6-Methoxy-1-naphthoic acid
Methoxy naphthoic acid · 6-Methoxy-1-naphthoicaci · 6-METHOXY-1-NAPHTHOIC ACID · 6-METHOXY-1-NAPHTHOIC ACID 6- · 6-Methoxy-5-iodo-1-cyanonapthalene · 6-methoxy-1-naphthalenecarboxylic acid · 1-Naphthalenecarboxylic acid, 6-methoxy- · Naphthoic Acid Impurity 4 (2-Naphthoic Acid)
Identifiers & Physical Properties
| CAS No. | 36112-61-5 |
|---|---|
| Molecular formula | C12H10O3 |
| Average molar mass | 202.21 g/mol |
| Monoisotopic mass | 202.06299418 g/mol |
| SMILES | COc1ccc2c(C(=O)O)cccc2c1 |
| InChIKey | WRZAWKSSADRYTA-UHFFFAOYSA-N |
| PubChem CID | 4413708 |
| EC No. | 985-020-6 |
| DTXSID | DTXSID00403012 |
Chemical & Physical Properties
| XLogP | 3.1 |
|---|---|
| Topological polar surface area | 46.5 |
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 3 |
| Rotatable bonds | 2 |
| Heavy atoms | 15 |
| Formal charge | 0 |
| Complexity | 239 |
| Melting point | 180-180.5 °C |
| Boiling point | 403.3±18.0 °C(Predicted) |
| Density | 1.263±0.06 g/cm3(Predicted) |
| Storage conditions | Sealed in dry,Room Temperature |
| pKa (acidity coefficient) | 3.66±0.10(Predicted) |
| Appearance | Off-white to light yellow Solid |
| InChI | InChI=1S/C12H10O3/c1-15-9-5-6-10-8(7-9)3-2-4-11(10)12(13)14/h2-7H,1H3,(H,13,14) |
| InChIKey | WRZAWKSSADRYTA-UHFFFAOYSA-N |
| SMILES | C1(C(O)=O)=C2C(C=C(OC)C=C2)=CC=C1 |
| CAS DataBase Reference | 36112-61-5 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H302-H315-H319-H335 |
| GHS precautionary statements | P261-P305+P351+P338 |
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)The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| GHS hazard statements | H302-H315-H319-H335 |
| GHS precautionary statements | P261-P305+P351+P338 |
Applications & Uses
Uses
6-Methoxy-1-naphthoic Acid is used in preparation of trimethylbenzoyl chloride.
Preparation & Synthesis
Preparation
1) 3.0 mol of m-methoxytoluene, 0.063 mol of sodium, 0.042 mol of potassium, and 0.009 mol of naphthalene were added as promoters to a 500 mL flask equipped with a magnetic stirrer. After heating the flask at 110 °C during stirring to disperse the catalyst, 1,3-butadiene was added at a flow rate of 0.3 mol/h for 6 hours to promote the addition reaction. After the reaction was complete, water was added to deactivate and separate the catalyst. The resulting reaction mixture was analyzed by gas chromatography. The results showed that the yield of 5-(3-methoxyphenyl)-2-pentane was 79% relative to the consumed m-methoxytoluene.