6-Acetylpyridine-2-carbaldehyde

Base Information

• Chemical Name: 6-Acetylpyridine-2-carbaldehyde
• CAS No.: 20857-21-0
• Molecular Formula: C₈H₇NO₂
• Molecular Weight: 149.149
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00596817
• Wikidata: Q82492172
• Mol file: 20857-21-0.mol

Synonyms:20857-21-0;6-acetylpyridine-2-carbaldehyde;6-acetyl-2-pyridinecarboxaldehyde;2-Pyridinecarboxaldehyde, 6-acetyl- (9CI);2-Pyridinecarboxaldehyde,6-acetyl-;6-acetyl-2-Pyridinecarbaldehyde;SCHEMBL9297728;DTXSID00596817;VBDAIIKYGFAYGD-UHFFFAOYSA-N;AKOS006304751;A814977

Chemical Property of 6-Acetylpyridine-2-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.00968mmHg at 25°C
• Refractive Index: 1.567
• Boiling Point: 264.5 °C at 760 mmHg
• PKA: 1.12±0.10(Predicted)
• Flash Point: 117.7 °C
• PSA: 47.03000
• Density: 1.185 g/cm³
• LogP: 1.09670
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 149.047678466
• Heavy Atom Count: 11
• Complexity: 168

Purity/Quality:

98%min ^*data from raw suppliers

6-ACETYLPYRIDINE-2-CARBALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=CC(=N1)C=O

Technology Process of 6-Acetylpyridine-2-carbaldehyde

There total 8 articles about 6-Acetylpyridine-2-carbaldehyde 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: 82.0%

6-(2-methyl-1,3-dioxolan-2-yl)-2-pyridinecarboxaldehyde (871366-24-4) → 6-acetyl-2-pyridinecarboxaldehyde (20857-21-0)

Guidance literature:

With hydrogenchloride; at 100 ℃; for 2h;

DOI:10.1016/j.bmc.2005.07.065

Reference yield:

2,6-Dibromopyridine (626-05-1) → 6-acetyl-2-pyridinecarboxaldehyde (20857-21-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / hexane; diethyl ether / 0.5 h / -78 °C

1.2: 76 percent / hexane; diethyl ether / 1 h / -78 - 20 °C

2.1: 79 percent / p-TsOH / H₂O; toluene / 4 h / 140 °C

3.1: n-butyllithium / hexane; diethyl ether / 0.5 h / -78 °C

3.2: 54 percent / hexane; diethyl ether / 1 h / -78 - 20 °C

4.1: 82 percent / hydrochloric acid / 2 h / 100 °C

With hydrogenchloride; n-butyllithium; toluene-4-sulfonic acid; In diethyl ether; hexane; water; toluene;

DOI:10.1016/j.bmc.2005.07.065

Reference yield:

2‐bromo‐6‐(2‐methyl‐1,3‐dioxolan‐2‐yl)pyridine (49669-14-9) → 6-acetyl-2-pyridinecarboxaldehyde (20857-21-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane; diethyl ether / 0.5 h / -78 °C

1.2: 54 percent / hexane; diethyl ether / 1 h / -78 - 20 °C

2.1: 82 percent / hydrochloric acid / 2 h / 100 °C

With hydrogenchloride; n-butyllithium; In diethyl ether; hexane;

DOI:10.1016/j.bmc.2005.07.065

upstream raw materials:

6-(2-methyl-1,3-dioxolan-2-yl)-2-pyridinecarboxaldehyde

2,6-Dibromopyridine

2‐bromo‐6‐(2‐methyl‐1,3‐dioxolan‐2‐yl)pyridine

1-(6-bromopyridin-2-yl)-ethanone

Downstream raw materials:

6-acetylpyridine-2-carboxylic acid

Refernces

• 1、 Budzikiewicz, H.,Hildebrand, U.,Ockels, W.,Reiche, M.,Taraz, K.. "Further Pyridine Derivatives Isolated from the Culture Medium of Pseudomonas putida - Genuine Metabolites or Artefacts?". . p. 516 - 520. Retrieved 2007/10/02.