3-Acetylbenzaldehyde

Base Information

• Chemical Name: 3-Acetylbenzaldehyde
• CAS No.: 41908-11-6
• Molecular Formula: C9H8O2
• Molecular Weight: 148.161
• Hs Code.: 2914400090
• DSSTox Substance ID: DTXSID50349178
• Nikkaji Number: J270.058A
• Wikidata: Q77381726
• Metabolomics Workbench ID: 112326
• Mol file: 41908-11-6.mol

Synonyms:3-acetylbenzaldehyde;41908-11-6;3-Formylacetophenone;m-formylacetophenone;3-acetyl-benzaldehyde;benzaldehyde, 3-acetyl-;3-Acetylbenzaldehyde, 95%;3'-FORMYLACETOPHENONE;1-(3-formylphenyl)-ethanone;SCHEMBL1482839;3-ACETYLBENZALDEHYDE 97;DTXSID50349178;3-ACETYLBENZALDEHYDE 97;BCP30297;CL9709;MFCD05865161;AKOS006222300;AS-57375;M-formylacetophenone;CS-0204479;FT-0763026

Chemical Property of 3-Acetylbenzaldehyde

Chemical Property:

• Vapor Pressure: 0.00583mmHg at 25°C
• Melting Point: 51-55oC(lit.)
• Boiling Point: 273.2oC at 760 mmHg
• Flash Point: >230 °F
• PSA: 34.14000
• Density: 1.117g/cm3
• LogP: 1.70170
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 148.052429494
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

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

3-Acetylbenzaldehyde 95% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 3-Acetylbenzaldehyde

There total 15 articles about 3-Acetylbenzaldehyde 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: 81.0%

3'-iodoacetophenone (14452-30-3) + carbon monoxide (201230-82-2) → 3-acetylbenzaldehyde (41908-11-6)

Guidance literature:

With rhodium(III) chloride trihydrate; hydrogen; triethylamine; triphenylphosphine; In N,N-dimethyl acetamide; at 90 ℃; for 12h; under 7500.75 Torr; Autoclave;

DOI:10.3762/bjoc.16.61

Reference yield: 80.0%

1-(3-(hydroxymethyl)phenyl)ethan-1-ol (1013027-15-0) → 3-(1'-hydroxyethyl)benzaldehyde (1313850-70-2) + 3-acetylbenzaldehyde (41908-11-6)

Guidance literature:

With ruthenium (III) chloride trihydrate; oxygen; N-cyclohexyl-cyclohexanamine; In tetrahydrofuran; at 20 ℃; for 96h;

DOI:10.1080/00397911.2011.555905

Reference yield: 76.0%

2,2-diethoxy acetic acid (20461-86-3) + 3'-Chloroacetophenone (99-02-5) → 3-acetylbenzaldehyde (41908-11-6)

Guidance literature:

With nickel(II) chloride hexahydrate; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; caesium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1002/anie.201610108

upstream raw materials:

m-bromobenzoic aldehyde

C₁₈H₁₇NO₂

1-[3-(bromomethyl)phenyl]ethan-1-one

1-(3-(azidomethyl) phenyl) ethanone

Downstream raw materials:

3-(benzofuran-2-carbonyl)benzaldehyde

trans-3-[3-(benzofuran-2-carbonyl)phenyl]acrylic acid tert-butyl ester

trans-3-[3-(benzofuran-2-carbonyl)phenyl]acrylic acid

trans-3-[3-(benzofuran-2-carbonyl)phenyl]-N-(tetrahydropyran-2-yloxy)acrylamide

Refernces

• 1、 Huang, He,Li, Xiangmin,Yu, Chenguang,Zhang, Yueteng,Mariano, Patrick S.,Wang, Wei. "Visible-Light-Promoted Nickel- and Organic-Dye-Cocatalyzed Formylation Reaction of Aryl Halides and Triflates and Vinyl Bromides with Diethoxyacetic Acid as a Formyl Equivalent". supporting information. p. 1500 - 1505. Retrieved 2017/02/05.
• 2、 Yu, Kaihui,Ye, Dongnai,Shu, Lei,Zhang, Shiyong,Hu, Qiaosheng,Liu, Liangxian. "RuCl 3-DCHA catalyst system: A selective aerobic oxidation of primary benzylic alcohols under mild conditions". experimental part. p. 2318 - 2326. Retrieved 2012/06/18.