HuagongsheHuagongshe Chemistry Print Report · For research reference only
Mesaconic acid
Mesaconate · Citronic acid · MESACONIC ACID · 2-methylfumarate · MesaconicAcid>methyl-fumaricaci · MESACONIC ACID 99% · METHYLFUMARIC ACID · kyselinamesakonova
Identifiers & Physical Properties
| CAS No. | 498-23-7 |
|---|---|
| Molecular formula | C5H6O4 |
| Average molar mass | 130.1 g/mol |
| Monoisotopic mass | 130.02660867 g/mol |
| SMILES | C/C(=C\C(=O)O)C(=O)O |
| InChIKey | HNEGQIOMVPPMNR-NSCUHMNNSA-N |
| PubChem CID | 638129 |
| ChEBI | CHEBI:16600 |
| EC No. | 207-859-2 |
| DTXSID | DTXSID10883407 |
Chemical & Physical Properties
| XLogP | -0.1 |
|---|---|
| Topological polar surface area | 74.6 |
| Hydrogen bond donors | 2 |
| Hydrogen bond acceptors | 4 |
| Rotatable bonds | 2 |
| Heavy atoms | 9 |
| Formal charge | 0 |
| Complexity | 168 |
| Lipids | Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Dicarboxylic acids [FA0117] |
| SpringerMaterials Properties | Crystal structure |
| Solubility | 26.3 mg/mL at 18 °CDMSO (Slightly), Methanol (Slightly)26.3g/L(18 ºC) |
| Melting point | 200 - 202 °C200-202 °C(lit.) |
| Physical Description | Solid |
| Boiling point | bp 250° (decompn) |
| Density | 1.466 |
| Refractive index | 1.4240 (estimate) |
| Storage conditions | 2-8°C |
| Physical state | Solid |
| pKa (acidity coefficient) | 3.09(at 25℃) |
| Color | White to Off-White |
| pH | 3.23(1 mM solution)2.61(10 mM solution)2.06(100 mM solution) |
| Merck | 5903 |
| BRN | 1722680 |
| InChI | 1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2+ |
| InChIKey | HNEGQIOMVPPMNR-NSCUHMNNSA-N |
| SMILES | C\C(=C/C(O)=O)C(O)=O |
| LogP (partition coefficient) | 0.540 (est) |
| CAS DataBase Reference | 498-24-8(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | 90UTM639KK |
| NIST Chemistry Reference | 2-Butenedioic acid, 2-methyl-, (E)-(498-24-8) |
| EPA Substance Registry System | 2-Butenedioic acid, 2-methyl-, (2E)- (498-24-8) |
| UNSPSC Code | 12162002 |
| NACRES | NA.23 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H335-H315-H319 |
| GHS precautionary statements | P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362 |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Hazard symbols | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
| Water hazard class (WGK) | 3 |
| RTECS number | OX5075000 |
| TSCA inventory status | TSCA listed |
| Storage class | 11 - Combustible Solids |
Safety & Regulations
| GHS classification | WarningH315 (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 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| RTECS number | OX5075000 |
| Risk statements (R) | 36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xi |
| Safety statements (S) | 26-36 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H335-H315-H319 |
| GHS precautionary statements | P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362 |
Applications & Uses
Uses
Mesaconic acid is used in electropolishing stainless steel and as a laminant for polyethylene.
Uses
Mesaconic Acid activates dopamine β-mono-oxygenase.