4-Methoxyphenylacetic Acid
P-METHOXYPHENYLACETIC ACID · 4MPAA · HOMOANISIC ACID · ASISCHEM D13364 · HOMO-P-ANISIC ACID · RARECHEM AL BO 0133 · p-Anisylacetic acid · 4-Methoxyphenylaceti
Identifiers & Physical Properties
| CAS No. | 104-01-8 |
|---|---|
| Molecular formula | C9H10O3 |
| Average molar mass | 166.17 g/mol |
| Monoisotopic mass | 166.06299418 g/mol |
| SMILES | COc1ccc(CC(=O)O)cc1 |
| InChIKey | NRPFNQUDKRYCNX-UHFFFAOYSA-N |
| PubChem CID | 7690 |
| ChEMBL | CHEMBL1760597 |
| ChEBI | CHEBI:55501 |
| EC No. | 203-166-4 |
| DTXSID | DTXSID1059288 |
Chemical & Physical Properties
| XLogP | 1.4 |
|---|---|
| Topological polar surface area | 46.5 |
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 3 |
| Rotatable bonds | 3 |
| Heavy atoms | 12 |
| Formal charge | 0 |
| Complexity | 148 |
| SpringerMaterials Properties | Chemical shift |
| LogP (partition coefficient) | 1.421.48 |
| Solubility | 18 mg/mL6g/l6 g/L (20 ºC) |
| Boiling point | 138.00 to 140.00 °C. @ 3.00 mm Hg140 °C3 mm Hg(lit.) |
| Melting point | 87 °C84-86 °C(lit.) |
| Physical Description | 4-methoxyphenylacetic acid appears as pale yellow or off white colored flakes. Severely irritates skin and eyes. May be toxic by ingestion.Solid |
| Collision Cross Section | 122.84 Ų [M+H-H2O]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]137.4 Ų [M+H]+ [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)] |
| Density | 1.1708 (rough estimate) |
| Bulk density | 440kg/m3 |
| Vapor pressure | 0.071Pa at 25℃ |
| Refractive index | 1.5101 (estimate) |
| Flash point | 193°C |
| Storage conditions | Store below +30°C. |
| Physical state | Crystalline Powder and Chunks |
| pKa (acidity coefficient) | pK1:4.358 (25°C) |
| Color | White to light yellow |
| BRN | 1101737 |
| InChI | 1S/C9H10O3/c1-12-8-4-2-7(3-5-8)6-9(10)11/h2-5H,6H2,1H3,(H,10,11) |
| InChIKey | NRPFNQUDKRYCNX-UHFFFAOYSA-N |
| SMILES | COc1ccc(CC(O)=O)cc1 |
| LogP (partition coefficient) | 1.295 at 25℃ |
| CAS DataBase Reference | 104-01-8(CAS DataBase Reference) |
| FDA UNII | AJP2V8U5K6 |
| NIST Chemistry Reference | Benzeneacetic acid, 4-methoxy-(104-01-8) |
| EPA Substance Registry System | Benzeneacetic acid, 4-methoxy- (104-01-8) |
| UNSPSC Code | 12352106 |
| NACRES | NA.22 |
| GHS pictogram | GHS05 |
| Signal word | Danger |
| GHS hazard statements | H318 |
| GHS precautionary statements | P280-P305+P351+P338 |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Hazard symbols | Xn,Xi |
| Risk statements (R) | 22-36/37/38-20/21/22 |
| Safety statements (S) | 26-36 |
| Water hazard class (WGK) | 3 |
| RTECS number | AI8960000 |
| Hazard Note | Irritant |
| TSCA inventory status | TSCA listed |
| Customs code | 29189090 |
| Storage class | 11 - Combustible Solids |
| Hazard class | Eye Dam. 1 |
| REACH registrations | Inactive |
Safety & Regulations
| GHS classification | WarningH302 (> 99.9%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1334 reports by companies from 8 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatory information | Chemical: Benzeneacetic acid, 4-methoxy-Status: Cease Manufacture Update: 30-06-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/189814-Methoxphenylacetic Acid: Does not have an individual approval but may be used under an appropriate group standard |
| Other safety information | IMAP assessments - Benzeneacetic acid, 4-methoxy-: Human health tier I assessment |
| DOT label | Corrosive |
| Fire hazards | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: |
| Health hazards | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: |
| Reactive group | Acids, Carboxylic |
| Reactivity Profile | Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in waterthose with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in it to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions |
Applications & Uses
Uses
4-Methoxyphenylacetic Acid is a compound that was found from microbial phenolic metabolites in human feces after the consumption of gin, red wine and dealcholized red wine.
Description
4-METHOXYPHENYLACETIC ACID(104-01-8) is used in organic synthesis as well as pharmaceutical industry, especially used as an intermediate of puerarin. It can also be used as potential plasma biomarkers for early detection of non-small cell lung cancer. It is also used in drug industry as an intermediate to make Dextromethorphan.
Uses
4-Methoxyphenylacetic Acid is a compound that was found from microbial phenolic metabolites in human feces after the consumption of gin, red wine and dealcholized red wine.
Uses
4-Methoxyphenylacetic acid can be used:To prepare methyl 4-methoxyphenylacetate by esterification with dimethyl carbonate using mesoporous sulfated zirconia catalyst.As a ligand to synthesize pharmacologically important dinuclear gallium(III) and phenyltin(IV) carboxylate metal complexes.As a reactant to synthesize hydroxylated (E)-stilbenes by reacting with substituted benzaldehydes via Perkin reaction.
Uses
Preparation of pharmaceuticals, other organic compounds.
General Description
Pale yellow or off white colored flakes. Severely irritates skin and eyes. May be toxic by ingestion.