ACETOACETIC-o-TOLUIDIDE

PRODUCT IDENTIFICATION
CAS NO. 93-68-5

EINECS NO. 202-267-0
FORMULA CH3COCH2CONHC6H4CH3
MOL WT. 191.23
H.S. CODE

2924.29

TOXICITY

Oral rat LD50: 1600 mg/kg

SYNONYMS 2'-Methylacetoacetanilide; AAOT; Acetoacet-o-Toluidine;
N-(2-methylphenyl)-3-oxo-Butanamide; N-Acetoacetyl-ortho-toluidine; 2'-Methylacetoacetanilide; 2-Acetoacetylaminotoluene; 2'-Methylacetoacetanilid (German); 2'-metilacetoacetanilida (Spanish); 2'-methylacétoacétanilide (French);
DERIVATION  

CLASSIFICATION

ACETOACETIC ACID DERIVATIVES /

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE white to off white powder
MELTING POINT

103 C

BOILING POINT Decomposes
SPECIFIC GRAVITY

1.062

SOLUBILITY IN WATER Slightly
AUTOIGNITION 516 C
NFPA RATINGS Health: 2 ; Flammability: 1; Reactivity: 0

REFRACTIVE INDEX

 

FLASH POINT 143 C
STABILITY Stable under normal temperatures and 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.

AAOT is used in manufacturing agricultural chemicals, coating materials, dyes and pigments, pharmaceuticals, co-promoters for polymers. Anilide is a amide in which one or more hydrogens are replaced by phenyl; having the C6H5NH2-group.

SALES SPECIFICATION

APPEARANCE

White to off white powder

PURITY (G.C.)

99.0% min

MELTING POINT

103 C min

MOISTURE

0.2% max

IRON

0.5ppm max

TRANSPORTATION
PACKING 25kgs in bag
HAZARD CLASS  
UN NO.  
OTHER INFORMATION
Hazard Symbols: XN, Risk Phrases: 22, Safety Phrases: 24/25-28A-37-45