4-Methyl hydrogen 2-methylenesuccinate

HCID 81791

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Basic information

CAS: 26248-95-3
Standard SMILES: C=C(CC(=O)OC)C(=O)O
InChIKey: OIYTYGOUZOARSH-UHFFFAOYSA-N
Molecular formula: C6H8O4
Average molar mass: 144.12 g/mol
Monoisotopic mass: 144.04225873

Names & identifiers

Preferred name: 4-Methyl hydrogen 2-methylenesuccinate
IUPAC: 4-methoxy-2-methylidene-4-oxobutanoic acid
English name: Itaconic acid monomethyl ester
Molecular formula: C6H8O4
Molecular weight: 144.13

Names & synonyms

Monomethyl Itaconate4-Methyl hydrogen 2-methylenesuccinate2EJ2DV6SCJButanedioic acid, methylene-, 4-methyl esterEINECS 230-853-6NSC-144957DTXSID20223618NSC 144957SUCCINIC ACID, METHYLENE-, 4-METHYL ESTERMETHYL 1-CARBOXY-1-(METHYLENE)-3-PROPANOATERefChem:524852DTXCID50146109

Show more names

C6H8O4METHYL ITACONATEMETHYL ACID ITACONATEBETA-METHYL ITACONATEMethyl itaconate, 98 %MonomethylItaconate>4-METHYL METHYLENESUCCINATE

DTXSID301059441230-853-67338-27-44-methoxy-2-methylene-4-oxobutanoic acid4-methoxy-2-methylidene-4-oxobutanoic acidItaconic Acid Monomethyl Ester4-Methyl itaconateMFCD00021713

Database identifiers

CAS: 26248-95-3、7338-27-4
PubChem CID: 81791
DTXSID: DTXSID20223618
ChEMBL: CHEMBL6169658
UNII: 2EJ2DV6SCJ
EC Number: 230-853-6
Nikkaji: J121.434I

Properties

Computed structural properties

XLogP: 0.2
Topological polar surface area: 63.6 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 4
Heavy atoms: 10
Formal charge: 0
Complexity: 171

Physicochemical properties

Melting point: 72 °C · 72°C
Boiling point: 149 °C · 149 °C / 10mmHg
Density: 1.195 · 1.195±0.06 g/cm3(Predicted)
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2-8°C
solubility: soluble in Methanol
form: powder to crystal
pka: 3.59 · 3.59±0.10(Predicted)
color: White to Almost white
InChI: InChI=1S/C6H8O4/c1-4(6(8)9)3-5(7)10-2/h1,3H2,2H3,(H,8,9)
InChIKey: OIYTYGOUZOARSH-UHFFFAOYSA-N
SMILES: C(O)(=O)C(=C)CC(OC)=O
FDA UNII: 2 EJ2DV6SCJ · 2EJ2DV6SCJ
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36/37/39
HS Code: 2917198090 · 2917198090

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H318 (93%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

P264+P265, P280, P305+P354+P338, and P317 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 3 notifications to the ECHA C&L Inventory.；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

Hazard Classes and CategoriesEye Dam. 1 (93%)

Safety data

hs_code: 2917198090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 26-36/37/39
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 1 item

DescriptionMonomethyl itaconate is a copolymerization reagent and an active metabolite of the prodrug SCD-153.1,2,3 It has also been found in U. maydis.4 Monomethyl itaconate has been used in the generation of copolymeric hydrogels for the formation of methotrexate-containing polymer disks.2 Monomethyl itaconate has been used in the synthesis of thrombin inhibitors.5WARNING This product is not for human or veterinary use.