4-Chloronicotinic acid

Base Information

• Chemical Name: 4-Chloronicotinic acid
• CAS No.: 10177-29-4
• Molecular Formula: C6H4ClNO2
• Molecular Weight: 157.556
• Hs Code.: 29333990
• European Community (EC) Number: 628-434-1
• DSSTox Substance ID: DTXSID00355921
• Nikkaji Number: J1.252.678D
• Wikidata: Q72455622
• Mol file: 10177-29-4.mol

Synonyms:4-Chloronicotinic acid;10177-29-4;4-Chloropyridine-3-carboxylic acid;4-Chloro-3-pyridinecarboxylic acid;4-Chloronicotinicacid;3-PYRIDINECARBOXYLIC ACID, 4-CHLORO-;MFCD00128860;4-chloro-nicotinic acid;SCHEMBL7533;AF-399/40245588;DTXSID00355921;IMRGVWZLCZERSQ-UHFFFAOYSA-N;BCP21827;CS-D1685;4-chloro-pyridine-3-carboxylic acid;BBL100488;STL554282;AKOS000320190;AB03598;AC-6145;AS-5394;SY006770;4-Chloropyridine-3-carboxylic acid, 96%;AM20050619;FT-0600804;EN300-78482;A19534;W-204425;4-Chloronicotinic acid 4-Chloropyridine-3-carboxylic acid

Chemical Property of 4-Chloronicotinic acid

Chemical Property:

• Appearance/Colour: yellow powder
• Vapor Pressure: 0.000454mmHg at 25°C
• Melting Point: 139-143 °C
• Refractive Index: 1.59
• Boiling Point: 301.9 °C at 760 mmHg
• PKA: 0.78±0.25(Predicted)
• Flash Point: 136.4 °C
• PSA: 50.19000
• Density: 1.47 g/cm³
• LogP: 1.43320
• Storage Temp.: Keep Cold
• Solubility.: Soluble in organic solvents at 20 deg C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 156.9930561
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

4-ChloronicotinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC(=C1Cl)C(=O)O
• Uses: 4-Chloronicotinic Acid is a building block used in a synthesis of benzocanthinones via tributyltin hydride radical induced cyclization. It is also used in a synthesis of heterocyclic analogues of xanthone. Building block used in a synthesis of benzocanthinones via tributyltin hydride radical induced cyclization. Also used in a synthesis of heterocyclic analogues of xanthone.

Technology Process of 4-Chloronicotinic acid

There total 15 articles about 4-Chloronicotinic acid 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: 96.0%

4-Chloropyridine (626-61-9) + carbon dioxide (124-38-9,18923-20-1) → 4-chloronicotinic acid (10177-29-4)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; 1.) -78 deg C, 20 min, 2.) 18 h;

DOI:10.1021/jo00107a004

Reference yield: 75.0%

lithium; 4-chloro-nicotinate → 4-chloronicotinic acid (10177-29-4)

Guidance literature:

With Amberlyst(R) IR-200; In methanol; at 20 ℃; for 0.25h;

DOI:10.1016/S0040-4020(02)00673-7

Reference yield: 73.0%

→ 4-chloronicotinic acid (10177-29-4)

Guidance literature:

upstream raw materials:

4-hydroxynicotinic acid

4-Chloropyridine

carbon dioxide

4-chloro-3-methylpyridine

Downstream raw materials:

methyl 4-chloronicotinate

tert-butyl 4-chloronicotinate

ethyl 3-hydroxyfuro<3,2-c>pyridine-2-carboxylate

5,10-Dihydro-11H-pyrido<4,3-b>-1,5-benzodiazepin-11-one

Refernces

• 1、 Lazaar, Jalal,Rebstock, Anne-Sophie,Mongin, Florence,Godard, Alain,Trécourt, Fran?ois,Marsais, Francis,Quéguiner, Guy. "Directed lithiation of unprotected pyridinecarboxylic acids: Syntheses of halo derivatives". . p. 6723 - 6728. Retrieved 2002.
• 2、 Pratihar, Sanjay. "Electrophilicity and nucleophilicity of commonly used aldehydes". . p. 5781 - 5788. Retrieved 2014/07/22.
• 3、 -. "TRICYCLIC PYRAZOL AMINE DERIVATIVES". Page/Page column 123-124. . Retrieved 2011/06/16.