| Identification | More | [Name]
Ethyl 4-hydroxy-3-methoxybenzoate | [CAS]
617-05-0 | [Synonyms]
3-METHOXY-4-HYDROXYBENZOIC ACID ETHYL ESTER
4-HYDROXY-3-METHOXYBENZOIC ACID ETHYL ESTER
ETHYL-3-METHOXY-4-HYDROXYBENZOATE
ETHYL 4-HYDROXY-3-METHOXYBENZOATE
ETHYL VANILLATE
RARECHEM AL BI 0101
TIMTEC-BB SBB005892
VANILIC ACID ETHYL ESTER
VANILLIC ACID ETHYL ESTER
4-hydroxy-3-methoxy-benzoicaciethylester
4-hydroxy-m-anisicaciethylester
Benzoicacid,4-hydroxy-3-methoxy-,ethylester
m-Anisic acid, 4-hydroxy-, ethyl ester
Ethyl vanilate
VANILLIC ACID ETHYL ESTER 97+%
2-Iodoanilline
Ethylvanillate,97%
4-HYDROXY-3-METHOXYBENZOIC ACID ETHYL ESTER 98%
ethylvanillate,4-hydroxy-3-methoxybenzoicacidethylester
ETHYL 3-METHOXY-2-HYDROXYBENZOATE | [EINECS(EC#)]
210-503-9 | [Molecular Formula]
C10H12O4 | [MDL Number]
MFCD00017269 | [Molecular Weight]
196.2 | [MOL File]
617-05-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Solid. Insoluble
in water; soluble in alcohol and ether. | [Melting point ]
43-45°C | [Boiling point ]
108-110 °C (2 mmHg) | [density ]
1.2166 (rough estimate) | [refractive index ]
1.5430 (estimate) | [Fp ]
293°C | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
8.36±0.18(Predicted) | [color ]
White to Off-White | [Odor]
at 100.00 %. phenolic burnt guaiacol smoky powdery metallic | [Odor Type]
phenolic | [BRN ]
2100025 | [InChIKey]
MWAYRGBWOVHDDZ-UHFFFAOYSA-N | [LogP]
2.741 (est) | [Uses]
Food preservative, medicine, sunburn preventive. | [CAS DataBase Reference]
617-05-0(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzoic acid, 4-hydroxy-3-methoxy-, ethyl ester(617-05-0) | [EPA Substance Registry System]
617-05-0(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
22-36/37/38 | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3 | [RTECS ]
YW5425000 | [TSCA ]
Yes | [HS Code ]
29189900 |
| Hazard Information | Back Directory | [Chemical Properties]
Solid. Insoluble
in water; soluble in alcohol and ether. | [Definition]
ChEBI: Ethyl vanillate is a methoxybenzoic acid. | [Synthesis]
Synthesis of ethyl 4-hydroxy-3-methoxybenzoate: In a round-bottomed flask equipped with a nitrogen inlet and a magnetic stirrer, a solution of vanillic acid (10 g, 59.49 mmol) in anhydrous ethanol (400 mL) was added. Concentrated hydrochloric acid (600 mg, 6.11 mmol) was slowly added to the above solution, followed by dropwise addition of concentrated sulfuric acid. The reaction mixture was stirred under reflux conditions for 48 hours. After completion of the reaction, the solvent was removed using a rotary evaporator. Deionized water (100 mL) was added to the residue, and the green oily material was separated and discarded through a partition funnel. The resulting product was dried under vacuum to afford ethyl 4-hydroxy-3-methoxybenzoate (11.45 g, 98% yield). The product was characterized by 1H NMR (400 MHz, CDCl3): δ 7.62 (dd, J = 8.5, 2.1 Hz, 1H), 7.53 (d, J = 1.8 Hz, 1H), 6.91 (d, J = 8.6 Hz, 1H), 4.33 (q, J = 7.1 Hz, 2H), 3.91 (s, 3H), 1.36 (t, J = 7.3 Hz, 3H). Hz, 3H).HPLC-MS analysis showed the expected molecular ion peak m/z 197 (MH+) and measured m/z 197. | [storage]
Store at -20°C | [References]
[1] Patent: WO2017/62804, 2017, A1. Location in patent: Paragraph 0070
[2] Patent: WO2018/144900, 2018, A1. Location in patent: Page/Page column 47-48
[3] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 13, p. 4279 - 4290
[4] Chemische Berichte, 1877, vol. 10, p. 60 Anm.
[5] Molecular crystals and liquid crystals, 1982, vol. 99, # 1-4, p. 279 - 284 |
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