benzyl (2E)-2-(hydroxyimino)-3-oxobutanoate

Base Information

• Chemical Name: benzyl (2E)-2-(hydroxyimino)-3-oxobutanoate
• CAS No.: 27331-98-2
• Molecular Formula: C11H11 N O4
• Molecular Weight: 221.213
• Mol file: 27331-98-2.mol

Synonyms:Butyricacid, 2,3-dioxo-, benzyl ester, 2-oxime (6CI,8CI);2-(Hydroxyimino)acetoacetate; NSC 90981

Chemical Property of benzyl (2E)-2-(hydroxyimino)-3-oxobutanoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 381.709°C at 760 mmHg
• Flash Point: 184.651°C
• Density: 1.206g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (2E)-2-(hydroxyimino)-3-oxobutanoate

There total 2 articles about benzyl (2E)-2-(hydroxyimino)-3-oxobutanoate 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: 89.0%

benzyl acetoacetate (5396-89-4) → benzyl (Z/E)-2-hydroxyimino-3-oxobutanoate (27331-98-2)

Guidance literature:

With acetic acid; sodium nitrite; In water; at 20 ℃; for 5.5h; Cooling with ice;

Reference yield:

→ benzyl (Z/E)-2-hydroxyimino-3-oxobutanoate (27331-98-2)

Guidance literature:

Benzylacetoacetat, HNO2;

Reference yield: 94.0%

benzyl (Z/E)-2-hydroxyimino-3-oxobutanoate (27331-98-2) + dimethyl sulfate (77-78-1) → benzyl 2-(methoxyimino)-3-oxobutanoate

Guidance literature:

With potassium carbonate; In acetone; at 0 - 20 ℃; for 5h;

DOI:10.1016/j.molcatb.2015.11.003

upstream raw materials:

benzyl acetoacetate

Downstream raw materials:

2-amino-acetoacetic acid benzyl ester

benzyl 5-methylpyrrole-2-carboxylate

Benzyl 3,5-dimethyl-4-hexylpyrrole-2-carboxylate

benzyl 4-ethyl-3,5-dimethylpyrrole-2-carboxylate

Refernces

• 1、 Kim, Danhee,Lim, Hee Nam. "An expedient synthesis of cyanoformates via DAST-mediated C–C bond cleavage of α-oximino-β-ketoesters". supporting information. . Retrieved 2021/05/10.
• 2、 Valizadeh,Shomali,Gholipour. "Nitrite ionic liquids (IL-ONO and [bmim]NO2) as effective nitrosonium sources for the synthesis of α-oximinoketones under mild heterogeneous conditions". experimental part. p. 163 - 166. Retrieved 2012/03/10.