rojas-Buzo, Sergio,García-García, Pilar,Corma, Avelino. "Zr-MOF-808 as Catalyst for Amide Esterification". supporting information. p. 4588 - 4598. Retrieved 2020/12/25.
• 2、 Pandey, Ganesh,Koley, Suvajit,Talukdar, Ranadeep,Sahani, Pramod Kumar. "Cross-Dehydrogenating Coupling of Aldehydes with Amines/R-OTBS Ethers by Visible-Light Photoredox Catalysis: Synthesis of Amides, Esters, and Ureas". supporting information. p. 5861 - 5865. Retrieved 2018/09/21.