1,3-Diethyl 2-methylenepropanedioate

HCID 95118
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Basic information

CAS
3377-20-6
Standard SMILES
C=C(C(=O)OCC)C(=O)OCC
InChIKey
BQHDXNZNSPVVKB-UHFFFAOYSA-N
Molecular formula
C8H12O4
Average molar mass
172.18 g/mol
Monoisotopic mass
172.07355886

Names & identifiers

Preferred name
1,3-Diethyl 2-methylenepropanedioate
IUPAC
diethyl 2-methylidenepropanedioate
English name
diethyl methylidenemalonate
Molecular formula
C8H12O4
Molecular weight
172.18

Names & synonyms

3377-20-6Diethyl methylidenemalonateDTXSID901033182DEMMRefChem:587122DTXCID2013807601,3-Diethyl 2-methylenepropanedioatediethyl 2-methylenemalonateDiethyl methylenemalonatediethyl 2-methylidenepropanedioatePropanedioic acid, methylene-, diethyl esterMFCD01756915
Show more names
SKL217diethyl methylidenepropanedioateDiethyl ethylene-1,1-dicarboxylateMethylenemalonic acid diethyl esterMethylenepropanedioic acid diethyl ester
Diethyl 2-Methylenemalonate (Stabilized with TBC, >85%)Propanedioic acid, 2-methylene-, 1,3-diethyl esterEthyl methylenemalonate1,1-DicarbethoxyetheneMethylene diethylmalonateDiethyl2-methylenemalonateBRN 1723773Malonic acid, methylene-, diethyl ester

Database identifiers

CAS
3377-20-6
PubChem CID
95118
DTXSID
DTXSID901033182
ChEMBL
CHEMBL1985058
EC Number
815-045-9
Nikkaji
J121.398I

Properties

Computed structural properties

XLogP
1.5
Topological polar surface area
52.6 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
4
Rotatable bonds
6
Heavy atoms
12

Physicochemical properties

Melting point
135.5 · 135.5-136.5 °C(Solv: ethanol (64-17-5))
Boiling point
210 °C · 210 °C
Density
1.052 g/cm3 · 1.052 g/cm3(Temp: 25 °C)
storage temp.
-20 °C · Inert atmosphere,Store in freezer, under -20°C
solubility
Chloroform (Slightly), Dichloromethane (Slightly)
form
Oil

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H314 (95.7%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]；H317 (95.7%): May cause an allergic skin reaction [Warning Sensitization, Skin]；H318 (95.7%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

P260, P261, P264, P264+P265, P270, P272, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P333+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 23 reports by companies from 2 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 InformationPMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
Hazard Classes and CategoriesAcute Tox. 4 (100%)；Skin Corr. 1 (95.7%)；Skin Sens. 1 (95.7%)；Eye Dam. 1 (95.7%)

Regulatory information

Regulatory InformationPMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Safety data

tsca
TSCA listed
Toxicity
mouse,LD,intraperitoneal,> 500mg/kg (500mg/kg),"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 147, 1954.
Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H315-H319
Precautionary statements
P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationPropanedioic acid, 2-methylene-, 1,3-diethyl ester: ACTIVE

Applications

UsesDiethyl 2-methylenemalonate could be a used reagent for synthesizing donor-acceptor cyclobutanes via copper acetate or iron trichloride catalyzed [2+2] cycloaddition.g

Upstream & downstream products

Suppliers44 total

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
武汉布林科技有限公司3456065315 13260619011 · [email protected]

Related reactions

6 records
New reaction record

Compound notes

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