39520-22-4

Basic information

• Product Name: Dimethyl butylmalonate
• Synonyms: DIMETHYL BUTYLMALONATE;Propanedioic acid,2-butyl-,1,3-dimethyl ester;Butylmalonic acid dimethyl ester;Pentane-1,1-dicarboxylic acid dimethyl ester;Butyl Methyl Malonate;Dimethyl 2-butylmalonate;Dimethyl butylmalote
• CAS NO: 39520-22-4
• Molecular Formula: C₉H₁₆O₄
• Molecular Weight: 188.22
• EINECS: 254-489-2
• Mol File: 39520-22-4.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 219.6 °C at 760 mmHg
• Flash Point: 97.3 °C
• Appearance: /
• Density: 1.02 g/cm³
• Vapor Pressure: 0.118mmHg at 25°C
• Refractive Index: 1.425
• PKA: 13.43±0.46(Predicted)
• CAS DataBase Reference: Dimethyl butylmalonate(CAS DataBase Reference)
• NIST Chemistry Reference: Dimethyl butylmalonate(39520-22-4)
• EPA Substance Registry System: Dimethyl butylmalonate(39520-22-4)

Safety Data

• Hazardous Substances Data: 39520-22-4(Hazardous Substances Data)

Usage

General Description

Dimethyl butylmalonate is a chemical compound with the molecular formula C9H16O4. It is classified as an ester, which is a type of organic compound formed by the reaction of an alcohol and an organic acid. Dimethyl butylmalonate is commonly used as a fragrance ingredient in various consumer products, such as perfumes, colognes, and other scented items. It has a fruity and floral aroma and is often included in cosmetic and personal care products for its pleasant scent. Additionally, it can be used as a flavoring agent in food and beverages. Overall, dimethyl butylmalonate is a versatile compound with a wide range of applications in the fragrance and flavor industry.

InChI:InChI=1/C9H16O4/c1-4-5-6-7(8(10)12-2)9(11)13-3/h7H,4-6H2,1-3H3

Upstream product

• 109-65-9 1-bromo-butane 
• 108-59-8 malonic acid dimethyl ester 
• 18795-83-0 dimethyl 2-butylidenemalonate 
• 67-56-1 methanol 
• 131190-04-0 α-diazo methyl 3-oxoheptanoate 
• 542-69-8 1-iodo-butane 
• 133-08-4 diethyl butylmalonate 

Downstream Products

• 20487-91-6 butyl-malonic acid bis-benzylamide 
• 134766-08-8 (3S,5S)-5-(4-Benzyloxy-phenoxymethyl)-3-butyl-dihydro-furan-2-one 
• 134766-09-9 (3R,5S)-5-(4-Benzyloxy-phenoxymethyl)-3-butyl-dihydro-furan-2-one 
• 122459-74-9 (3S,5S)-3-Butyl-5-[4-(5-octyloxy-pyrimidin-2-yl)-phenoxymethyl]-dihydro-furan-2-one 
• 122459-75-0 (3R,5S)-3-Butyl-5-[4-(5-octyloxy-pyrimidin-2-yl)-phenoxymethyl]-dihydro-furan-2-one 
• 110375-62-7 4-butyl-3,5-dioxo-2-phenyl-pyrazolidine-1-carboxylic acid anilide 
• 534-59-8 n-butylmalonic acid 
• 2612-26-2 2-butylpropane-1,3-diol 
• 4536-23-6 2-methylhexanoic acid 
• 106-70-7 methyl hexanoate 
• 6967-70-0 3-n-Butyl-2,4-dihydroxy-6-methyl-pyridin 
• 2210-63-1 mofebutazone 

Relevant articles and documents

Preparation of mono-substituted malonic acid half oxyesters (SMAHOs)

The use of mono-substituted malonic acid half oxyesters (SMAHOs) has been hampered by the sporadic references describing their preparation. An evaluation of different approaches has been achieved, allowing to define the best strategies to introduce diversity on both the malonic position and the ester function. A classical alkylation step of a malonate by an alkyl halide followed by a monosaponification gave access to reagents bearing different substituents at the malonic position, including functionalized derivatives. On the other hand, the development of a monoesterification step of a substituted malonic acid derivative proved to be the best entry for diversity at the ester function, rather than the use of an intermediate Meldrum acid. Both these transformations are characterized by their simplicity and efficiency, allowing a straightforward access to SMAHOs from cheap starting materials.

Synthesis of Enantiomerically Enriched 2-Hydroxymethylalkanoic Acids by Oxidative Desymmetrisation of Achiral 1,3-Diols Mediated by Acetobacter aceti

The stereoselective desymmetrisation of achiral 2-alkyl-1,3-diols is performed by oxidation of one of the two enantiotopic primary alcohol moieties by means of Acetobacter aceti MIM 2000/28 to afford the corresponding chiral 2-hydroxymethyl alkanoic acids (up to 94 % ee). The procedure, carried out in aqueous medium under mild conditions of pH, temperature and pressure, contributes to enlarge the portfolio of enzymatic oxidations available to organic chemists for the development of sustainable manufacturing processes.

Preparation of phosphinodipeptide analogs as building blocks for pseudopeptides synthesis

A simple and effective preparation of phosphinodipeptides, in good overall yields, has been developed. This one pot procedure, allowing the variation of the substituents in α and/or β position to the phosphorus atom and also in α position to the nitrogen atom, consists in the addition of alkyl hypophosphites to imines, followed by Michael-addition on acrylates. To show the value of phosphinodipeptides analogs 1 as synthetic intermediates, selective deprotections of the three functional groups are described.