Basic information
- CAS
3195-24-2- Standard SMILES
C=CCC(CC=C)(C(=O)OCC)C(=O)OCC- InChIKey
LYUUVYQGUMRKOV-UHFFFAOYSA-N- Molecular formula
- C13H20O4
- Average molar mass
- 240.29 g/mol
- Monoisotopic mass
- 240.13615912
Overview
Diethyl diallylmalonate is a fatty acid ester.
Names & identifiers
- Preferred name
- Diethyl diallylmalonate
- IUPAC
- diethyl 2,2-bis(prop-2-enyl)propanedioate
- English name
- Diethyl diallylmalonate
- Molecular formula
- C13H20O4
- Molecular weight
- 240.3
Names & synonyms
Diethyl diallylmalonate3195-24-2NSC-46842NSC-30683W2RBW7YAY9DTXSID00185785RefChem:587207DTXCID40108276221-696-4Diethyl 2,2-diallylmalonateDiallylmalonic acid diethyl esterdiethyl 2,2-bis(prop-2-enyl)propanedioate
Show more names
diethyldiallylmalonatValproic Acid Impurity 19Diethyl diallylmalonate 98%Diethyl Diallylmalonate >DIETHYL DI-2-PROPENYLMALONATEdienepropyldiacidiethyl esterDiethyl-2-allyl-2-butenylmalonate
DIETHYLDIALLYLMALONATEMFCD00009126Malonic acid, diallyl-, diethyl esterSCHEMBL283884Diethyl 2,2-diallylpropanedioateLYUUVYQGUMRKOV-UHFFFAOYSA-NSC46842Propanedioic acid, di-2-propenyl-, diethyl ester
Database identifiers
- CAS
3195-24-2- PubChem CID
- 76664
- DTXSID
DTXSID00185785- ChEBI
CHEBI:188661- UNII
- W2RBW7YAY9
- EC Number
- 221-696-4
- Nikkaji
- J151.156D
Properties
Computed structural properties
- XLogP
- 2.9
- Topological polar surface area
- 52.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 10
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 264
Physicochemical properties
- Boiling point
- 128 · 128-130 °C/12 mmHg (lit.)
- Density
- 0.994 g/mL · 0.994 g/mL at 25 °C (lit.)
- vapor pressure
- 4.266 Pa · 4.266Pa at 25℃
- refractive index
- 20 · n20/D 1.446(lit.)
- Flash point
- 230 °F · >230 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform, DMSO, Methanol
- form
- Oil
- color
- Clear Colourless
- Water Solubility
- Sparingly Soluble in water. (0.72 g/L) (25°C)
- BRN
- 1790529 · 1790529
- InChI
- 1S/C13H20O4/c1-5-9-13(10-6-2,11(14)16-7-3)12(15)17-8-4/h5-6H,1-2,7-10H2,3-4H3
- InChIKey
- LYUUVYQGUMRKOV-UHFFFAOYSA-N
- SMILES
- CCOC(=O)C(CC=C)(CC=C)C(=O)OCC
- LogP
- 3.46 · 3.46
- CAS DataBase Reference
- 3195 · 3195-24-2(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
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-37/39
- WGK Germany
- 3 · 3
- HS Code
- 2917198090 · 2917198090
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
- REACH Registrations
- Inactive
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 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Propanedioic acid, di-2-propenyl-, diethyl ester
Status: Cease Manufacture Update: 13-09-2011 https://echa.europa.eu/registration-dossier/-/registered-dossier/6504
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to human health
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- hs_code
- 2917198090
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-37/39
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- REACH Registrations
- Inactive
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
UsesDiethyl diallylmalonate is the starting material for enantioselective synthesis of carbocyclic nucleoside analogues. It is also used as Low catalyst loading in ring-closing metathesis reaction. Cationic nickel (with monodentate phosphoramidites and Wilkes azaphospholene as ligands) catalyzed cycloisomerisation of diethyl diallylmalonate has been reported.
General DescriptionLow catalyst loading in ring-closing metathesis reaction of diethyl diallylmalonate has been reported. Cationic nickel (with monodentate phosphoramidites and Wilke′s azaphospholene as ligands) catalyzed cycloisomerisation of diethyl diallylmalonate has been reported.
Upstream & downstream products
Downstream products
Suppliers82 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
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Additional notes
DefinitionChEBI: Diethyl diallylmalonate is a fatty acid ester.
Related reactions
4 records
Compound notes
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