| Identification | Back Directory | [Name]
DIMETHYL 4-HYDROXYPHTHALATE | [CAS]
22479-95-4 | [Synonyms]
Einecs 245-023-9
DIMETHYL 4-HYDROXYPHTHALATE
4-hydroxybenzene-1,2-dicarboxylate
4-HYDROXYPHTHALIC ACID DIMETHYL ESTER
Dimethyl 4-hydroxy-1,2-benzenedicarboxylate
1,2-diMethyl 4-hydroxybenzene-1,2-dicarboxylate | [EINECS(EC#)]
245-023-9 | [Molecular Formula]
C10H10O5 | [MDL Number]
MFCD00060092 | [MOL File]
22479-95-4.mol | [Molecular Weight]
210.18 |
| Chemical Properties | Back Directory | [Appearance]
white solid | [Melting point ]
110-111℃ | [Boiling point ]
330.6±22.0℃ (760 Torr) | [density ]
1.284±0.06 g/cm3 (20 ºC 760 Torr) | [Fp ]
129.3±15.8℃ | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
7.54±0.18(Predicted) |
| Hazard Information | Back Directory | [Chemical Properties]
white solid | [Synthesis Reference(s)]
Tetrahedron Letters, 18, p. 611, 1977 DOI: 10.1016/S0040-4039(01)92706-6 | [Synthesis]
General procedure for the synthesis of dimethyl 4-hydroxyphthalate from methanol and 4-hydroxyphthalic acid:
1. thionyl chloride (20 mL) was slowly added to a methanol (100 mL) solution of 4-hydroxyphthalic acid (20 g, 110 mmol).
2. The reaction mixture was stirred at 0 °C, then warmed to 80 °C and held for 4 hours.
3. Upon completion of the reaction, the volatiles were removed by distillation under reduced pressure to give dimethyl 4-hydroxyphthalate (C1-2) as a white solid (23 g, yield: 99%), which could be used in the next step without further purification. 4.
4. The structure of the product was confirmed by 1H NMR (CDCl3, 400 MHz) and mass spectrometry (ESI): 1H NMR δ 7.77 (d, J = 8.8 Hz, 1H), 7.03 (d, J = 2 Hz, 1H), 6.95 (dd, J = 8.4 and 2.0 Hz, 1H), 3.93 (s, 3H), 3.88 (s, 3H); MS ( ESI) m/z 211 ([M+H]+). | [References]
[1] Patent: WO2014/18866, 2014, A1. Location in patent: Paragraph 00175; 00176
[2] ChemMedChem, 2010, vol. 5, # 2, p. 213 - 231
[3] Chemistry of Materials, 2014, vol. 26, # 14, p. 4151 - 4162
[4] Patent: US2015/56305, 2015, A1. Location in patent: Paragraph 0270; 0271; 0387; 0388
[5] Chemical Science, 2018, vol. 9, # 24, p. 5312 - 5321 |
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