Name | N-benzylacetoacetamide |
Synonyms | AABA AAPCT ACETOACETBENZYLAMIDE BENZYLACETOACETAMIDE Acetoacet-benzylamine Acetoaceticbenzylamide N-BENZYLACETOACETAMIDE N-Acetoacetbenzylamine N-benzylacetoacetamide Pigment assistant YH160 N-benzyl-3-oxobutanamide N-ACETOACETYLBENZYLAMINE BENZYL ACETOACETIC AMIDE 3-oxo-n-(phenylmethyl)-butanamid N-Acetoacetylbenzylamine Benzyl Acetoacetic Amide Acetoacetobenzylamide AABA AAPCT |
CAS | 882-36-0 |
EINECS | 212-928-5 |
InChI | InChI=1/C11H13NO2/c1-9(13)7-11(14)12-8-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3,(H,12,14) |
Molecular Formula | C11H13NO2 |
Molar Mass | 191.23 |
Density | 1.093±0.06 g/cm3(Predicted) |
Melting Point | 103 °C |
Boling Point | 399.4±35.0 °C(Predicted) |
Flash Point | 174.4°C |
Solubility | Soluble in Acetone, Dichloromethane and Ethyl Acetate. |
Vapor Presure | 1.38E-06mmHg at 25°C |
Appearance | Powder |
Color | Light Yellow |
pKa | 7.90±0.50(Predicted) |
Storage Condition | Room Temprature |
Refractive Index | 1.522 |
MDL | MFCD00026260 |
Use | Mainly used to synthesize the coupling components of pigments and dyes. |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Introduction | acetoacetyl benzylamine can be used as a pharmaceutical synthesis intermediate, it is prepared by reacting with diketene; It can also be prepared by reacting 4-methyleneoxetan-2-one with benzylamine. |
Application examples | acetoacetyl benzylamine can be used to prepare the compound 1-acetyl-n-benzylcyclopentane formamide: acetoacetyl benzylamine (100.00g,522.93mmol) and K2CO3(216.50g,1568.79mmol) were suspended in DMF(1L) and added dropwise to the solution at room temperature, 4-dibromobutane (169.36g,784.4mmol) gave the reaction system. Then, the reaction system was stirred at room temperature overnight. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, and the resulting residue was diluted with water (500ml) and extracted with ethyl acetate (ML x 3), and then the organic phases were combined. Then, the combined organic phases were washed with saturated brine (500ml x 3), dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure, the obtained residue was then subjected to silica gel column chromatography (petroleum ether/ethyl acetate (v/v)= 69.50) to give the title compound as a white solid (54% g,). |
preparation | 4-methyleneoxetan-2-one (60.00g,713.69mmol) it was dissolved in DCM (91.76 ml), and then the solution was placed at 0 °c, to which benzylamine (856.43g, mmol) was added dropwise to give the reaction system. The reaction was transferred to room temperature and stirred overnight. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, and the obtained residue was slurried with a mixed solvent of petroleum ether and ethyl acetate (10/1(v/v),200ml) for 1 hour, and filtered, the filter cake was washed with a mixed solvent of petroleum ether and ethyl acetate (10/1(v/v), 136.38 ml) to give the title compound as a yellow solid (100% g,). |
purpose | is mainly used for the synthesis of pigments, dyes coupling components. |