4-Chloronicotinaldehyde

Base Information

• Chemical Name: 4-Chloronicotinaldehyde
• CAS No.: 114077-82-6
• Molecular Formula: C6H4ClNO
• Molecular Weight: 141.557
• Hs Code.: 2933399090
• European Community (EC) Number: 807-907-8
• DSSTox Substance ID: DTXSID70554984
• Nikkaji Number: J1.174.303J
• Wikidata: Q72458479
• Mol file: 114077-82-6.mol

Synonyms:114077-82-6;4-Chloronicotinaldehyde;4-Chloropyridine-3-carboxaldehyde;4-chloropyridine-3-carbaldehyde;4-Chloro-3-pyridinecarboxaldehyde;4-Chloro-3-formylpyridine;3-PYRIDINECARBOXALDEHYDE, 4-CHLORO-;4-Chloro-pyridine-3-carbaldehyde;MFCD04112523;4chloro-3-formyl-pyridine;4-Chloro-3-formyl-pyridine;4-chloro-3-pyridine aldehyde;SCHEMBL844320;4-Chloro-3-pyridinecarbaldehyde;4-chloro-3-pyridincarboxaldehyde;DTXSID70554984;DYRMBQRXOMOMNW-UHFFFAOYSA-N;4-chloro-3-pyridine carboxaldehyde;AKOS006228525;AB17590;AC-4415;AM802948;AS-41560;SY004413;CS-0018845;4-chloropyridine-3-carboxaldehyde, AldrichCPR;EN300-78481;W-204829;Z1198164100;5-CHLORO-2-HYDROXY-3-(2-METHYLPROP-1-EN-1-YL)BENZOIC ACID

Chemical Property of 4-Chloronicotinaldehyde

Chemical Property:

• Vapor Pressure: 0.072mmHg at 25°C
• Refractive Index: 1.593
• Boiling Point: 228.753 °C at 760 mmHg
• PKA: 1.89±0.10(Predicted)
• Flash Point: 92.147 °C
• PSA: 29.96000
• Density: 1.332 g/cm³
• LogP: 1.54750
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 140.9981414
• Heavy Atom Count: 9
• Complexity: 107

Purity/Quality:

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

4-Chloropyridine-3-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC(=C1Cl)C=O

Technology Process of 4-Chloronicotinaldehyde

There total 12 articles about 4-Chloronicotinaldehyde 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: 86.0%

4-Chloropyridine (626-61-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-chloronicotinaldehyde (114077-82-6)

Guidance literature:

4-Chloropyridine; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h;

N,N-dimethyl-formamide; In tetrahydrofuran; at 20 ℃;

Reference yield: 80.0%

→ 4-chloronicotinaldehyde (114077-82-6)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield: 73.0%

4-Chloropyridine (626-61-9) + formic acid ethyl ester (109-94-4) → 4-chloronicotinaldehyde (114077-82-6)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -60 - 0 ℃; for 0.75h;

4-Chloropyridine; In tetrahydrofuran; hexane; at -90 - -60 ℃;

formic acid ethyl ester; With water; more than 3 stages;

upstream raw materials:

4-Chloropyridine

formic acid ethyl ester

N,N-dimethyl-formamide

N-Formylpiperidine

Downstream raw materials:

4-hydroxypyridine-3-carboxaldehyde

4-{[4-(methylsulfanyl)phenyl]sulfanyl}nicotinaldehyde

4-chloronicotinic acid

4-chloro-pyridine-3-carbaldehyde oxime

Refernces

• 1、 Albanese, Domenico,Penso, Michele,Zenoni, Maurizio. "A practical synthesis of 4-chloro-3-(hydroxymethyl)pyridine by regioselective one-pot lithiation/formylation/reduction of 4-chloropyridine". . p. 1294 - 1296. Retrieved 1999.
• 2、 -. "A 3 - aldehyde -4 - chloro pyridine green preparation method". Paragraph 0027-0032. . Retrieved 2019/03/25.
• 3、 -. "NOVEL PYRAZOLE DERIVATIVE AS ALK5 INHIBITOR AND USES THEREOF". Paragraph 0075; 0077. . Retrieved 2019/05/16.