ACETOACETYL-4-CHLOROANILIDE

PRODUCT IDENTIFICATION
CAS NO 101-92-8

ACETOACETYL-4-CHLOROANILIDE

EINECS NO. 202-989-6
FORMULA CH3COCH2CONHC6H4Cl
MOL WT. 211.65
H.S. CODE 2924.29
TOXICITY

SYNONYMS Acetoacet-p-chloranilide; 4'-Chloroacetoacetanilide;
N-Acetoacetyl-4-chloroaniline; 3-Oxo-N-(4-chlorophenylbutanamide); Acetoacet-p-chloroanilide; N-(4-chlorophenyl)-3-oxo-Butaneamide; N-(4-Chlorophenyl)acetoacetamide; p-Acetoacetochloranilide; AAPCA; p-Chloroacetoacetanilide; 4'-Chloracetoacetanilid (German); 4'-cloroacetoacetanilida (Spanish); 4'-chloroacétoacétanilide (French);
SMILES

CLASSIFICATION

ACETOACETIC ACID DERIVATIVES /

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE white crystalline powder
MELTING POINT

131 - 134 C

BOILING POINT

SPECIFIC GRAVITY 1.192
SOLUBILITY IN WATER Insoluble
pH
VAPOR DENSITY

AUTOIGNITION

460 C

NFPA RATINGS

 Health: 1; Flammability: 0; Reactivity: 0

REFRACTIVE INDEX

 

FLASH POINT

176 C

STABILITY Stable under ordinary conditions

APPLICATIONS
Acetoacetic acid derivatives with heterocycles have versatile applications including making agrochemicals, dyes, pigments, pharmaceuticals including vitamins, and stabilizers for PVC and polyester. They are used as solvents for fragrances. Acetoacetic acid and its esters contain active methylene groups which have relatively acidic alpha-protons due to H atoms adjacent to two carbonyl groups. The reactivity of its methylene group provide the sequence of reactions of alkylation, hydrolysis of the esters and decarboxylation resulting in substituted ketones. The methylene group can be reacted to form amino-carbonyl compounds. Acetoacetates are important aliphatic parts adjoining azo dyes and pigments. Acetoacetic acid is unstable and decompose to acetone and carbon dioxide at room temperature. Aacetoacetate is one of ketone bodies which are the end-products of rapid or excessive fatty acid breakdown in the human body.

Acetoacetates have a reactive hydrogen atom on the carbon alpha to both carbonyl groups. It undergoes Knoevenagel condensation reaction as a reactant to forms a large class of target products including amino acids, drugs, colorants, lacquers, perfumes, and plastics. Alone, it is used as a flavoring agent and a solvent. Knoevenagel condensation is a nucleophilic addition of a reactive hydrogen atom at 1,3-diketone compounds to a carbonyl group, followed by an dehydration reaction. 1,3-Diketone compounds (beta-ketones) include malonic acid, diethyl malonate, Meldrum's acid, and acetoacetic acid derivatives.
SALES SPECIFICATION

APPEARANCE

 white crystalline powder
ASSAY 99.0% min
VOLATILES

0.3% max

INSOLUBLES IN ALKALI 0.1% max
TRANSPORTATION
PACKING 25kgs in bag
HAZARD CLASS Not regulated
UN NO.
OTHER INFORMATION
Diketene derivativesa (mainly cetoacetic acid derivatives and heterocycles) have versatile applications including making agrochemicals, dyes, pigments, pharmaceuticals including vitamins, and stabilizers for PVC and polyester.