ChemicalBook--->CAS DataBase List--->535-87-5

535-87-5

535-87-5 Structure

535-87-5 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Health Hazard (GHS08)
GHS07,GHS08
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H341-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P501a-P201-P202-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P308+P313-P405-P501
[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
[REACH Registrations]

Inactive
[HS Code ]

29224995
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Benzoic acid-->3,5-Dinitrobenzoic acid-->Water-->Sodium hydroxide
[Preparation Products]

Diatrizoic acid-->3,5-Bis-Boc-aminobenzoic acid-->3,5-Diiodobenzoic acid
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

3,5-Diaminobenzoic acid(535-87-5).msds
Hazard InformationBack 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]

3,5-Dinitrobenzoic acid

99-34-3

3,5-Diaminobenzoic acid

535-87-5

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
Spectrum DetailBack Directory
[Spectrum Detail]

3,5-Diaminobenzoic acid(535-87-5)MS
3,5-Diaminobenzoic acid(535-87-5)1HNMR
3,5-Diaminobenzoic acid(535-87-5)IR1
3,5-Diaminobenzoic acid(535-87-5)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

3,5-Diaminobenzoic acid, 98%(535-87-5)
[Alfa Aesar]

3,5-Diaminobenzoic acid, 98%(535-87-5)
[Sigma Aldrich]

535-87-5(sigmaaldrich)
[TCI AMERICA]

3,5-Diaminobenzoic Acid,>98.0%(LC)(T)(535-87-5)
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