Benzyl Acetoacetate

CAS: 5396-89-4

Ref. 3D-FB60052

Product Information

• Name: Benzyl Acetoacetate
• Synonyms: Acetoacetic Acid Benzyl Ester, 3-Oxobutanoic acid benzyl ester, 3-Oxobutanoic acid phenylmethyl ester, 3-Oxobutyric acid benzyl ester, Benzyl 3-Oxobutanoate, Benzyl 3-oxobutyrate, Benzyl acetylacetate, Benzyl-2-oxobutanoate, Butanoic acid, 3-oxo-, phenylmethyl ester, NSC 4391, Phenylmethyl 3-oxobutanoate

Description

Benzyl acetoacetate is a benzyl derivative that can be synthesized from acetoacetic acid and hydrogen chloride. It has been shown to have anti-inflammatory properties and to inhibit the production of pro-inflammatory mediators, such as tumor necrosis factor alpha (TNF-α), in human macrophages. Benzyl acetoacetate also inhibits the production of nitric oxide by inhibiting the enzyme nitric oxide synthase. The fluorescence properties of this compound are influenced by its hydrogen bonding with neighboring molecules, which can be studied using kinetic measurements. The intramolecular hydrogen bond between the carbon atom at C5 and hydroxyl group at C3 generates a vibration frequency of 456 nm, which is observed in both fluorescence and nmr spectra. The reaction mechanism for benzyl acetoacetate is through an elimination reaction. This compound can be synthesized by reacting benzoic acid with carbon disulphide in acidic conditions or by

• Brand: Biosynth

Chemical properties

• Molecular weight: 192.21 g/mol
• Formula: C₁₁H₁₂O₃
• Purity: Min. 95%
• InChI: InChI=1S/C11H12O3/c1-9(12)7-11(13)14-8-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3
• InChI key: InChIKey=WOFAGNLBCJWEOE-UHFFFAOYSA-N
• SMILES: CC(=O)CC(=O)OCc1ccccc1