Monomethyl terephthalate
MMT · 4-(METHOXYCARBONYL)BENZOIC ACID · MonomethyL · TEREPHTHALIC ACID MONOMETHYL ESTER · Monomethyl ester · METHYL HYDROGEN TEREPHTHALATE · TerephthaL · Tetraphthalic acid
Identifiers & Physical Properties
| CAS No. | 1679-64-7 |
|---|---|
| Molecular formula | C9H8O4 |
| Average molar mass | 180.16 g/mol |
| Monoisotopic mass | 180.04225874 g/mol |
| SMILES | COC(=O)c1ccc(C(=O)O)cc1 |
| InChIKey | REIDAMBAPLIATC-UHFFFAOYSA-N |
| PubChem CID | 15513 |
| ChEMBL | CHEMBL3560150 |
| EC No. | 216-849-7 |
| DTXSID | DTXSID1027425 |
Chemical & Physical Properties
| XLogP | 1.9 |
|---|---|
| Topological polar surface area | 63.6 |
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 4 |
| Rotatable bonds | 3 |
| Heavy atoms | 13 |
| Formal charge | 0 |
| Complexity | 204 |
| Chemical classes | Other Classes -> Other Aromatic Compounds |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| Color/Form | CRYSTALS FROM DIL ALCOHOL |
| Solubility | SLIGHTLY SOL IN WATERSOL IN ALCOHOL, ETHER, BENZENEchloroform/methanol: soluble50mg/mL, clear, colorless (1:1)Slightly soluble in water. Also soluble in methanol, benzene and ether. |
| Melting point | 239 °C220-223 °C (lit.) |
| Vapor pressure | 0.000184 [mmHg] |
| Physical Description | Solid[HSDB] Faintly beige powder[MSDSonline] |
| Boiling point | 232.96°C (rough estimate) |
| Density | 1.1987 (rough estimate) |
| Refractive index | 1.4209 (estimate) |
| Storage conditions | Sealed in dry,Room Temperature |
| pKa (acidity coefficient) | 3.77±0.10(Predicted) |
| Physical state | Powder |
| Color | White to off-white |
| BRN | 1911082 |
| InChI | 1S/C9H8O4/c1-13-9(12)7-4-2-6(3-5-7)8(10)11/h2-5H,1H3,(H,10,11) |
| InChIKey | REIDAMBAPLIATC-UHFFFAOYSA-N |
| SMILES | COC(=O)c1ccc(cc1)C(O)=O |
| CAS DataBase Reference | 1679-64-7(CAS DataBase Reference) |
| FDA UNII | G2T5130M28 |
| NIST Chemistry Reference | Monomethyl terephthalate(1679-64-7) |
| EPA Substance Registry System | 1,4-Benzenedicarboxylic acid, monomethyl ester (1679-64-7) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H315-H319-H335 |
| GHS precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Hazard symbols | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36-37/39 |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| Hazard class | IRRITANT |
| Customs code | 29173980 |
| Storage class | 11 - Combustible Solids |
| Hazardous substances data | 1679-64-7(Hazardous Substances Data) |
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 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | 1,4-Benzenedicarboxylic acid, monomethyl ester: Does not have an individual approval but may be used under an appropriate group standard |
| Hazards summary | An irritant[MSDSonline] See Dimethyl terephthalate. |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Disposal methods | SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices. |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| Customs code | 29173980 |
| Risk statements (R) | 36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xi |
| Safety statements (S) | 26-36-37/39 |
| Hazard class | IRRITANT |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H315-H319-H335 |
| GHS precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a |
| Hazardous substances data | 1679-64-7(Hazardous Substances Data) |
Applications & Uses
Description
The mono-methyl terephthalate is a kind of phthalate ester. It can be obtained during the hydrolytical transformation process of dimethyl terephthalate (DMT) by some microbes such as Rhodococcus rubber and Pasteurella multocida. It is also the intermediate during the manufacturing of dimethyl terephthalate, terephthalic acid and some other derivatives. As the ester form of terephthalate, it is widely used for the manufacturing of plastics, paints, synthetic fibers and polyester.
Uses
mono-Methyl Terephthalate is used in the synthesis of Hepatits C antiviral activity. Also used in the design and preparation of benzamide derivatives as BRAFV600E inhibitors, which if mutated, can influence malignancies and melanomas.
Preparation & Synthesis
Preparation
Monomethyl terephthalate was prepared by hydrolyzing dimethyl terephthalate in KOH methanol solution and then acidifying it with hydrochloric acid, with a product yield of 91.2%.