| Identification | More | [Name]
3,4-Diaminobenzenesulfonic acid | [CAS]
7474-78-4 | [Synonyms]
1,2-PHENYLENEDIAMINE-4-SULFONIC ACID
BIS(N-BUTYL) SEBACATE
BUTYL SEBACATE
DBS
DECANEDIOIC ACID DIBUTYL ESTER
DIBUTYL DECANEDIOATE
DIBUTYL SEBACATE
DI-N-BUTYL SEBACATE
FEMA 2373
N-BUTYL SEBACATE
SEBACIC ACID DIBUTYL ESTER
SEBACIC ACID DI-N-BUTYL ESTER
3,4-diaminobenzenesulphonic acid
3,4-Diaminobenzenesulfonic acid | [EINECS(EC#)]
203-672-5 | [Molecular Formula]
C6H8N2O3S | [MDL Number]
MFCD00270799 | [Molecular Weight]
188.2 | [MOL File]
7474-78-4.mol |
| Chemical Properties | Back Directory | [Melting point ]
-12 °C
| [Boiling point ]
178-179 °C3 mm Hg(lit.)
| [density ]
0.936 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.441(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
hexane, toluene, ethanol and acetone: soluble
| [form ]
Solid | [pka]
-0.52±0.50(Predicted) | [color ]
Dark Brown | [Dielectric constant]
4.5（30℃） | [InChI]
InChI=1S/C6H8N2O3S/c7-5-2-1-4(3-6(5)8)12(9,10)11/h1-3H,7-8H2,(H,9,10,11) | [InChIKey]
FKSRSWQTEJTBMI-UHFFFAOYSA-N | [SMILES]
C1(S(O)(=O)=O)=CC=C(N)C(N)=C1 | [CAS DataBase Reference]
7474-78-4(CAS DataBase Reference) | [EPA Substance Registry System]
7474-78-4(EPA Substance) |
| Safety Data | Back Directory | [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 . | [WGK Germany ]
1
| [RTECS ]
VS1150000
| [TSCA ]
TSCA listed | [REACH Registrations]
Inactive |
| Hazard Information | Back Directory | [Uses]
3,4-Diaminobenzenesulfonic Acid is a useful organic synthetic reagent and a sulfonate-aminium zwitterion. | [Synthesis]
The general procedure for the synthesis of 3,4-diaminobenzenesulfonic acid from o-phenylenediamine was as follows: first, the sulfonation mixture was prepared by dissolving 160 g (1.48 mol) of 1,2-diaminobenzene in 800 g (435 mL; 8.16 mol) of 95-97% sulfuric acid. Subsequently, the sulfonated mixture was divided into four portions and pumped into a continuous flow microreactor for the reaction. The microreactor consisted of a sequentially connected inlet module, five residence modules and an outlet module, each of which was maintained at a constant reaction temperature. Upon completion of the reaction, the sulfonation mixture was rapidly cooled with water at the reactor outlet to allow the sulfonation reaction products to precipitate in an ice-water bath. After filtration, the resulting white product was characterized by nuclear magnetic resonance (NMR). Based on 1H-NMR spectroscopy (400 MHz, DMSO-d6) analysis, no isomers were detected in all the products isolated in the experiments, confirming the formation of 3,4-diaminobenzenesulfonic acid and the absence of impurities. The yields of the products were influenced by the reaction temperature and residence time: 80% at 160 °C reaction temperature for 25 min, 89%, 90% and 100% at 180 °C reaction temperature for 5, 10 and 25 min, respectively. | [References]
[1] Patent: WO2012/74822, 2012, A1. Location in patent: Page/Page column 19-20
[2] Patent: EP2457886, 2012, A1. Location in patent: Page/Page column 9
[3] Patent: EP1400507, 2004, A1. Location in patent: Page 4; 5
[4] Tetrahedron, 2008, vol. 64, # 22, p. 5410 - 5415
[5] Patent: US2012/225863, 2012, A1. Location in patent: Page/Page column 40 |
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