| Identification | More | [Name]
Isophthalic dihydrazide | [CAS]
2760-98-7 | [Synonyms]
ISO-PHTHALIC ACID, DIHYDRAZIDE
ISOPHTHALIC DIHYDRAZIDE
ISOPHTHALOHYDRAZIDE
ISOPHTHALOYL DIHYDRAZIDE
1,3-Benzenedicarboxylicacid,dihydrazide
1,3-benzenedicarboxylicaciddihydrazide
m-Phthaloyldihydrazide
m-Phthalic dihydrazide
1,3-Bis(hydrazinocarbonyl)benzene
Isophthaloylbishydrazine | [EINECS(EC#)]
220-425-7 | [Molecular Formula]
C8H10N4O2 | [MDL Number]
MFCD00025117 | [Molecular Weight]
194.19 | [MOL File]
2760-98-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
224°C | [density ]
1.344±0.06 g/cm3(Predicted) | [vapor pressure ]
0-0Pa at 20-25℃ | [storage temp. ]
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C | [form ]
Solid:particulate/powder | [pka]
11.87±0.10(Predicted) | [color ]
White to Almost white | [InChI]
InChI=1S/C8H10N4O2/c9-11-7(13)5-2-1-3-6(4-5)8(14)12-10/h1-4H,9-10H2,(H,11,13)(H,12,14) | [InChIKey]
UTTHLMXOSUFZCQ-UHFFFAOYSA-N | [SMILES]
C(NN)(C1C=C(C=CC=1)C(NN)=O)=O | [LogP]
-1.4 at 20℃ and pH7.1 | [Surface tension]
74.4mN/m at 1g/L and 20℃ | [CAS DataBase Reference]
2760-98-7(CAS DataBase Reference) | [EPA Substance Registry System]
2760-98-7(EPA Substance) |
| Hazard Information | Back Directory | [Synthesis]
Isophthalic dihydrazide is prepared by the reaction of Dimethyl isophthalate and Hydrazine hydrate. The specific synthesis steps are as follows:
A mixture of dimethyl ester of isophthalic acid (2.22 gm) and hydrazine hydrate (98percent, 2 cc) in methanol was refluxed for 5 hours and the reaction mixture was allowed to cool to room temperature. Then, the cooled reaction mixture was poured on to ice cold water. The dihydrazide of isophthalic acid thus obtained was filtered and recrystallized from ethanol. [1] Yield: (85percent), M.P=241℃, (Scheme1). 1HNMR (400 MHz, CDCL3, ppm): 9.81 (s, 2H, -CO-NH-), 8.20 (s 1H ), 7.8(d, 2H, J=7.6 Hz), 7.5 (t, 1H, 7.2 Hz), 4.5 (s, 4H).
 | [References]
[1] Journal of the American Chemical Society, 2018,
[2] Bioorganic Chemistry, 2018, vol. 81, p. 389 - 395
[3] Pharmaceutical Chemistry Journal, 2001, vol. 35, # 12, p. 653 - 656
[4] Heterocyclic Communications, 2008, vol. 14, # 1-2, p. 101 - 105
[5] Organic and Biomolecular Chemistry, 2014, vol. 12, # 25, p. 4445 - 4453 |
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