| Identification | More | [Name]
3-Methoxyphenylacetic acid | [CAS]
1798-09-0 | [Synonyms]
2-(3-METHOXYPHENYL)ACETIC ACID
3-METHOXYPHENYLACETIC ACID
AKOS BBS-00006497
META METHOXY PHENYL ACETIC ACID
M-METHOXY-A-CARBOXYTOLUENE
M-METHOXY-A-TOLUIC ACID
M-METHOXYPHENYLACETIC ACID
RARECHEM AL BO 0124
(m-methoxyphenyl)-aceticaci
3-Methoxybenzeneacetic acid
3-methoxy-benzeneaceticaci
3-methoxybenzeneaceticacid
Acetic acid, (m-methoxyphenyl)-
Benzeneaceticacid,3-methoxy-
m-Methoxyphenylessigsαure
3-METHOXYPHENYLACETIC ACID, 99+%
3-Methoxyphenylacetic acid, 99.50%
3-Methoxy-benzeneaceticacetic Acid
m-Anisyl-acetic Acid
3-Methoxyphenylacetic acid 98% | [EINECS(EC#)]
217-282-8 | [Molecular Formula]
C9H10O3 | [MDL Number]
MFCD00004334 | [Molecular Weight]
166.17 | [MOL File]
1798-09-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Off-White Solid | [Melting point ]
65-69 °C (lit.) | [Boiling point ]
306 °C | [density ]
1.1708 (rough estimate) | [refractive index ]
1.5500 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Soluble in Chloroform and Ethyl Acetate. | [form ]
Flakes | [pka]
4.19±0.10(Predicted) | [color ]
White to slightly yellow | [Water Solubility ]
SLIGHTLY SOLUBLE | [BRN ]
2614004 | [InChI]
InChI=1S/C9H10O3/c1-12-8-4-2-3-7(5-8)6-9(10)11/h2-5H,6H2,1H3,(H,10,11) | [InChIKey]
LEGPZHPSIPPYIO-UHFFFAOYSA-N | [SMILES]
C1(CC(O)=O)=CC=CC(OC)=C1 | [LogP]
1.500 | [CAS DataBase Reference]
1798-09-0(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzeneacetic acid, 3-methoxy-(1798-09-0) |
| Questions And Answer | Back Directory | [Synthesis]
In a 1000ml three-necked flask, add 33g of sublimed sulfur, 96.5ml of 3-methoxyacetophenone (V), and 92ml of morpholine, and reflux for 15 hours with mechanical stirring. Cool to about 30°C, and add a mixed solution prepared from 350ml of glacial acetic acid, 105ml of distilled water, and 70ml of concentrated sulfuric acid with mechanical stirring, and continue reflux for 5.5 hours. Pour the reaction mixture into ice water (400g ice + 100ml water), and stir mechanically until a yellowish-brown solid precipitates (add crushed ice if necessary), then rapidly cool and filter under ice bath conditions. The solid was dissolved in 300 ml of 20% sodium hydroxide aqueous solution, filtered, and the brown insoluble matter was added to 100 ml of 20% sodium hydroxide aqueous solution and heated under reflux for half an hour, then filtered while hot. The filtrates were combined, and 10 g of activated powdered activated carbon was added and refluxed for half an hour for decolorization. The mixture was then filtered. 15 g of Raney Ni was added as a catalyst and refluxed and stirred for 2 hours to remove the reacted Ni. Another 15 g of Raney Ni was added and refluxed for 2 hours. The mixture was filtered, and the filtrate was acidified to pH 1-2 with 2N hydrochloric acid under ice bath and mechanical stirring to obtain a feathery white precipitate. This precipitate was placed under ice bath for half an hour, filtered, and dried to obtain 58 g of 3-Methoxyphenylacetic acid, with a yield of 49.8% and a melting point of 68-71℃. |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
AI8940000
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29189090 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Solid | [Uses]
A fluorimetric method for the estimation of 4-hydroxy-3-methoxyphenylacetic acid (homovanillic acid) has been developed and applied to normal brain tissue. The presence of homovanillic acid in the caudate nucleus of normal animals of several species has been demonstrated. | [Definition]
ChEBI: 3-Methoxyphenylacetic acid is a monocarboxylic acid. | [Purification Methods]
Crystallise the acid from H2O, or aqueous EtOH. The S-benzylisothiuronium salt has m 160-161o (from EtOH). [Beilstein 10 I 82, 10 III 428, 10 IV 541.] |
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