5-Acetylsalicylaldehyde

Base Information

• Chemical Name: 5-Acetylsalicylaldehyde
• CAS No.: 68840-08-4
• Molecular Formula: C9H8O3
• Molecular Weight: 164.161
• European Community (EC) Number: 272-438-2
• UNII: 24HF2E4ZAV
• DSSTox Substance ID: DTXSID40218945
• Nikkaji Number: J332.636E
• Wikidata: Q83095857
• Mol file: 68840-08-4.mol

Synonyms:5-Acetylsalicylaldehyde;5-acetyl-2-hydroxybenzaldehyde;68840-08-4;EINECS 272-438-2;5-acetyl salicylaldehyde;24HF2E4ZAV;SCHEMBL1527076;DTXSID40218945;JBZKDSMJNITUIW-UHFFFAOYSA-N;Benzaldehyde, 5-acetyl-2-hydroxy-

Chemical Property of 5-Acetylsalicylaldehyde

Chemical Property:

• Vapor Pressure: 0.000163mmHg at 25°C
• Refractive Index: 1.601
• Boiling Point: 321 °C at 760mmHg
• Flash Point: 162.2 °C
• PSA: 54.37000
• Density: 1.252 g/cm³
• LogP: 1.40730
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 164.047344113
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

98%Min ^*data from raw suppliers

5-Acetylsalicylaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 5-Acetylsalicylaldehyde

There total 8 articles about 5-Acetylsalicylaldehyde 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: 96.5%

5-acetyl-2-methoxybenzaldehyde (531-99-7) → 5-acetyl-2-hydroxy-benzaldehyde (68840-08-4)

Guidance literature:

With aluminium trichloride; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1055/s-1985-31435

Reference yield: 93.0%

2-acetoxybenzaldehyde (5663-67-2) → 5-acetyl-2-hydroxy-benzaldehyde (68840-08-4)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 25 ℃; for 10h; Reagent/catalyst; Temperature;

Reference yield: 69.0%

2-methyl-benzyl alcohol (89-95-2) + acetic anhydride (108-24-7) → 5-acetyl-2-hydroxy-benzaldehyde (68840-08-4)

Guidance literature:

With aluminium trichloride; In dichloromethane; for 24h; Heating;

DOI:10.1016/S0040-4020(02)00505-7

upstream raw materials:

5-acetyl-2-methoxybenzaldehyde

formaldehyd

4-Hydroxyacetophenone

2-methyl-benzyl alcohol

Downstream raw materials:

C₁₂H₁₄O₃

Refernces

• 1、 Julakanti, Satyanarayana Reddy,Patel, Manimala,Ponneri, Venkateswarlu. "Highly efficient synthesis of chalcones from poly carbonyl aromatic compounds using bf3-et2o via a regioselective condensation reaction". . p. 570 - 576. Retrieved 2016/06/09.
• 2、 Zhang, Zuhui,Pan, Chongfeng,Wang, Zhiyong. "Synthesis of chromanones: A novel palladium-catalyzed Wacker-type oxidative cyclization involving 1,5-hydride alkyl to palladium migration". . p. 4686 - 4688. Retrieved 2008/10/09.