13195-64-7

Basic information

• Product Name: Diisopropyl malonate
• Synonyms: Propanedioicacid,bis(1-methylethyl)ester;DIPM;DIISOPROPYL MALONATE;MALONIC ACID DIISOPROPYL ESTER;MALONIC ACID DIISOPROPYL ESTER 99%;DiisopropylMalonateC9H16O4;MOLONICACIDDIISO-PROPYLESTER;Malonic acid diisopropyl
• CAS NO: 13195-64-7
• Molecular Formula: C₉H₁₆O₄
• Molecular Weight: 188.22
• EINECS: 236-156-3
• Product Categories: API intermediates;C8 to C9;Carbonyl Compounds;Esters
• Mol File: 13195-64-7.mol
• Article Data: 15

Chemical Properties

• Melting Point: -51°C(lit.)
• Boiling Point: 93-95 °C12 mm Hg(lit.)
• Flash Point: 192 °F
• Appearance: clear liquid
• Density: 0.991 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.231mmHg at 25°C
• Refractive Index: n20/D 1.412(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 13.79±0.46(Predicted)
• CAS DataBase Reference: Diisopropyl malonate(CAS DataBase Reference)
• NIST Chemistry Reference: Diisopropyl malonate(13195-64-7)
• EPA Substance Registry System: Diisopropyl malonate(13195-64-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 13195-64-7(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless liquid

Uses

Different sources of media describe the Uses of 13195-64-7 differently. You can refer to the following data:
1. Diisopropyl Malonate is a disinfection byproduct of Isoprothiolane (I874300); a dithiolane pesticide commonly used in agriculture as a fungicide to control planthoppers and blast disease in rice plants.
2. Diisopropyl malonates may be used in the synthesis of :3-substituted coumarins2-carboisopropoxy-3-hydroxyquinoxaline-di-N-oxide2-carboisopropoxy-3-hydroxy-6-methoxylquinoxaline-di-N-oxide

InChI:InChI=1/C9H16O4/c1-6(2)12-8(10)5-9(11)13-7(3)4/h6-7H,5H2,1-4H3

Upstream product

• 67-63-0 isopropyl alcohol 
• 1663-67-8 malonoyl dichloride 
• 105-48-6 isopropyl chloroacetate 
• 75-26-3 isopropyl bromide 
• 105-53-3 diethyl malonate 
• 108-21-4 Isopropyl acetate 
• 35363-39-4 ethyl isopropyl carbonate 
• 64-17-5 ethanol 
• 372-09-8 cyanoacetic acid 
• 555-31-7 aluminum isopropoxide 
• 108-59-8 malonic acid dimethyl ester 
• 107-91-5 cyanoacetic acid amide 
• 27579-26-6 3-Isopropyloxy-2,2-dichloro-propionsaeure-isopropylester 
• 141-82-2 malonic acid 

Downstream Products

• 109572-58-9 2-(Benzoyloxy-phenyl-methylene)-malonic acid diisopropyl ester 
• 138478-21-4 N-benzoyl-3,4-diisopropyloxycarbonyl-2-pyrrolidone 
• 139692-26-5 isopropyl 4-(benzoylamino)-2,3-diisopropyloxycarbonylbutanoate 
• 138478-16-7 isopropyl 2-(benzoylamino)-4,4-diisopropyloxycarbonylbutanoate 
• 56766-77-9 i-propyl malonic half ester 
• 95359-81-2 diisopropyl 2-(phenylimino)malonate 
• 116476-54-1 Malonsaeure-bis-(2,5-dichlor-anilid) 
• 923019-99-2 isopropyl N-[4-(dimethylamino)phenyl]malonamate 
• 50685-96-6 N,N-Bis-(p-dimethylaminophenyl)-malonamid 
• 923019-97-0 isopropyl N-(4-nitrophenyl)malonamate 
• 1900-40-9 N,N'-bis(p-nitrophenyl)malonamide 
• 621-10-3 N,N'-diphenylmalonamide 
• 106109-53-9 iso-propyl 2-(phenylcarbamoyl)acetate 
• 106128-39-6 isopropyl N-(3,4-dichlorophenyl)malonamate 

Relevant articles and documents

Ball-Milling-Enabled Reactivity of Manganese Metal**

Efforts to generate organomanganese reagents under ball-milling conditions have led to the serendipitous discovery that manganese metal can mediate the reductive dimerization of arylidene malonates. The newly uncovered process has been optimized and its mechanism explored using CV measurements, radical trapping experiments, EPR spectroscopy, and solution control reactions. This unique reactivity can also be translated to solution whereupon pre-milling of the manganese is required.

Preparation method of malonic ester

The invention provides a preparation method of malonic ester. Malonic ester is obtained by using 70-80 wt% of cyanoacetic acid, hydrogen chloride-alcoholic solution and corresponding alcohol as raw materials, and is subjected to the process of esterification, dealcoholic water, alcoholysis esterification, dealcoholization, neutralization and distillation. The preparation method chooses the cyanoacetic acid of reasonable concentration, reduces the heat-sensitive reaction of distillation dehydration when obtaining high concentration cyanoacetic acid, and reduces the difficulty of dehydration ofthe cyanoacetic acid raw materials; the method is high in operability, reasonable and economy, reduces the discharge of three wastes greatly, and has good social benefit.

Transformation of amides into esters by the use of chlorotrimethylsilane

A mild transformation of various amides and imides into the corresponding esters and diesters in good yields by using chlorotrimethylsilane and alcohols at rt are described. Either primary, secondary, or tertiary amide or imide can be used in this transformation. Primary and secondary alcohols gave better yields than tertiary alcohols.