5-Chloro-2-methoxynicotinaldehyde

Base Information

• Chemical Name: 5-Chloro-2-methoxynicotinaldehyde
• CAS No.: 103058-88-4
• Molecular Formula: C7H6 Cl N O2
• Molecular Weight: 171.58
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90544004
• Wikidata: Q82420977
• Mol file: 103058-88-4.mol

Synonyms:5-Chloro-2-methoxynicotinaldehyde;103058-88-4;5-chloro-2-methoxypyridine-3-carbaldehyde;MFCD08234955;3-Pyridinecarboxaldehyde, 5-chloro-2-methoxy-;SCHEMBL5784164;DTXSID90544004;RSSYYGNBUZYVAX-UHFFFAOYSA-N;AKOS006284022;SB55402;BS-26091;SY288288;5-chloro-2-methoxy-3-pyridinecarboxaldehyde;CS-0030094;5-Chloro-2-methoxynicotinaldehyde, AldrichCPR;E90114;EN300-2984730;Z1198176587

Chemical Property of 5-Chloro-2-methoxynicotinaldehyde

Chemical Property:

• Vapor Pressure: 0.017mmHg at 25°C
• Melting Point: 93-96 °C(Solv: hexane (110-54-3))
• Refractive Index: 1.569
• Boiling Point: 255.082°C at 760 mmHg
• PKA: -0.68±0.20(Predicted)
• Flash Point: 108.07°C
• PSA: 39.19000
• Density: 1.317g/cm³
• LogP: 1.55610
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 171.0087061
• Heavy Atom Count: 11
• Complexity: 142

Purity/Quality:

97% ^*data from raw suppliers

5-Chloro-2-methoxynicotinaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=N1)Cl)C=O

Technology Process of 5-Chloro-2-methoxynicotinaldehyde

There total 5 articles about 5-Chloro-2-methoxynicotinaldehyde 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: 63.0%

2-methoxynicotinaldehyde (71255-09-9) → 5-chloro-2-methoxypyridine-3-carboxaldehyde (103058-88-4)

Guidance literature:

With trichloroisocyanuric acid; brilliant green carbocation; In acetonitrile; at 20 ℃; for 2.5h; Reagent/catalyst; regioselective reaction; Catalytic behavior; Irradiation;

DOI:10.1021/acs.orglett.9b01414

Reference yield:

3-Bromo-5-chloro-2-methoxypyridine (102830-75-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-Bromo-2-methoxy-5-pyridinecarboxaldehyde (65873-73-6) + 5-chloro-2-methoxypyridine-3-carboxaldehyde (103058-88-4)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) ether, hexane, -70 deg C, 10 min, 2.) -55 to -70 deg C;;

Reference yield:

3-Bromo-5-chloro-2-methoxypyridine (102830-75-1) → 5-chloro-2-methoxypyridine-3-carboxaldehyde (103058-88-4)

Guidance literature:

upstream raw materials:

3-Bromo-5-chloro-2-methoxypyridine

N,N-dimethyl-formamide

2,5 dichloropyridine

5-chloro-2-methoxypyridine

Downstream raw materials:

(E)-3-(5-Chloro-2-methoxy-3-pyridinyl)-1-(4-chlorophenyl)-2-propen-1-one