18719-43-2

Basic information

• Product Name: DIETHYL (3-CHLOROPROPYL)MALONATE
• Synonyms: (3-Chloropropyl)malonic acid diethyl ester;Malonic acid, 3-chloropropyl-, diethyl ester;diethyl 2-(3-chloropropyl)Malonate;Propanedioic acid, (3-chloropropyl)-, diethyl ester;DIETHYL (3-CHLOROPROPYL)MALONATE
• CAS NO: 18719-43-2
• Molecular Formula: C₁₀H₁₇ClO₄
• Molecular Weight: 236.69
• EINECS: -0
• Product Categories: Pharmaceutical Intermediates;C10 to C11;Carbonyl Compounds;Esters
• Mol File: 18719-43-2.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 136 °C5 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.101 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0021mmHg at 25°C
• Refractive Index: n20/D 1.443(lit.)
• PKA: 12.66±0.59(Predicted)
• BRN: 1785711
• CAS DataBase Reference: DIETHYL (3-CHLOROPROPYL)MALONATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL (3-CHLOROPROPYL)MALONATE(18719-43-2)
• EPA Substance Registry System: DIETHYL (3-CHLOROPROPYL)MALONATE(18719-43-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 18719-43-2(Hazardous Substances Data)

Usage

General Description

DIETHYL (3-CHLOROPROPYL)MALONATE is a chemical compound with the formula C9H15ClO4. It is a clear, colorless liquid with a slightly sweet odor. DIETHYL (3-CHLOROPROPYL)MALONATE is commonly used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. It can be used as a reagent in the preparation of esters, ketones, and carboxylic acids. It is also used as a cross-linking agent in the production of polymers and as a precursor in the synthesis of insecticides. It is important to handle this chemical with caution, as it may cause irritation to the skin, eyes, and respiratory tract upon exposure. Overall, DIETHYL (3-CHLOROPROPYL)MALONATE is a versatile compound with a wide range of industrial and research applications.

InChI:InChI=1/C10H17ClO4/c1-3-14-9(12)8(6-5-7-11)10(13)15-4-2/h8H,3-7H2,1-2H3

Upstream product

• 109-70-6 1.3-chlorobromopropane 
• 105-53-3 diethyl malonate 
• 142-28-9 1,3-Dichloropropane 
• 6940-76-7 1-iodo-3-chloro-propane 

Downstream Products

• 1119-46-6 5-chloro-valeric acid 
• 3779-29-1 diethyl cyclobutane-1,1-dicarboxylate 
• 5610-45-7 4-(3-chloro-propyl)-2-phenyl-isoxazolidine-3,5-dione 
• 32821-60-6 diethyl ethyl(3-chloropropyl)malonate 
• 70236-03-2 DL-2-Chloroacetyl-tetrahydro-N-methyl-2H-1,2-oxazine-3-carboxamide 
• 70235-99-3 5,6-Dihydro-N-methyl-4H-1,2-oxazin-3-carboxamid 
• 70236-00-9 2-Chloracetyl-5,6-dihydro-N-methyl-1,2-oxazin-3-carboxamid 
• 205504-75-2 3-(4-methoxybenzenethio)-propylmalonic acid, diethyl ester 
• 651722-23-5 [3-[[6-[4-[(2-fluorophenyl)methoxy]-6-phenyl-2-pyrimidinyl]-2-naphthalenyl]oxy]propyl]propanedioic acid diethyl ester 
• 1246170-19-3 1-[4,4-bis(ethoxycarbonyl)butyl]-3-mesitylimidazol-3-ium chloride 
• 1312891-77-2 3-{2-[4-((E)-2-methoxycarbonylvinyl)benzylamino]ethyl}-1H-indole-2-carboxylic acid ethyl ester 
• 1312891-27-2 3-[2-(4-bromobenzylamino)ethyl]-1H-indole-2-carboxylic acid ethyl ester 
• 1312891-28-3 3-[2-(4-bromobenzyl-isopropyl-amino)ethyl]-1H-indole-2-carboxylic acid ethyl ester 
• 1356686-11-7 diethyl 2-((1R,4S)-4-(benzylcarbamoyl)cyclobut-2-enyl)-2-(3-chloropropyl)malonate 

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.

Intramolecular Schmidt reaction of acyl chlorides with alkyl azides: Preparation of pyrrolizine by intramolecular capture of intermediates with alkenes or alkynes

The preparation of substituted pyrrolizines through the Schmidt reaction of acyl chlorides with alkyl azides has been realized. Intramolecular capture of the isocyanate ion and N-acyliminium ion intermediates from the Schmidt process with alkene or alkyne

Creation through immobilization: A new family of high performance heterogeneous bifunctional iminophosphorane (BIMP) superbase organocatalysts

An immobilized chiral bifunctional iminophosphorane superbase organocatalyst has been developed and applied in a range of challenging enantioselective reactions. A unique feature of this novel catalytic system is that the final step creation of the iminophosphorane occurs at the point of immobilization. The utility of the immobilized catalyst system was demonstrated in the nitro-Mannich reaction of ketimines as well as the conjugate addition of high pKa 1,3-dicarbonyl pro-nucleophiles to nitrostyrene. Catalyst recycling was also demonstrated.