Basic information
- CAS
759-65-9- Standard SMILES
CCOC(=O)C(=O)C(C)C(=O)OCC- InChIKey
OQOCQBJWOCRPQY-UHFFFAOYSA-N- Molecular formula
- C9H14O5
- Average molar mass
- 202.2 g/mol
- Monoisotopic mass
- 202.08412355
Overview
Diethyl 2-methyl-3-oxosuccinate is an ethyl ester, a diester, an alpha-ketoester and a beta-ketoester.
Names & identifiers
- Preferred name
- Butanedioic acid, 2-methyl-3-oxo-, 1,4-diethyl ester
- IUPAC
- diethyl 2-methyl-3-oxobutanedioate
- English name
- Diethyl oxalpropionate
- Molecular formula
- C9H14O5
- Molecular weight
- 202.2
Names & synonyms
Diethyl 2-methyl-3-oxosuccinate759-65-9diethyl 2-methyl-3-oxobutanedioateDiethyl methyloxobutanedioateButanedioic acid, methyloxo-, diethyl esterDiethyl 3-methyl-2-oxosuccinateEthyl alpha-ethoxalylpropionateDiethyl 2-methyloxosuccinateOxalacetic acid, methyl-, diethyl ester1,4-diethyl 2-methyl-3-oxobutanedioateButanedioic acid, 2-methyl-3-oxo-, 1,4-diethyl esterNSC 33946
Show more names
Diethyl oxalpropionateDIETHYL OXALOPROPIONATEDIETHYL 2-OXALPROPIONATEDIETHYL METHYLOXALACETATEETHYL 2-ETHOXALYLPROPIONATEDiethylMethyloxalacetate>HYL 2-METHYL-3-OXOSUCCINATE
Propanoic acid, 2-(ethoxyoxoacetyl)-, ethyl esterEINECS 212-071-7AI3-05834CHEBI:16879DTXSID50883562Oxalacetic acid, methyl-, diethyl ester (8CI)RefChem:570894DTXCID101023082
Database identifiers
- CAS
759-65-9- PubChem CID
- 97750
- DTXSID
DTXSID50883562- ChEBI
CHEBI:16879- EC Number
- 212-071-7
- Nikkaji
- J26.314A
Properties
Computed structural properties
- XLogP
- 1.3
- Topological polar surface area
- 69.7 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 7
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 233
Physicochemical properties
- Boiling point
- 138 °C/23 · 138 °C/23 mmHg (lit.)
- Density
- 1.073 g/mL · 1.073 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.432(lit.)
- Flash point
- 230 °F · >230 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), Hexane (Slightly), Methanol (Slightly)
- form
- Oil
- pka
- 9.3 · 9.30±0.46(Predicted)
- color
- Clear Colourless to Pale Yellow
- BRN
- 1783697 · 1783697
- InChI
- InChI=1S/C9H14O5/c1-4-13-8(11)6(3)7(10)9(12)14-5-2/h6H,4-5H2,1-3H3
- InChIKey
- OQOCQBJWOCRPQY-UHFFFAOYSA-N
- SMILES
- C(OCC)(=O)C(C)C(=O)C(OCC)=O
- CAS DataBase Reference
- 759 · 759-65-9(CAS DataBase Reference)
- EPA Substance Registry System
- Butanedioic acid, methyloxo-, diethyl ester (759-65-9)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319
- Precautionary statements
- 264 · P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
- PPE
- Eyeshields, Gloves
- Safety Statements
- 23 · 23-24/25
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- HS Code
- 2917198090 · 2917198090
- Storage Class
- 10 · 10 - Combustible liquids
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Butanedioic acid, methyloxo-, diethyl ester
Status: Active Update: 30-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25780
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 2917198090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 23-24/25
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H315-H319
- REACH Registrations
- Active
- Precautionary statements
- P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
General Manufacturing InformationButanedioic acid, 2-methyl-3-oxo-, 1,4-diethyl ester: ACTIVE
Applications
UsesReactant involved in:• ;Synthesis of anticancer and antiviral agents1• ;Oxidation by organohypervalent iodine reagent2• ;Synthesis of monomers for preparation of functional polyesters3• ;Synthesis of calpain inhibitors4• ;Preparation of human A2A receptor antagonists5• ;Structural studies of dihydropteroate synthase inhibitors6
UsesDiethyl Oxalopropionate is a useful precursor in the synthesis of 2-Methylcitric Acid (M265080); a metabolite of Citric Acid (C521000) that can also be formed from condensation of propionoyl-CoA and oxaloacetic acid catalyzed by a citrate synthase enzyme.
UsesReactant involved in:Synthesis of anticancer and antiviral agentsOxidation by organohypervalent iodine reagentSynthesis of monomers for preparation of functional polyestersSynthesis of calpain inhibitorsPreparation of human A2A receptor antagonistsStructural studies of dihydropteroate synthase inhibitors
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers75 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
Suzhou ARTK Medchem Co., Ltd.+86-18168183658 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
广东百科试剂有限公司13532366769 13686183698 · [email protected]
北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
Hangzhou Sage Chemical Co., Ltd.+86057186818502 13588463833 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
嘉兴市艾森化工有限公司0573-85285100 18627885956 · [email protected]
广东谦进化学试剂有限公司0751-2818792 13435114148 · [email protected]
湖北微斯汀科技有限公司027-61182895 13367240285 · [email protected]
玛雅试剂+86 (573) 82222445 (0)18006601000 452520369 · [email protected]
上海珂华生物科技有限公司021-60455363 18019463053 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
河南赢创生物科技有限公司15672878902 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
上海创焰化学科技有限公司021-11111111 11111111111 · [email protected]
上海鑫圭生物科技有限公司15121041756 · [email protected]
南京恰风和医药科技有限公司025-57018978 18251899859 · [email protected]
陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
天津荣燊化工有限公司18317763565; 18317763565 · [email protected]
上海一研生物科技有限公司021-69985186 13611928337 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
重庆奥舍生物化工有限公司023-63225655 13320248848 · [email protected]
九鼎化学（上海）科技有限公司4009209199 · [email protected]
嘉兴市德亿化工有限公司0573-85866609 13325730825 · [email protected]
安阳鸿蒙新材料有限公司19588588067 · [email protected]
艾吉析科技（上海）有限公司17721401538;17717235263 17721401538 · [email protected]
上海阿拉丁生化科技股份有限公司6206333 13167063860 · [email protected]
陕西缔都医药化工有限公司+86-29-81139210 +86-17392587031 · [email protected]
安阳鸿蒙新材料有限公司0372-19588588067 19588588067 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
上海麦克林生化科技股份有限公司50706066 15221275939 · [email protected]
上海颖心实验室设备有限公司021-021-59178156 15300768757 · [email protected]
山东西亚化学有限公司4009903999 13395398332 · [email protected]
成都同创源医药科技有限公司028-83379370 13880556291 · [email protected]
上海寺灵化学技术有限公司021-64149925 · [email protected]
广州市金华大化学试剂有限公司020-84383047 · [email protected]
Shanghai Acmec Biochemical Technology Co., Ltd.+86-18621343501 · [email protected]
毕升化学（上海）有限公司19852830193 19852830193 · [email protected]
江苏艾康生物医药研发有限公司025-66061636 19370895928 · [email protected]
宿州利元生物医药科技有限公司15556287180 15556287180
厦门盈融达化工有限公司+86-0592-6210733 · [email protected]
济南尚博医药股份有限公司0531-61320525 15866703830 · [email protected]
天津希恩思生化科技有限公司400-6387771-6039 18920764717 · [email protected]
Additional notes
DefinitionChEBI: Diethyl 2-methyl-3-oxosuccinate is an alpha-ketoester, a beta-ketoester, an ethyl ester and a diester.
Related reactions
6 records
Compound notes
Loading…