Acetoacetate

Base Information

• Chemical Name: Acetoacetate
• CAS No.: 141-81-1
• Molecular Formula: C4H5 O3
• Molecular Weight: 101.082
• DSSTox Substance ID: DTXSID6040955
• Wikidata: Q21559339
• Mol file: 141-81-1.mol

Synonyms:3-ketobutyrate;3-oxobutyric acid;acetoacetate;acetoacetic acid;acetoacetic acid, calcium salt;acetoacetic acid, lithium salt;acetoacetic acid, sodium salt;oxobutyrate;sodium acetoacetate

Chemical Property of Acetoacetate

Chemical Property:

• Vapor Pressure: 0.015mmHg at 25°C
• Boiling Point: 237.7°Cat760mmHg
• Flash Point: 111.8°C
• PSA: 57.20000
• Density: g/cm³
• LogP: -1.28460
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 101.023869017
• Heavy Atom Count: 7
• Complexity: 89.6

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC(=O)[O-]

Technology Process of Acetoacetate

There total 10 articles about Acetoacetate 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:

2-butynoate → acetoacetic acid anion (141-81-1) + acetone (67-64-1)

Guidance literature:

With tautomerase superfamily N₁; In dimethylsulfoxide-d6; aq. phosphate buffer; for 18h; pH=8.0; Enzymatic reaction;

DOI:10.1021/acs.biochem.1c00220

Reference yield:

ethyl acetoacetate (141-97-9) → acetoacetic acid anion (141-81-1)

Guidance literature:

With ethylenediaminetetraacetic acid; porcine liver carboxylic ester hydrolase; water; In aq. phosphate buffer; at 37 ℃; for 0.00333333h; Enzymatic reaction;

Reference yield:

2-butynoate → acetoacetic acid anion (141-81-1)

Guidance literature:

With tautomerase superfamily N₂; In dimethylsulfoxide-d6; aq. phosphate buffer; for 18h; pH=8.0; Enzymatic reaction;

DOI:10.1021/acs.biochem.1c00220

upstream raw materials:

S-acetoacetyl coenzyme A

carbon dioxide

acetone

acetylcoenzyme A

Downstream raw materials:

acetone

Refernces

• 1、 Boyd, Jeffrey M.,Clark, Daniel D.,Kofoed, Melissa A.,Ensign, Scott A.. "Mechanism of inhibition of aliphatic epoxide carboxylation by the coenzyme M analog 2-bromoethanesulfonate". . p. 25232 - 25242. Retrieved 2010.
• 2、 Baas, Bert-Jan,Babbitt, Patricia C.,De Ruijter, Marieke,Erwin, Kaci,Johnson, William H.,Kaoud, Tamer S.,Lancaster, Emily B.,Levieux, Jake A.,Medellin, Brenda P.,Moreno, R. Yvette,Whitman, Christian P.,Zhang, Yan Jessie. "Kinetic and Structural Analysis of Two Linkers in the Tautomerase Superfamily: Analysis and Implications". . p. 1776 - 1786. Retrieved 2021.
• 3、 -. "Process for preparing hyperpolarized substrates and method for MRI". Page/Page column 29. . Retrieved 2017/08/01.