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Chemical Structure| 121-91-5 Chemical Structure| 121-91-5
Chemical Structure| 121-91-5

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Product Details of Isophthalic acid

CAS No. :121-91-5
Formula : C8H6O4
M.W : 166.13
SMILES Code : O=C(O)C1=CC=CC(C(O)=O)=C1
MDL No. :MFCD00002516
InChI Key :QQVIHTHCMHWDBS-UHFFFAOYSA-N
Pubchem ID :8496

Safety of Isophthalic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Isophthalic acid

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 121-91-5 ]
  • Downstream synthetic route of [ 121-91-5 ]

[ 121-91-5 ] Synthesis Path-Upstream   1~2

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  • [ 95-54-5 ]
  • [ 29914-81-6 ]
YieldReaction ConditionsOperation in experiment
57% at 190℃; for 24 h; Isophthalic acid (1.130 g, 6.8 mmol) and 1,2-diaminobenzene (1.417 g, 13.1 mmol) were dissolved in 20 mL of polyphosphoric acid. The stirred mixture was maintained at 190 °C for 24 h. The solution was allowed to cool at room temperature (20 – 25 °C) and slowly stirred in 50 mL of ice. The reaction mixture was neutralized with NaOH and the precipitate was filtered out and washed with cold water. The solid was recrystallized from methanol to yield a white-off solid (1.06 g, yield 57percent, mp 183-186 °C). 1H NMR (DMSO-d6, 400 MHz): 13.16 (s, 2H, Hc), 9.06 (t, 4Jf-d = 1.6 Hz, 1H, Hf), 8.26 (dd, 4Jd-f = 1.6 Hz, 3Jd-e = 7.8 Hz, 2H, Hd), 7.74 (t, 3Je-d = 7.8 Hz, 1H, He), 7.69 (bs, 2H, Hb’), 7.58 (bs, 2H, Hb), 7.24 (d, 3Ja-b = 4.3 Hz, 4H, HaHa’). 13C NMR (DMSO-d6, 100 MHz): 125.3 (Cf), 128.0 (Cd), 130.2 (Ce), 119.5-112.1 (Cb), 123.3-122.4 (Ca). HRMS-ESI (m/z): calcd for [BBB+H]+ C20H15N4, 311.1291; found, 311.1294 (error: 1 ppm).
References: [1] Organometallics, 2013, vol. 32, # 6, p. 1807 - 1814.
[2] Asian Journal of Chemistry, 2013, vol. 25, # 7, p. 4013 - 4016.
[3] Indian Journal of Chemistry, Section A: Inorganic, Bio-inorganic, Physical, Theoretical & Analytical Chemistry, 1993, vol. 32, # 1-3, p. 33 - 38.
[4] Journal of Materials Chemistry, 2012, vol. 22, # 42, p. 22496 - 22500,5.
[5] Journal of the American Chemical Society, 1992, vol. 114, # 11, p. 4230 - 4237.
[6] Tetrahedron Letters, 2015, vol. 56, # 45, p. 6177 - 6182.
[7] Organic and Biomolecular Chemistry, 2016, vol. 14, # 35, p. 8232 - 8236.
[8] Chemistry - A European Journal, 2012, vol. 18, # 7, p. 1961 - 1968.
[9] RSC Advances, 2015, vol. 5, # 109, p. 90001 - 90009.
[10] Journal of Materials Chemistry C, 2018, vol. 6, # 31, p. 8495 - 8501.
  • 2
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  • [ 61266-70-4 ]
References: [1] Tetrahedron Letters, 1980, vol. 21, p. 3051 - 3054.
[2] Gmelin Handbuch, Gmelin Handbook: Sn: Org.Comp.12, 1.4.1.1.1.5.2.1.7, page 69 - 97, .
 

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