2-Oxo-2-(thiophen-2-yl)acetaldehyde

Base Information

• Chemical Name: 2-Oxo-2-(thiophen-2-yl)acetaldehyde
• CAS No.: 138380-43-5
• Molecular Formula: C6H6O3S
• Molecular Weight: 158.178
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00930095
• Nikkaji Number: J1.087.845D
• Wikidata: Q82905308
• Mol file: 138380-43-5.mol

Synonyms:51445-63-7;2-oxo-2-(thiophen-2-yl)acetaldehyde;2-THIENYLGLYOXAL;2-oxo-2-thiophen-2-ylacetaldehyde;2-oxo-2-(2-thienyl)acetaldehyde;Ethenone, hydroxy-2-thienyl- (9CI);207735-99-7;glyoxyloylthiophene;2-Thiophenylglyoxal;2-thiopheneglyoxylaldehyde;Oxo(2-thienyl)acetaldehyde;Oxo(thiophen-2-yl)acetaldehyde;oxo-thiophen-2-yl-acetaldehyde;SCHEMBL3165195;DTXSID00930095;DBVGLIZLQMRBMY-UHFFFAOYSA-N;BCA44563;AKOS005136232;FT-0681277;EN300-1240771

Chemical Property of 2-Oxo-2-(thiophen-2-yl)acetaldehyde

Chemical Property:

• Vapor Pressure: 0.000282mmHg at 25°C
• Boiling Point: 309.1 °C at 760 mmHg
• Flash Point: 140.7 °C
• PSA: 71.61000
• LogP: 1.06540
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 139.99320054
• Heavy Atom Count: 9
• Complexity: 133

Purity/Quality:

98%min ^*data from raw suppliers

2,2-Dihydroxy-1-(thiophen-2-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Oxo-2-(thiophen-2-yl)acetaldehyde

There total 4 articles about 2-Oxo-2-(thiophen-2-yl)acetaldehyde 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: 85.0%

2-diazo-1-(thiophen-2-yl)ethanone (72676-21-2) → 2-thiopheneglyoxal monohydrate (138380-43-5)

Guidance literature:

With 3,3-dimethyldioxirane; In acetone; Ambient temperature;

DOI:10.1016/0040-4039(91)80792-5

Reference yield:

2-Acetylthiophene (88-15-3,97511-16-5) → 2-thiopheneglyoxal monohydrate (138380-43-5)

Guidance literature:

With iodine; In dimethyl sulfoxide; at 100 ℃;

DOI:10.1016/j.tet.2012.10.072

Reference yield:

2-Thiophenecarbonyl chloride (5271-67-0) → 2-thiopheneglyoxal monohydrate (138380-43-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent

2: 85 percent / dimethyl dioxirane / acetone / Ambient temperature

With 3,3-dimethyldioxirane; In acetone;

DOI:10.1016/0040-4039(91)80792-5

upstream raw materials:

2-diazo-1-(thiophen-2-yl)ethanone

2-Thiophenecarbonyl chloride

2-Acetylthiophene

oxo-thiophen-2-yl-acetaldehyde

Downstream raw materials:

2-Phenyl-5-(thiophen-2-yl)oxazole

Refernces

• 1、 Gao, Qing-He,Fei, Zhuan,Zhu, Yan-Ping,Lian, Mi,Jia, Feng-Cheng,Liu, Mei-Cai,She, Neng-Fang,Wu, An-Xin. "Metal-free dual sp3 C-H functionalization: I2- promoted domino oxidative cyclization to construct 2,5-disubstituted oxazoles". . p. 22 - 28. Retrieved 2013/01/15.
• 2、 Ihmels,Maggini,Prato,Scorrano. "Oxidation of diazo compounds by dimethyl dioxirane: An extremely mild and efficient method for the preparation of labile α-oxo-aldehydes". . p. 6215 - 6218. Retrieved 2007/10/02.