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2,4-Diaminobenzenesulfonic acid

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Name

2,4-Diaminobenzenesulfonic acid

EINECS 201-846-5
CAS No. 88-63-1 Density 1.611 g/cm3
PSA 114.79000 LogP 2.34090
Solubility 1000g/L at 25℃ Melting Point 260-266 °C (dec.)
Formula C6H8N2O3S Boiling Point 313ºC
Molecular Weight 188.207 Flash Point N/A
Transport Information UN 1759 8/PG 3 Appearance Slight grayish brown powder
Safety 26-36/39-37/39-36 Risk Codes 36/38-43-36/37/38
Molecular Structure Molecular Structure of 88-63-1 (2,4-Diaminobenzenesulfonic acid) Hazard Symbols IrritantXi
Synonyms

1,3-Diaminobenzene-4-sulfonicacid;1,3-Diaminobenzene-6-sulfonic acid;1,3-Phenylenediamine-4-sulfonic acid;2,4-Diamino-1-benzenesulfonic acid;4-Sulfo-1,3-diaminobenzene;ABSA;Metaphenylenediamine-4-sulfonic acid;NSC7835;m-Phenylenediamine-4-sulfonic acid;o-Aminosulfanilic acid;

Article Data 31

2,4-Diaminobenzenesulfonic acid Synthetic route

1123-93-9

5-aminobenzothiazole

88-63-1

2,4-Diaminobenzenesulfonic acid

Conditions
ConditionsYield
With [RuCl(P(C6H5)3)2(O(C6H4)NCH(C4H3N))]; bromamine B; sodium hydroxide In water; acetonitrile at 39.84℃; for 4.41667h;96%
With chloramine-B; sodium hydroxide; palladium dichloride In water; acetonitrile at 80℃; pH=12;86%
108-45-2

m-phenylenediamine

88-63-1

2,4-Diaminobenzenesulfonic acid

Conditions
ConditionsYield
With sulfur trioxide In 1,2-dichloro-ethane at 20 - 60℃; for 10h; Solvent; Temperature;95.96%
With sulfuric acid at 160℃;
With sulfuric acid
89-02-1

2,4-dinitrobenzenesulfonic acid

88-63-1

2,4-Diaminobenzenesulfonic acid

Conditions
ConditionsYield
Stage #1: 2,4-dinitrobenzenesulfonic acid With hydrogenchloride In water at 95 - 100℃; pH=2;
Stage #2: In water pH=7; Product distribution / selectivity;
60%
99-65-0

meta-dinitrobenzene

sodium hydrogensulfite

88-63-1

2,4-Diaminobenzenesulfonic acid

Conditions
ConditionsYield
large excess of NaHSO3;10%
large excess of NaHSO3;10%
24311-40-8

3-nitroaniline-6-sulphonic acid

88-63-1

2,4-Diaminobenzenesulfonic acid

Conditions
ConditionsYield
With hydrogenchloride; tin
With hydrogenchloride; tin
712-24-3

4-amino-2-nitrobenzene sulfonic acid

88-63-1

2,4-Diaminobenzenesulfonic acid

615-28-1

o-phenylenediamine dihydrochloride

88-63-1

2,4-Diaminobenzenesulfonic acid

Conditions
ConditionsYield
With sulfuric acid at 170℃; im geschlossenen Rohr;
99-65-0

meta-dinitrobenzene

aqueous NaHSO3-solution

aqueous NaHSO3-solution

A

712-24-3

4-amino-2-nitrobenzene sulfonic acid

B

88-63-1

2,4-Diaminobenzenesulfonic acid

Conditions
ConditionsYield
anschliessendes Behandeln mit H2SO4;
89-02-1

2,4-dinitrobenzenesulfonic acid

64-19-7

acetic acid

iron

iron

88-63-1

2,4-Diaminobenzenesulfonic acid

7647-01-0

hydrogenchloride

89-02-1

2,4-dinitrobenzenesulfonic acid

tin dichloride

tin dichloride

88-63-1

2,4-Diaminobenzenesulfonic acid

2,4-Diaminobenzenesulfonic acid Consensus Reports

Reported in EPA TSCA Inventory.

2,4-Diaminobenzenesulfonic acid Specification

The CAS registry number of 2,4-Diaminobenzenesulfonic acid is 88-63-1. The IUPAC name is 2,4-diaminobenzenesulfonic acid. Its EINECS registry number is 201-846-5. In addition, the molecular formula is C6H8N2O3S and the molecular weight is 188.204. It is a kind of brown crystalline powder and belongs to the classes of Intermediates of Dyes and Pigments; Organic acids; Organic Building Blocks; Sulfonic/Sulfinic Acids; Sulfur Compounds. What's more, it can be used to produce azo dye and reactive dyes.

Physical properties about this chemical are: (1)ACD/LogP: -0.85; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -4.32; (4)ACD/LogD (pH 7.4): -4.35; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 5; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 58.23 Å2; (13)Index of Refraction: 1.684; (14)Molar Refractivity: 44.33 cm3; (15)Molar Volume: 116.7 cm3; (16)Polarizability: 17.57 ×10-24cm3; (17)Surface Tension: 86.5 dyne/cm; (18)Density: 1.611 g/cm3.

Preparation of 2,4-Diaminobenzenesulfonic acid: it can be prepared by 2,4-dinitrochlorobenzene. The 2,4-dinitrochlorobenzene can make sulfonation reaction with sodium sulfite in the presence of magnesium oxide. After cooling, add hydrochloric acid make the solution into acid. Through adding salt, cooling, stalling, suction filter, centrifugal dehydration, get the 2,4-dinitrobenzenesulfonic acid. Then put the 2,4-dinitrobenzenesulfonic acid into the pot which contain scrap iron and hydrochloric acid. After boiling, add sodium carbonate and sodium hydrogen sulfite, Enrichment, crystal, centrifugal dehydration. Through concentrate, crystallize and centrifugal dewatering the filtrate, you can get the product.

2,4-Diaminobenzenesulfonic acid can be prepared by 2,4-dinitrochlorobenzene
2,4-Diaminobenzenesulfonic acid can be prepared by 2,4-dinitrochlorobenzene

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. It may cause sensitization by skin contact. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(O)c1ccc(cc1N)N
(2)InChI: InChI=1/C6H8N2O3S/c7-4-1-2-6(5(8)3-4)12(9,10)11/h1-3H,7-8H2,(H,9,10,11)
(3)InChIKey: JVMSQRAXNZPDHF-UHFFFAOYAZ

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 3480mg/kg (3480mg/kg)   "Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku," Marhold, J.V., Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha, Czechoslovakia, 1972Vol. -, Pg. 180, 1972.

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