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603-81-6

Basic Information
CAS No.: 603-81-6
Name: 2,3-Diaminobenzoic acid
Article Data: 21
Molecular Structure:
Molecular Structure of 603-81-6 (2,3-Diaminobenzoic acid)
Formula: C7H8N2O2
Molecular Weight: 152.153
Synonyms: 3-Carboxy-1,2-diaminobenzene;3-Carboxy-o-phenylenediamine;
Density: 1.428 g/cm3
Melting Point: 198-204 °C
Boiling Point: 382.7 °C at 760 mmHg
Flash Point: 185.3 °C
Hazard Symbols: IrritantXi
Risk Codes:  Xi:;
">  Xi:;
Safety: 26
PSA: 89.34000
LogP: 1.71160
Synthetic route
606-18-8

3-nitroanthranilic acid

603-81-6

2,3-diaminobenzoic acid

Conditions
ConditionsYield
With sodium dithionite In ethanol for 1h; Heating;74%
With palladium 10% on activated carbon; hydrogen In methanol under 760.051 Torr;69%
With hydrogen; 10percent Pd/C In methanol under 760.051 Torr;66%
116465-92-0

3-Amino-2-nitrobenzoic acid

603-81-6

2,3-diaminobenzoic acid

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride
With hydrogenchloride; tin
90417-80-4

2-acetylamino-3-nitro-benzoic acid

603-81-6

2,3-diaminobenzoic acid

Conditions
ConditionsYield
With hydrogenchloride; zinc
7647-01-0

hydrogenchloride

116465-92-0

3-Amino-2-nitrobenzoic acid

tin

tin

603-81-6

2,3-diaminobenzoic acid

77326-45-5

2-carbamoyl-3-nitrobenzoic acid

603-81-6

2,3-diaminobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. KOH; Br2 / 80 °C
2: NaOH; hydrazine hydrate; Raney Ni
View Scheme
Multi-step reaction with 2 steps
1: 93 percent / Br2; aq. KOH / 3 h / 60 °C
2: 66 percent / H2 / 10percent Pd/C / methanol / 760.05 Torr
View Scheme
Multi-step reaction with 2 steps
1: NaOCl, aq. NaOH
2: H2, aq. NaOH / Pd/C / 4 h / 760 Torr
View Scheme
Multi-step reaction with 2 steps
1: sodium hypochlorite; water; sodium hydroxide / 0 - 80 °C
2: hydrazine hydrate; sodium hydroxide / methanol / Reflux
View Scheme
Multi-step reaction with 2 steps
1: bromine; potassium hydroxide / water / 0 - 60 °C
2: hydrogen; palladium 10% on activated carbon / methanol / 760.05 Torr
View Scheme
61063-11-4

2-Amino-3-nitrobenzoic acid,ethyl ester

603-81-6

2,3-diaminobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. KOH / Heating
2: H2, aq. NaOH / Pd/C
View Scheme
16533-45-2

ethyl 2-carboxy-3-nitrobenzoate

603-81-6

2,3-diaminobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: SOCl2 / 1 h / Heating
2: aq. NaN3 / acetone / 1 h / below 25 deg C
3: aq. AcOH / 0.17 h / Heating
4: aq. KOH / Heating
5: H2, aq. NaOH / Pd/C
View Scheme
136285-66-0

3-nitro-phthalic acid-1-ethyl ester-2-chloride

603-81-6

2,3-diaminobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: aq. NaN3 / acetone / 1 h / below 25 deg C
2: aq. AcOH / 0.17 h / Heating
3: aq. KOH / Heating
4: H2, aq. NaOH / Pd/C
View Scheme
124341-05-5

2-Azidocarbonyl-3-nitro-benzoic acid ethyl ester

603-81-6

2,3-diaminobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aq. AcOH / 0.17 h / Heating
2: aq. KOH / Heating
3: H2, aq. NaOH / Pd/C
View Scheme
100949-43-7

2-nitro-3-(N'-nitro-ureido)-benzoic acid

603-81-6

2,3-diaminobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water
2: tin; hydrochloric acid
View Scheme
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Specification

The IUPAC name of this chemical is 2,3-Diaminobenzoic acid. With the CAS registry number 603-81-6, it is also named as benzoic acid, 2,3-diamino-. In addition, the molecular formula is C7H8N2O2. It is a kind of irritating chemical and belongs to the classes of Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Phenyls & Phenyl-Het; API Intermediates. And it should be stored in a cool and dry place.

Physical properties about 2,3-Diaminobenzoic acid are: (1)ACD/LogP: 0.50; (2)# of Rule of 5 Violations: 1; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 6.67; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 4; (8)#H bond donors: 5; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 32.78 Å2; (11)Index of Refraction: 1.71; (12)Molar Refractivity: 41.65 cm3; (13)Molar Volume: 106.5 cm3; (14)Polarizability: 16.51 ×10-24cm3; (15)Surface Tension: 82.5 dyne/cm; (16)Density: 1.428 g/cm3; (17)Flash Point: 185.3 °C; (18)Enthalpy of Vaporization: 66.58 kJ/mol; (19)Boiling Point: 382.7 °C at 760 mmHg; (20)Vapour Pressure: 1.53E-06 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)c1cccc(N)c1N
(2)InChI: InChI=1/C7H8N2O2/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3H,8-9H2,(H,10,11)
(3)InChIKey: KKTUQAYCCLMNOA-UHFFFAOYAW