39265-95-7

Basic information

• Product Name: Methyl 3,3-diacetylpropanoate
• Synonyms: Methyl 3,3-diacetylpropanoate;Methyl 3-acetyl-4-oxopentanoate;3-Acetyl-4-oxopentanoic acid methyl ester
• CAS NO: 39265-95-7
• Molecular Formula: C₈H₁₂O₄
• Molecular Weight: 172.18
• Mol File: 39265-95-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: 41-43 °C
• Boiling Point: 270 °C
• Flash Point: 116 °C
• Appearance: /
• Density: 1.085
• Vapor Pressure: 0.007mmHg at 25°C
• Refractive Index: 1.429
• CAS DataBase Reference: Methyl 3,3-diacetylpropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3,3-diacetylpropanoate(39265-95-7)
• EPA Substance Registry System: Methyl 3,3-diacetylpropanoate(39265-95-7)

Safety Data

• Hazardous Substances Data: 39265-95-7(Hazardous Substances Data)

Usage

General Description

Methyl 3,3-diacetylpropanoate, also known as Methyl diacetyltartrate, is a chemical compound with the molecular formula C8H12O5. It is typically in the form of a white or off-white crystalline powder. This chemical is used as an intermediate in organic synthesis. It is less prevalent in usage compared to its counterparts and is often procured for research purposes or specialized applications. The handling and usage of methyl 3,3-diacetylpropanoate should always adhere to standard safety procedures as specified in its Material Safety Data Sheet.

InChI:InChI=1/C8H12O4/c1-5(9)7(6(2)10)4-8(11)12-3/h7H,4H2,1-3H3

Upstream product

• 105-36-2 ethyl bromoacetate 
• 123-54-6 acetylacetone 
• 96-34-4 methyl chloroacetate 
• 96-32-2 bromoacetic acid methyl ester 
• 15435-71-9 sodium acetoacetonate 

Downstream Products

• 32710-89-7 (3,5-dimethyl-1-phenyl-1H-pyrazol-4-yl)-acetic acid methyl ester 
• 130693-48-0 4-(2'-chloroethyl)-1,6,8-triethyl-1,2,3,5,7,8'-hexamethyl-ac-biladiene dihydrobromide 
• 130693-51-5 1-(2'-chloroethyl)-4,6,8-triethyl-1',2,3,5,7,8'-hexamethyl-ac-biladiene dihydrobromide 
• 130693-50-4 8-(2-chloroethyl)-1,4,6-triethyl-1',2,3,5,7,8'-hexamethyl-ac-biladiene dihydrobromide 
• 17484-82-1 benzyl 5-dimethylamido-3,4'-dimethyl-4,3'-bis(2'-methoxycarbonylethyl)-pyrromethane-5'-carboxylate 
• 66365-74-0 benzyl 3,4'-bis(2-methoxycarbonylethyl)-3'-methoxycarbonylmethyl-4-methylpyrromethane-5'-carboxylate 
• 74839-17-1 t-butyl 5'-benzyloxycarbonyl-3,4'-bis(2-methoxycarbonylethyl)-3'-methoxycarbonylmethyl-4-methylpyrromethane-5-carboxylate 
• 50622-67-8 5-acetoxymethyl-3-(2-methoxycarbonyl-ethyl)-4-methoxycarbonylmethyl-pyrrole-2-carboxylic acid benzyl ester 
• 50622-64-5 benzyl 3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethyl-5-methylpyrrole-2-carboxylate 
• 992-36-9 dibenzyl 3,3'-bis(2-methoxycarbonylethyl)-4,4'-dimethyl-2,2'-pyrromethane-5,5'-dicarboxylate 
• 31837-62-4 benzyl 4-<(methoxycarbonyl)methyl>-3,5-dimethylpyrrole-2-carboxylate 
• 6277-50-5 methyl 3-methylene-4-oxopentanoate 

Relevant articles and documents

Application of Rh-catalyzed cyclization for the construction of three consecutive chiral carbons in 4,9-dimethylspiro[4.4]nonane-2,7-dione

Asymmetric cyclization using Rh-complexes has been applied to the synthesis of 4,9-dimethylspiro[4.4]nonane-2,7-diones. The spiro[4.4]nonane skeleton bearing three consecutive chiral carbons could be stepwisely constructed from an identical starting material by the combination of a cationic Rh[(S)-BINAP]ClO4 and a neutral RhCl(PPh3)3. The relationship between the stereochemistry of the spirodiketones and the Rh-complex was also discussed. (C) 2000 Elsevier Science Ltd.

Application of Rh-catalyzed cyclization to the formation of a chiral quaternary carbon

Rh-Catalyzed cyclization was applied to the formation of a chiral quaternary carbon. It has become clear that the Rh-complex can discriminate between isopropenyl and 2-isopentenyl (or isopentyl) substituents, and the cyclization afforded 3,3,4-trisubstituted cyclopentanones with a chiral quaternary carbon in a stereoselective manner. The cyclization of 4-pentenals 6a, b by an achiral neutral Rh(PPh3)3Cl afforded 3,3,4-cis-trisubstituted cyclopentanones (±)-7a, b in 86-96%, and the cyclization by a cationic Rh[(R)-BINAP]ClO4 afforded 3,3,4-trans-trisubstituted cyelopentanones (-)-8a, b of 82-86% ee in 88-98% yields. The mechanism of stereoselection by Rh-complexes is also discussed.

Synthetic and Biosynthetic Studies of Porphyrins. Part 8. Synthese of Hepta-, Hexa-, and penta-carboxylic Porphyrins Related to Urophorphin-I

The title porphyrins of interest as abnormal metabolits in porphyrins biosynthesis, have been synthesized by the Fischer, and b-oxobilane routes, and compared with the naturally derived materials.Enzymic experiments have shown that the conversion of uropo