| Identification | More | [Name]
3-Methoxycinnamic acid | [CAS]
6099-04-3 | [Synonyms]
(2E)-3-(3-METHOXYPHENYL)ACRYLIC ACID
3-METHOXYCINNAMIC ACID
AKOS B004084
AKOS BBS-00006455
META-METHOXY CINNAMMIC ACID
M-METHOXYCINNAMIC ACID
O-METHYL-M-COUMARIC ACID
O-METHYL-M-CUMARIC ACID
RARECHEM BK HC T256
TRANS-3-(3-METHOXYPHENYL)ACRYLIC ACID
TRANS-3-METHOXYCINNAMIC ACID
3-METHOXYCINNAMIC ACID, 97%, PREDOMINANT LY TRANS
3-Methoxycinnamic acid, 98+%
m-Methoxycinnamic acid, predominantly trans, 97%
3-Methoxycinnamic acid 97%
3-Methoxycinnamic acid, predominantly trans, 98+%
(E)-3-(3-Methoxyphenyl)acrylic acid
(E)-3-(3-Methoxyphenyl)propenoic acid
3-Methoxy-trans-cinnamic acid
3-Methoxybenzeneacrylic acid | [EINECS(EC#)]
228-049-5 | [Molecular Formula]
C10H10O3 | [MDL Number]
MFCD00004386 | [Molecular Weight]
178.18 | [MOL File]
6099-04-3.mol |
| Chemical Properties | Back Directory | [Appearance]
White to light brown fine crystalline powde | [Melting point ]
116-119 °C(lit.)
| [Boiling point ]
250.41°C (rough estimate) | [density ]
1.1479 (rough estimate) | [refractive index ]
1.5088 (estimate) | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
almost transparency in Methanol | [form ]
powder to crystal | [pka]
pK1:4.376 (25°C) | [color ]
White to Almost white | [BRN ]
2209732 | [LogP]
1.362 (est) | [CAS DataBase Reference]
6099-04-3(CAS DataBase Reference) |
| 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
| [Hazard Note ]
Irritant | [HS Code ]
2918999090 |
| Hazard Information | Back Directory | [Chemical Properties]
White to light brown fine crystalline powde | [Uses]
3-Methoxycinnamic acid is a key intermediate in the synthesis of phosphatidylcholines containing cinnamic acids that exhibits antiproliferative properties against human cancer cell lines. | [Definition]
ChEBI: 3-Methoxycinnamic acid is a hydroxycinnamic acid. | [Synthesis]
GENERAL METHODS: Lithium tert-butoxide or potassium tert-butoxide (3.0 mmol), water (2.0 mL), and acrylic acid (1.2 mmol) were sequentially added to a Schlenk reaction tube and stirred at room temperature for 10 min under nitrogen atmosphere protection. Subsequently, m-bromoanisole (1.0 mmol) and palladium(II)-imidazole complex 1 (1.0 mol%) were added. The reaction mixture was stirred at 100 °C for 12 hours. After completion of the reaction, it was cooled to room temperature and the pH was adjusted to 1 with 4 M hydrochloric acid, followed by extraction with ethyl acetate. The organic phase was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure and the residue was purified by fast column chromatography on silica gel to afford the target product 3-methoxycinnamic acid. | [References]
[1] New Journal of Chemistry, 2015, vol. 39, # 3, p. 2052 - 2059
[2] Journal of Chemical Research, 2013, vol. 37, # 5, p. 294 - 297 |
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