| Identification | More | [Name]
3,5-Diaminobenzoic acid | [CAS]
535-87-5 | [Synonyms]
3,5-DIAMINOBENZOIC ACID
3,5-diamino-benzoicaci
3,5-DIAMINOBENZOIC ACID FREE ACID
3,5-Diaminebenzoic acid
3,5-DABA
3,5-Diaminobenzoicacid(DABA)
Benzoic acid, 3,5-diamino-
3.5-Diaminobengzoicacid
3,5-DIACETYLPYRAZINE | [EINECS(EC#)]
208-621-0 | [Molecular Formula]
C7H8N2O2 | [MDL Number]
MFCD00007807 | [Molecular Weight]
152.15 | [MOL File]
535-87-5.mol |
| Chemical Properties | Back Directory | [Appearance]
White to grey powder | [Melting point ]
235-238 °C (dec.) (lit.) | [Boiling point ]
274.61°C (rough estimate) | [density ]
1.2804 (rough estimate) | [vapor pressure ]
0Pa at 25℃ | [refractive index ]
1.5200 (estimate) | [Fp ]
235-240°C | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
DMSO (Sparingly), Methanol (Slightly) | [form ]
Powder | [pka]
pK1:5.30 (25°C) | [color ]
White to gray | [Water Solubility ]
Very soluble in water. | [Decomposition ]
235-240 ºC | [Merck ]
14,2978 | [BRN ]
2086484 | [InChI]
1S/C7H8N2O2/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3H,8-9H2,(H,10,11) | [InChIKey]
UENRXLSRMCSUSN-UHFFFAOYSA-N | [SMILES]
Nc1cc(N)cc(c1)C(O)=O | [LogP]
-0.51 | [CAS DataBase Reference]
535-87-5(CAS DataBase Reference) | [EPA Substance Registry System]
535-87-5(EPA Substance) |
| 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 .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
DG6186000
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
29224995 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
White to grey powder | [Uses]
3,5-diaminobenzoic acid be used as organic intermediates. | [reaction suitability]
reaction type: solution phase peptide synthesis | [Synthesis]
General procedure for the synthesis of 3,5-diaminobenzoic acid from 3,5-dinitrobenzoic acid: 3,5-dinitrobenzoic acid (51 g, 0.24 mol) and 300 mL of water were added to a 1 L stainless steel high-pressure reactor and stirred thoroughly until homogeneous. Subsequently, the pH of the reaction system was adjusted to 7-8 using an aqueous sodium hydroxide solution with a mass percent concentration of 20%. 0.25 g of Ni-Yb-Al triple-acting catalyst was added followed by three nitrogen substitutions to remove air. The hydrogen pressure was controlled at 0.2 MPa and the reaction temperature was maintained at 25-30 °C until the reaction pressure decreased significantly, indicating the completion of the reaction. Upon completion of the reaction, the catalyst was recovered by filtration. The filtrate was adjusted to pH 3 with concentrated hydrochloric acid to precipitate the target product 3,5-diaminobenzoic acid. The solid product was collected by filtration, washed with water and finally dried under vacuum to give 36.5 g of 3,5-diaminobenzoic acid in 98.8% yield and 98.9% HPLC purity. The retention time of the product was consistent with the standard control. | [Purification Methods]
Crystallise the acid from water. The dihydrochloride has m 226-228o(dec). [Beilstein 14 H 453, 14 III 1179, 14 IV 1304.] | [References]
[1] Patent: CN105949076, 2016, A. Location in patent: Paragraph 0025; 0026; 0031; 0036; 0040; 0045; 0053
[2] Journal of the Iranian Chemical Society, 2014, vol. 11, # 6, p. 1587 - 1592
[3] Synthetic Communications, 2000, vol. 30, # 20, p. 3639 - 3644
[4] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000, vol. 39, # 9, p. 709 - 711
[5] Synthetic Communications, 2003, vol. 33, # 2, p. 281 - 289 |
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