2,4-Dimethylnicotinaldehyde

Base Information

• Chemical Name: 2,4-Dimethylnicotinaldehyde
• CAS No.: 168072-32-0
• Molecular Formula: C8H9NO
• Molecular Weight: 135.166
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID20439873
• Wikidata: Q82255969
• Mol file: 168072-32-0.mol

Synonyms:2,4-DIMETHYLNICOTINALDEHYDE;168072-32-0;2,4-dimethylpyridine-3-carbaldehyde;3-PYRIDINECARBOXALDEHYDE,2,4-DIMETHYL-(9CI);3-PYRIDINECARBOXALDEHYDE,2,4-DIMETHYL-;SCHEMBL305898;DTXSID20439873;CRDOBBKBXSEULR-UHFFFAOYSA-N;2,4-dimethyl-3-pyridinecarbaldehyde;2,4-dimethyl-pyridine-3-carbaldehyde;3-pyridinecarbaldehyde,2,4-dimethyl-;AKOS006308149;AB63129;CS-0447896;FT-0646946;EN300-7562770;Z1198311053

Chemical Property of 2,4-Dimethylnicotinaldehyde

Chemical Property:

• Vapor Pressure: 0.0412mmHg at 25°C
• Refractive Index: 1.555
• Boiling Point: 238.9 °C at 760 mmHg
• Flash Point: 104.3 °C
• PSA: 29.96000
• Density: 1.065 g/cm³
• LogP: 1.51090
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 135.068413911
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

98%min ^*data from raw suppliers

2,4-Dimethylnicotinaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NC=C1)C)C=O

Technology Process of 2,4-Dimethylnicotinaldehyde

There total 3 articles about 2,4-Dimethylnicotinaldehyde 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:

(2,4-dimethylpyridin-3-yl)-methanol (194151-96-7) → 2,4-dimethyl-3-pyridinecarboxaldehyde (168072-32-0)

Guidance literature:

With manganese(IV) oxide; In chloroform; for 5h; Heating;

DOI:10.1248/cpb.42.1841

Reference yield:

ethyl 2,4-dimethylnicotinate (37669-78-6) → 2,4-dimethyl-3-pyridinecarboxaldehyde (168072-32-0)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

2: MnO₂ / CHCl₃ / 5 h / Heating

With manganese(IV) oxide; lithium aluminium tetrahydride; In tetrahydrofuran; chloroform;

DOI:10.1248/cpb.42.1841

Reference yield:

2,4-dimethyl-1,4-dihydro-pyridine-3-carboxylic acid ethyl ester (52199-37-8) → 2,4-dimethyl-3-pyridinecarboxaldehyde (168072-32-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1 N aq. (NH₄)2Ce(NO₃)6 / acetone / 0.33 h / 0 °C

2: LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

3: MnO₂ / CHCl₃ / 5 h / Heating

With manganese(IV) oxide; lithium aluminium tetrahydride; ammonium cerium(IV) nitrate; In tetrahydrofuran; chloroform; acetone;

DOI:10.1248/cpb.42.1841

upstream raw materials:

(2,4-dimethylpyridin-3-yl)-methanol

ethyl 2,4-dimethylnicotinate

2,4-dimethyl-1,4-dihydro-pyridine-3-carboxylic acid ethyl ester

Downstream raw materials:

[2'-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-biphenyl-4-yl]-(2,4-dimethyl-pyridin-3-yl)-methanol

4-chloro-N-{5-chloro-2-[(2,4-dimethyl-pyridin-3-yl)-hydroxy-methyl]-pyridin-3-yl}-N-methoxymethyl-3-trifluoromethyl-benzenesulfonamide

3-{Chloro-[2'-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-biphenyl-4-yl]-methyl}-2,4-dimethyl-pyridine

3-[2'-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-biphenyl-4-ylmethyl]-2,4-dimethyl-pyridine

Refernces

• 1、 Ueyama,Yanagisawa,Kawai,Sonegawa,Baba,Mochizuki,Kosakai,Tomiyama. "Nonpeptide angiotensin II receptor antagonists. I. Synthesis and biological activity of pyridine derivatives". . p. 1841 - 1849. Retrieved 2007/10/02.