2,3-Diaminobenzoic acid
![2,3-Diaminobenzoic acid Structure](CAS/GIF/603-81-6.gif)
- CAS No.
- 603-81-6
- Chemical Name:
- 2,3-Diaminobenzoic acid
- Synonyms
- 3-Diaminobenzoic acid;2,3-Diaminobenzonicacid;2,3-DIAMINOBENZOIC ACID;Benzoic acid, 2,3-diamino-;2,3-bis(azanyl)benzoic acid;3-carboxy-1,2-diaminobenzene;2,3-diaMinobenzoic acid hydrochloride
- CBNumber:
- CB5194337
- Molecular Formula:
- C7H8N2O2
- Molecular Weight:
- 152.15
- MOL File:
- 603-81-6.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/4/23 13:02:50
Melting point | 198-204 °C |
---|---|
Boiling point | 274.61°C (rough estimate) |
Density | 1.2804 (rough estimate) |
refractive index | 1.5200 (estimate) |
storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
form | solid |
pka | 5.10±0.10(Predicted) |
color | Brown to dark brown |
CAS DataBase Reference | 603-81-6(CAS DataBase Reference) |
2,3-Diaminobenzoic acid Chemical Properties,Uses,Production
Uses
2,3-Diaminobenzoic acid (23DBA) is an important organic reagent mainly used in scientific research and laboratory experiments. 23DBA can undergo polycondensation with terephthalic acid dichloro anhydride[1]. 23DBA isomer is also used in the study of luminescence mechanism of red luminescent carbon dots (RCDs)[2]. In addition, 2,3-Diaminobenzoic acid also possesses antioxidant properties that help reduce the formation of free radicals in the body. It is also used as a chelating agent that effectively binds to metal ions and prevents them from forming insoluble complexes.
Synthesis
2,3-Diaminobenzoic acid is synthesised using 3-nitroanthranilic acid as a raw material by chemical reaction. The specific synthesis steps are as follows:
2-amino-3-nitrobenzoic acid (9.36 g, 51.4 mmol) was dissolved in MeOH (100 mL) and there was added 10% Pd/C (2.0g). The reaction was stirred under H2-atmosphere (ambient pressure) until absorption ceased. The reaction was filtered through a pad of Celite and the filtrate was evaporated under reduced pressure. The product was purified by flash chromatography (CH2Cl2/MeOH 5:1) and the collected fractions were evaporated to give 2,3-Diaminobenzoic acid (5.40 g, 69%) as a dark brown solid. mp. 199 °C dec. (Litt4. 201 °C dec.). 1H NMR (300 MHz, DMSO-d6) δ 7.09 (dd, J = 8.0, 1.5 Hz, 1H), 6.67 (dd, J = 7.4, 1.5 Hz, 1H), 6.34 (dd, J = 8.0, 7.4 Hz, 2H), 6.32 (br s, 4H). 13C NMR (75 MHz, DMSO-d6) δ 170.5, 139.6, 135.6, 119.4, 117.0, 114.9, 110.3.
References
[1] V. N. ODNORALOVA. The polycondensation reaction of 2,4-diaminobenzoic acid with dichloroanhydride of terephthalic acid[J]. Fibre Chemistry, 1974. DOI:10.1007/BF00542946.
[2] LIU Y, DING H, ZHANG S, et al. Photoluminescence mechanism of red emissive carbon dots from a diaminobenzoic acid isomer?[J]. Materials Advances, 2023. DOI:10.1039/D3MA00836C.
2,3-Diaminobenzoic acid Preparation Products And Raw materials
Supplier | Tel | Country | ProdList | Advantage | Inquiry |
---|---|---|---|---|---|
A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
Hebei Mojin Biotechnology Co., Ltd | +8613288715578 | China | 12455 | 58 | Inquiry |
Speranza Chemical Co., Ltd. | +86-86-075521030354 +8618688942810 | China | 801 | 55 | Inquiry |
career henan chemical co | +86-0371-86658258 +8613203830695 | China | 29898 | 58 | Inquiry |
Zhejiang ZETian Fine Chemicals Co. LTD | +8618957127338 | China | 2141 | 58 | Inquiry |
Jinan Carbotang Biotech Co.,Ltd. | +8615866703830 | China | 7513 | 58 | Inquiry |
Hebei Guanlang Biotechnology Co., Ltd. | +86-19930503282 | China | 8822 | 58 | Inquiry |
Changzhou Ditong Chemical Co.,Ltd | +86-0519-88299272 | China | 2169 | 58 | Inquiry |
Chongqing Chemdad Co., Ltd | +86-023-6139-8061 +86-86-13650506873 | China | 39916 | 58 | Inquiry |
CONIER CHEM AND PHARMA LIMITED | +8618523575427 | China | 49391 | 58 | Inquiry |
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