Basic information
- CAS
1071-46-1- Standard SMILES
CCOC(=O)CC(=O)O- InChIKey
HGINADPHJQTSKN-UHFFFAOYSA-N- Molecular formula
- C5H8O4
- Average molar mass
- 132.11 g/mol
- Monoisotopic mass
- 132.04225873
Names & identifiers
- Preferred name
- Monoethyl malonate
- IUPAC
- 3-ethoxy-3-oxopropanoic acid
- English name
- Ethyl hydrogen malonate
- Molecular formula
- C5H8O4
- Molecular weight
- 132.11
Names & synonyms
Ethyl hydrogen malonate1071-46-1Monoethyl malonateE7Y7DZ2K8WDTXSID10147915RefChem:596216DTXCID9070406213-992-73-ethoxy-3-oxopropanoic acidmonoethyl malonic acidmono-Ethyl malonateDescarboxyl Febuxostat
Show more names
3-ethoxy-3-oxopropanoate3-ethoxy-3-oxapropanoic aciden maLBROP-001hydrogen maLEthyl hydrogen malonMalonic acid 1-ethyl
(Ethoxycarbonyl)acetic acid3-ethoxy-3-oxo-propanoic acidMonoethyl hydrogen malonatemalonic acid monoethyl esterMFCD00020490malonic acid monoethylester2-(ethoxycarbonyl)acetic acidPropanedioic acid, monoethyl ester
Database identifiers
- CAS
1071-46-1- PubChem CID
- 70615
- DTXSID
DTXSID10147915- ChEBI
CHEBI:193957- UNII
- E7Y7DZ2K8W
- EC Number
- 213-992-7
- Nikkaji
- J21.761A
Properties
Computed structural properties
- XLogP
- 0.3
- Topological polar surface area
- 63.6 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 118
Experimental & physicochemical properties
Melting Point47 - 50 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- -13 °C · -13°C(lit.)
- Boiling point
- 106.5 °C/3 · 106.5 °C/3 mmHg (lit.)
- Density
- 1.119 g/mL · 1.119 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.435(lit.)
- Flash point
- 230 °F · >230 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Sparingly)
- pka
- 1 · pK1:3.55 (25°C)
- form
- Liquid
- color
- Pale yellow
- Water Solubility
- Miscible with water, chloroform and other solvents.
- BRN
- 1758845 · 1758845
- InChI
- InChI=1S/C5H8O4/c1-2-9-5(8)3-4(6)7/h2-3H2,1H3,(H,6,7)
- InChIKey
- HGINADPHJQTSKN-UHFFFAOYSA-N
- SMILES
- C(OCC)(=O)CC(O)=O
- CAS DataBase Reference
- 1071 · 1071-46-1(CAS DataBase Reference)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36
- WGK Germany
- 3 · 3
- HS Code
- 29171900 · 29171900
- Storage Class
- 10 · 10 - Combustible liquids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (98%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract 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 49 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory InformationStatus: Active Update: 27-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21101
Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (98%)
Regulatory information
Regulatory InformationStatus: Active Update: 27-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21101
Safety data
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- hs_code
- 29171900
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Storage Class
- 10 - Combustible liquids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- REACH Registrations
- Active
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
UsesEthyl hydrogen malonate is used as a reactant for the preparation of tetramic acids through Dieckmann ring closure and organocatalytic decarboxylative Doebner-Knoevenagel reactions. It is involved in the acylation reactions and Knoevenagel condensation with aldehydes. It is also used in the preparation of gamma-lactones from olefins by intermolecular carbolactonization in presence of Mn(III) acetate as a catalyst.
UsesEthyl Hydrogen Malonate has been shown to impair brain mitochondrial succinate and malate transport. It is also found in the extract of Hericum erinaceus mushroom which shows antitumor effects in tumo r-bearing mice.
Upstream & downstream products
Downstream products
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
韶远科技（上海）有限公司021-50795510 4000665055 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
北京华威锐科化工有限公司0757-86329057 18934348241 · [email protected]
阿法埃莎（中国）化学有限公司400-6106006 · [email protected]
上海德默医药科技有限公司400-021-7337 2355568890 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
上海相辉医药科技有限公司13761987713 · [email protected]
上海景颜化工科技有限公司13817811078 · [email protected]
嘉兴市艾森化工有限公司0573-85285100 18627885956 · [email protected]
上海攀鸿化工科技有限公司021-56491756 13512199871 · [email protected]
常州琦诺生物科技有限公司0519-0519-83812535 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
天津佶品佳化工科技有限公司18622448868 · [email protected]
南京维奥化工有限公司Please Send Email 18652950785 · [email protected]
百盛HK进出口有限公司+86-18068513926
河南多贝化工有限公司0370-2785118 17550508557 · [email protected]
苏州思变化学技术有限公司0512-65617459 18915409046 · [email protected]
赛默飞世尔科技（中国）有限公司800-810-5118 · [email protected]
南京诺利斯医药科技有限公司13901585132 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
越林试剂021-62960152 · [email protected]
无锡中坤生化科技有限公司+86 0510-85629785
上海汇凯化学科技有限公司021-61995394 18916691159 · [email protected]
HBCChem, Inc.+1-510-219-6317 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
美岚实业（上海）有限公司021-58958189 · [email protected]
天津奥立非医药技术有限公司18202662021 18522876413 · [email protected]
成都零六生物科技有限公司400-1166-196 13458535857 · [email protected]
上海御略医药科技有限公司021-60345187 13671753212 · [email protected]
上海马氏化学科技有限公司19916721580 · [email protected]
上海鑫圭生物科技有限公司15121041756 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
上海有朋化工有限公司021-69005955 13701776567 · [email protected]
北京海力扬化学科技有限公司13718199399 · [email protected]
北京欣赛维化学科技有限公司010-56218822 13717722232 · [email protected]
四川海诺威科技有限公司13708085536 13708085536 · [email protected]
江苏艾康生物医药研发有限公司025-66028182 17714375163 · [email protected]
上海拓目化工有限公司13391076197 · [email protected]
上海凯赛化工有限公司021-33516722 13701817765 · [email protected]
Additional notes
DefinitionChEBI: Monoethyl malonic acid is a dicarboxylic acid.
Related reactions
159 records
Compound notes
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