Diethyl malonate（CAS 105-53-3）：分子式 C7H12O4、分子量 160.07 g/mol。
| CAS号 | 105-53-3 |
|---|---|
| 分子式 | C7H12O4 |
| 分子量 | 160.07 g/mol |
| 熔点 | -50 °C |
| 沸点 | 200 °C |
| LogP | 1 |
| 应用领域 | Uses: CIR ingredient: Diethyl Malonate、Used to make barbiturates and pigments and as a flavoring、[Hawley] Used to make agrochemicals and industrial chemicals、[eChemPortal: SIDSUNEP]、Dimethyl and diethyl malonates are widely used for the production of vitamins、pharmaceuticals、agrochemicals、fragrances、and dyes.、Manufacture of barbiturates.、Table: Reported uses (ppm): [Table#8510]、Diethyl malonate was used to investigate Knoevenagel condensation reactions in microreactor using zeolite catalysts obtained by grafting amino groups onto NaX and CsNaX zeolites. It may be used in the synthesis of diethyl benzylidenemalonate by base catalyzed Knoevenagel condensation with benzaldehyde. It may be used in the synthesis of a-aryl malonates、Table: Concentration in final product (%) [Table#8511]、Use Classification: Fragrance Ingredients、Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes、Flavoring Agents -> JECFA Flavorings Index、Industry Uses: Processing aids not otherwise specified、Chemical reaction regulator、Flavoring and nutrient、Intermediate、Fragrance、Consumer Uses: Chemical reaction regulator、Household Products: Information on 37 consumer products that contain Diethyl Malonate in the following categories is provided:、• Auto Products、• Commercial、Institutional、• Inside the Home、Methods of Manufacturing: By passing hydrogen chloride into cyanoacetic acid dissolved in absolute alcohol with subsequent distillation.、Carbon Monoxide Process. According to this process、dimethyl、diethyl、and diisopropyl malonates are produced by a dicobalt octacarbonyl-catalyzed reaction of chloroacetates (methyl、ethyl、or isopropyl) with carbon monoxide in the presence of the appropriate alcohol. In the case of diethyl malonate the reaction is conducted at around 100 °C and 18 bar at pH 5.7. Ethyl acetate is formed as a major byproduct. After completion of the reaction、sodium chloride and catalyst are separated. The alcohol and the low-boiling components are distilled off and the nonconverted chloroacetate recovered by distillation. The crude ethyl malonate obtained is purified by redistillation.、Reacting chloroacetic acid to cyanoacetic acid using sodium cyanide and subsequent saponification、malonic acid if finally esterified by azeotropic distillation with ethanol in benzene.、Impurities: In some cases、the use of conventional GC、FTIR technique is limited due to its lower detectability to micro-components in organic mixtues in comparison to GC、MS. In this paper、an integration of LG、GC using retention gap technique with partially concurrent solvent evaporation、as a efficient chromatographic system for sample preconcentration and preseparation、was coupled into FTIR system in order to overcome the detectability problems of GC、FTIR analysis. The applicability of the on-line LG-GC、FTIR method is demonstrated by analysis of the isomers of divinylbenzene in purified diethyl malonate under conditions of hexane、dichloromethane (85:15) used as mobile phase in LC、solvent evaporation temperature of 75 degrees C and inlet pressure of 0.20MPa etc.、U.S. Production: 2023: 7、000、000 - <8、500、000 lb、2022: 8、000 - <10、2021: 8、2020: 8、Non-confidential 2016 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: Diethyl malonate:、Table: National Aggregate Production Volume (pounds) [Table#8509]、General Manufacturing Information: All Other Basic Organic Chemical Manufacturing、Food、beverage、and tobacco product manufacturing、Miscellaneous Manufacturing、All Other Chemical Product and Preparation Manufacturing、Adhesive Manufacturing、Not Known or Reasonably Ascertainable、Transportation Equipment Manufacturing、Soap、Cleaning Compound、and Toilet Preparation Manufacturing、Propanedioic acid、1、3-diethyl ester: ACTIVE、Diethyl malonate is diethyl ester of malonic acid. Acylation of diethyl malonate using magnesium chloride and triethylamine is reported. K2CO3-catalyzed 1、4-addition reaction of diethyl malonate with various substituted 1、2-allenic ketones yields polyfunctionalized beta、gamma-unsaturated enones. |
登记用途：Uses: CIR ingredient: Diethyl Malonate、Used to make barbiturates and pigments and as a flavoring、[Hawley] Used to make agrochemicals and industrial chemicals、[eChemPortal: SIDSUNEP]、Dimethyl and diethyl malonates are widely used for the production of vitamins、pharmaceuticals、agrochemicals、fragrances、and dyes.、Manufacture of barbiturates.、Table: Reported uses (ppm): [Table#8510]、Diethyl malonate was used to investigate Knoevenagel condensation reactions in microreactor using zeolite catalysts obtained by grafting amino groups onto NaX and CsNaX zeolites. It may be used in the synthesis of diethyl benzylidenemalonate by base catalyzed Knoevenagel condensation with benzaldehyde. It may be used in the synthesis of a-aryl malonates、Table: Concentration in final product (%) [Table#8511]、Use Classification: Fragrance Ingredients、Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes、Flavoring Agents -> JECFA Flavorings Index、Industry Uses: Processing aids not otherwise specified、Chemical reaction regulator、Flavoring and nutrient、Intermediate、Fragrance、Consumer Uses: Chemical reaction regulator、Household Products: Information on 37 consumer products that contain Diethyl Malonate in the following categories is provided:、• Auto Products、• Commercial、Institutional、• Inside the Home、Methods of Manufacturing: By passing hydrogen chloride into cyanoacetic acid dissolved in absolute alcohol with subsequent distillation.、Carbon Monoxide Process. According to this process、dimethyl、diethyl、and diisopropyl malonates are produced by a dicobalt octacarbonyl-catalyzed reaction of chloroacetates (methyl、ethyl、or isopropyl) with carbon monoxide in the presence of the appropriate alcohol. In the case of diethyl malonate the reaction is conducted at around 100 °C and 18 bar at pH 5.7. Ethyl acetate is formed as a major byproduct. After completion of the reaction、sodium chloride and catalyst are separated. The alcohol and the low-boiling components are distilled off and the nonconverted chloroacetate recovered by distillation. The crude ethyl malonate obtained is purified by redistillation.、Reacting chloroacetic acid to cyanoacetic acid using sodium cyanide and subsequent saponification、malonic acid if finally esterified by azeotropic distillation with ethanol in benzene.、Impurities: In some cases、the use of conventional GC、FTIR technique is limited due to its lower detectability to micro-components in organic mixtues in comparison to GC、MS. In this paper、an integration of LG、GC using retention gap technique with partially concurrent solvent evaporation、as a efficient chromatographic system for sample preconcentration and preseparation、was coupled into FTIR system in order to overcome the detectability problems of GC、FTIR analysis. The applicability of the on-line LG-GC、FTIR method is demonstrated by analysis of the isomers of divinylbenzene in purified diethyl malonate under conditions of hexane、dichloromethane (85:15) used as mobile phase in LC、solvent evaporation temperature of 75 degrees C and inlet pressure of 0.20MPa etc.、U.S. Production: 2023: 7、000、000 - <8、500、000 lb、2022: 8、000 - <10、2021: 8、2020: 8、Non-confidential 2016 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: Diethyl malonate:、Table: National Aggregate Production Volume (pounds) [Table#8509]、General Manufacturing Information: All Other Basic Organic Chemical Manufacturing、Food、beverage、and tobacco product manufacturing、Miscellaneous Manufacturing、All Other Chemical Product and Preparation Manufacturing、Adhesive Manufacturing、Not Known or Reasonably Ascertainable、Transportation Equipment Manufacturing、Soap、Cleaning Compound、and Toilet Preparation Manufacturing、Propanedioic acid、1、3-diethyl ester: ACTIVE、Diethyl malonate is diethyl ester of malonic acid. Acylation of diethyl malonate using magnesium chloride and triethylamine is reported. K2CO3-catalyzed 1、4-addition reaction of diethyl malonate with various substituted 1、2-allenic ketones yields polyfunctionalized beta、gamma-unsaturated enones.。
Diethyl malonate 是一种化工化合物，登记 CAS 号为 105-53-3，分子式 C7H12O4（分子量 160.07 g/mol）。
登记 CAS 号：105-53-3
其分子式 C7H12O4 由 7 个碳、12 个氢、4 个氧 组成。
别名/同义词：Diethyl malonate · Ethyl malonate
Diethyl malonate 的 CAS 登记号为 105-53-3。
分子式 C7H12O4，分子量 160.07 g/mol。
别名/同义词：Diethyl malonate、Ethyl malonate。
登记用途：Uses: CIR ingredient: Diethyl Malonate、Used to make barbiturates and pigments and as a flavoring、[Hawley] Used to make agrochemicals and industrial chemicals、[eChemPortal: SIDSUNEP]、Dimethyl and diethyl malonates are widely used for the production of vitamins、pharmaceuticals、agrochemicals、fragrances、and dyes.、Manufacture of barbiturates.、Table: Reported uses (ppm): [Table#8510]、Diethyl malonate was used to investigate Knoevenagel condensation reactions in microreactor using zeolite catalysts obtained by grafting amino groups onto NaX and CsNaX zeolites. It may be used in the synthesis of diethyl benzylidenemalonate by base catalyzed Knoevenagel condensation with benzaldehyde. It may be used in the synthesis of a-aryl malonates、Table: Concentration in final product (%) [Table#8511]、Use Classification: Fragrance Ingredients、Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes、Flavoring Agents -> JECFA Flavorings Index、Industry Uses: Processing aids not otherwise specified、Chemical reaction regulator、Flavoring and nutrient、Intermediate、Fragrance、Consumer Uses: Chemical reaction regulator、Household Products: Information on 37 consumer products that contain Diethyl Malonate in the following categories is provided:、• Auto Products、• Commercial、Institutional、• Inside the Home、Methods of Manufacturing: By passing hydrogen chloride into cyanoacetic acid dissolved in absolute alcohol with subsequent distillation.、Carbon Monoxide Process. According to this process、dimethyl、diethyl、and diisopropyl malonates are produced by a dicobalt octacarbonyl-catalyzed reaction of chloroacetates (methyl、ethyl、or isopropyl) with carbon monoxide in the presence of the appropriate alcohol. In the case of diethyl malonate the reaction is conducted at around 100 °C and 18 bar at pH 5.7. Ethyl acetate is formed as a major byproduct. After completion of the reaction、sodium chloride and catalyst are separated. The alcohol and the low-boiling components are distilled off and the nonconverted chloroacetate recovered by distillation. The crude ethyl malonate obtained is purified by redistillation.、Reacting chloroacetic acid to cyanoacetic acid using sodium cyanide and subsequent saponification、malonic acid if finally esterified by azeotropic distillation with ethanol in benzene.、Impurities: In some cases、the use of conventional GC、FTIR technique is limited due to its lower detectability to micro-components in organic mixtues in comparison to GC、MS. In this paper、an integration of LG、GC using retention gap technique with partially concurrent solvent evaporation、as a efficient chromatographic system for sample preconcentration and preseparation、was coupled into FTIR system in order to overcome the detectability problems of GC、FTIR analysis. The applicability of the on-line LG-GC、FTIR method is demonstrated by analysis of the isomers of divinylbenzene in purified diethyl malonate under conditions of hexane、dichloromethane (85:15) used as mobile phase in LC、solvent evaporation temperature of 75 degrees C and inlet pressure of 0.20MPa etc.、U.S. Production: 2023: 7、000、000 - <8、500、000 lb、2022: 8、000 - <10、2021: 8、2020: 8、Non-confidential 2016 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: Diethyl malonate:、Table: National Aggregate Production Volume (pounds) [Table#8509]、General Manufacturing Information: All Other Basic Organic Chemical Manufacturing、Food、beverage、and tobacco product manufacturing、Miscellaneous Manufacturing、All Other Chemical Product and Preparation Manufacturing、Adhesive Manufacturing、Not Known or Reasonably Ascertainable、Transportation Equipment Manufacturing、Soap、Cleaning Compound、and Toilet Preparation Manufacturing、Propanedioic acid、1、3-diethyl ester: ACTIVE、Diethyl malonate is diethyl ester of malonic acid. Acylation of diethyl malonate using magnesium chloride and triethylamine is reported. K2CO3-catalyzed 1、4-addition reaction of diethyl malonate with various substituted 1、2-allenic ketones yields polyfunctionalized beta、gamma-unsaturated enones.。
Diethyl malonate（CAS 105-53-3）的独立参考数据，整理自公开化学数据库。
| CAS Registry Number | 105-53-3 |
|---|---|
| PubChem CID | 7761 |
| Molecular formula | C7H12O4 |
| Molecular weight | 160.07 g/mol |
| IUPAC name | diethyl propanedioate |
| InChIKey | IYXGSMUGOJNHAZ-UHFFFAOYSA-N |
| UNII (FDA) | 53A58PA183 |
| ChEBI ID | CHEBI:167785 |
| FEMA number | 2375 |
| JECFA number | 614 |
| Molecular Weight | 160.17 |
|---|---|
| XLogP3 | 1 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 6 |
| Exact Mass | 160.07355886 |
| Monoisotopic Mass | 160.07355886 |
| Topological Polar Surface Area | 52.6 |
| Heavy Atom Count | 11 |
| Boiling Point | 200 °C |
|---|---|
| Boiling Point | 199.00 to 200.00 °C. @ 760.00 mm Hg |
| Boiling Point | 199 °C |
| Boiling Point | 199-200 °C |
| Boiling Point | 198.9 °C @760 [mm Hg] |
| Melting Point | -50 °C |
| Melting Point | -49.8 °C |
| Flash Point | 200 °F (93 °C) (open cup) |
| Flash Point | 85 °C c.c. |
| Solubility | In water, 20 g/L at 20 °C |
DIETHYL MALONATE; 105-53-3; Diethyl propanedioate; Ethyl malonate; Malonic ester; Propanedioic acid, diethyl ester; Carbethoxyacetic ester; Malonic acid, diethyl ester; Dicarbethoxymethane; 1,3-diethyl propanedioate; Ethyl propanedioate; Ethyl methanedicarboxylate; Methanedicarboxylic acid, diethyl ester; FEMA No. 2375; DTXSID7021863; Propanedioic acid, 1,3-diethyl ester
| Regulatory & Food Contact | EU Flavoring substances FDA Substance added to food: FLAVORING AGENT OR ADJUVANT Flavoring Agents FLAVOURING_AGENT: Flavouring Agent Apple Not evaluated |
|---|---|
| GHS notification summary | 2.7% (69 / 2532) |
| GHS notification summary | 2.7% (69 / 2532) |
|---|---|
| Reported hazard statements | H319 (96.9%), H227, H402 |
This chemical does not meet GHS hazard criteria for 2.7% (69 of 2532) of reports.
H319 (96.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
Diethyl malonate is identified by CAS 105-53-3, molecular formula C7H12O4 and molecular weight 160.07 g/mol. UNII 53A58PA183; ChEBI 167785; InChIKey IYXGSMUGOJNHAZ-UHFFFAOYSA-N. Boiling Point: 200 °C; Boiling Point: 199.00 to 200.00 °C. @ 760.00 mm Hg; Boiling Point: 199 °C.
数据来源：PubChem / Wikidata；与随货 COA 不一致时以 COA 为准。
English page: Diethyl malonate