Butanoyl chloride, 2-oxo-

Base Information

• Chemical Name: Butanoyl chloride, 2-oxo-
• CAS No.: 17118-74-0
• Molecular Formula: C4H5ClO2
• Molecular Weight: 120.535
• DSSTox Substance ID: DTXSID30451561
• Nikkaji Number: J1.312.364K
• Wikidata: Q82271637
• Mol file: 17118-74-0.mol

Synonyms:2-oxobutanoyl Chloride;Butanoyl chloride, 2-oxo-;17118-74-0;ethyloxalyl chloride;Aethyloxalylchlorid;ClCOCOEt;SCHEMBL114486;DTXSID30451561;GUGQQGROXHPINL-UHFFFAOYSA-N;STR00114;AKOS037655866

Chemical Property of Butanoyl chloride, 2-oxo-

Chemical Property:

• Boiling Point: 158.5±23.0 °C(Predicted)
• PSA: 34.14000
• Density: 1.203±0.06 g/cm3(Predicted)
• LogP: 0.73090
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 119.9978071
• Heavy Atom Count: 7
• Complexity: 97.9

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)C(=O)Cl

Technology Process of Butanoyl chloride, 2-oxo-

There total 2 articles about Butanoyl chloride, 2-oxo- 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: 32.0%

2-Oxobutyric acid (600-18-0) + Dichloromethyl methyl ether (4885-02-3) → Methyl formate (107-31-3) + ethyl oxalylchloride (17118-74-0)

Guidance literature:

at 25 - 50 ℃;

DOI:10.15227/orgsyn.061.0001

Reference yield:

2-Oxobutyric acid (600-18-0) → ethyl oxalylchloride (17118-74-0)

Guidance literature:

With Dichloromethyl methyl ether;

DOI:10.1055/s-1975-23691

Reference yield: 100.0%

ethyl oxalylchloride (17118-74-0) + 4-chloro-aniline (106-47-8) → 2-((4-chlorophenyl)-amino)-2-oxoacetic acid (17738-71-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1021/acs.joc.1c02425

upstream raw materials:

2-Oxobutyric acid

Dichloromethyl methyl ether

Downstream raw materials:

2S,5S,6R-2-ethyl-4,5-dimethyl-2-hydroxy-6-phenyl-morpholin-3-one

2-Oxo-butyric acid (1S,2R,4R)-1-(hydroxy-diphenyl-methyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

2-oxo-N-(phenylmethyl)butanamide

1-[(1S,5R,7R)-10,10-Dimethyl-2-oxo-3-(toluene-4-sulfonyl)-3,4-diaza-tricyclo[5.2.1.0^1,5]dec-4-yl]-butane-1,2-dione

Refernces

• 1、 Ottenheijm,H.C.J.,De Man,J.H.M.. "-". . p. 163 - 164. Retrieved 1975.
• 2、 Hatano, Miyuki,Nishimura, Takahiro. "Hydroxoiridium/Chiral Diene Complexes as Effective Catalysts for Asymmetric Annulation of α-Oxo- and Iminocarboxamides with 1,3-Dienes". supporting information. p. 10949 - 10952. Retrieved 2015/09/15.
• 3、 Ma, Baode,Miao, Tingting,Sun, Yihua,He, Yanmei,Liu, Ji,Feng, Yu,Chen, Hui,Fan, Qing-Hua. "A new class of tunable dendritic diphosphine ligands: Synthesis and applications in the Ru-catalyzed asymmetric hydrogenation of functionalized ketones". supporting information. p. 9969 - 9978. Retrieved 2014/08/18.