2,3-Diaminobenzoic acid
- CAS NO.:603-81-6
- Empirical Formula: C7H8N2O2
- Molecular Weight: 152.15
- MDL number: MFCD00137818
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-04-23 13:02:50
What is 2,3-Diaminobenzoic acid?
The Uses of 2,3-Diaminobenzoic acid
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.
What are the applications of Application
2,3-Diaminobenzoic acid is an aromatic building block
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.
Properties of 2,3-Diaminobenzoic acid
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 |
pka | 5.10±0.10(Predicted) |
form | solid |
color | Brown to dark brown |
CAS DataBase Reference | 603-81-6(CAS DataBase Reference) |
Safety information for 2,3-Diaminobenzoic acid
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H319:Serious eye damage/eye irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for 2,3-Diaminobenzoic acid
New Products
Tubulysin C Tubulysin I Tubulysin A Tubulysin E Tubulysin D Potassium HMDS (1.0 M in THF) Methyl (R)-1-Boc-4,4-difluoropyrrolidine-2-carboxylate 2H-Pyran, 4-ethynyltetrahydro- 4-(Benzyloxy)-3-bromophenylacetic Acid 3-FLUOROPYRROLIDINE HYDROCHLORIDE 4-CYANO-TETRAHYDROPYRAN-4-CARBOXYLIC ACID 1,2,3,6-TETRAHYDROPYRIDINE HYDROCHLORIDE Calcium Sodium Phosphosilicate IH 2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol ethanedioate Imeglimin Hydrochloride IH 2-[2-[3(S)-3[2-(7-chloro-2-quinolinyl) ethenyl] phenyl-3- hydroxyl propyl] phenyl]-2-propanol Fuel shell 2-(1-(Mercaptomethyl) cyclopropyl) acetonitrile 2,3-dichloro-6- nitrobenzonitrile 1-Aminoindan Hydrochloride Lubiprostone Magnesium Trisilicate Latanoprostene Bunod Flame Retardant Zinc BorateRelated products of tetrahydrofuran
You may like
-
Fuel shell 98%View Details
-
4,6-dichloro-2-propylthiopyrimidine-5-amine 145783-15-9 98%View Details
145783-15-9 -
109113-72-6 2-(Chloromethyl)-4-methylquinazoline (2-CMQ) 98%View Details
109113-72-6 -
Hydrogen Gas 98%View Details
-
590-17-0 Bromoacetonitrile 98%View Details
590-17-0 -
151767-02-1 Montelukast Sodium IP/USP 98%View Details
151767-02-1 -
Valacyclovir Hydrochloride IH 98%View Details
124832-27-5 -
2-[2-[3(S)-3[2-(7-chloro-2-quinolinyl) ethenyl] phenyl-3- hydroxyl propyl] phenyl]-2-propanol 98%View Details
142569-70-8