Basic information
- CAS
98-71-5- Standard SMILES
NNc1ccc(S(=O)(=O)O)cc1- InChIKey
IOMZCWUHFGMSEJ-UHFFFAOYSA-N- Molecular formula
- C6H8N2O3S
- Average molar mass
- 188.21 g/mol
- Monoisotopic mass
- 188.02556312
Names & identifiers
- Preferred name
- 4-Hydrazinobenzenesulfonic acid
- IUPAC
- 4-hydrazinylbenzenesulfonic acid
- English name
- 4-Hydrazinobenzenesulfonic acid
- Molecular formula
- C6H8N2O3S
- Molecular weight
- 188.2
Names & synonyms
Show more names
Database identifiers
- CAS
98-71-5- PubChem CID
- 66825
- DTXSID
DTXSID9059177- ChEMBL
CHEMBL510966- UNII
- F3J225IK1D
- EC Number
- 202-694-2
- Nikkaji
- J41.354B
Properties
Computed structural properties
- XLogP
- -2.4
- Topological polar surface area
- 101 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 226
Physicochemical properties
- Melting point
- 285 °C · 285°C
- Boiling point
- 500 °C · 500°C (estimate)
- Density
- 1.366 · 1.366 (estimate)
- refractive index
- 1.649 · 1.6490 (estimate)
- storage temp.
- Refrigerator, Under Inert Atmosphere
- solubility
- DMSO (Slightly), Water (Slightly)
- form
- solid
- pka
- -0.66 · -0.66±0.50(Predicted)
- color
- Off-White to Pale Beige
- Water Solubility
- It is soluble in water.
- Sensitive
- Hygroscopic
- Merck
- 4773 · 4773
- InChI
- InChI=1S/C6H8N2O3S/c7-8-5-1-3-6(4-2-5)12(9,10)11/h1-4,8H,7H2,(H,9,10,11)
- InChIKey
- IOMZCWUHFGMSEJ-UHFFFAOYSA-N
- SMILES
- C1(S(O)(=O)=O)=CC=C(NN)C=C1
- CAS DataBase Reference
- 98 · 98-71-5(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 3 J225IK1D · F3J225IK1D
- EPA Substance Registry System
- 4 · Benzenesulfonic acid, 4-hydrazino- (98-71-5)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36/37/39-60-37
- RIDADR
- 2585 · 2585
- RTECS
- 6900000 · DB6900000
- Hazard Note
- Irritant
- TSCA
- TSCA listed
- HS Code
- 29280000 · 29280000
Safety & regulation
GHS classification
GHS Classification
Danger
H302 (71.4%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 7 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Safety data
- tsca
- TSCA listed
- rtecs
- DB6900000
- ridadr
- 2585
- hs_code
- 29280000
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-36/37/39-60-37
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Chemistry & industry
Uses & manufacturing
Applications
Uses4-Hydrazinobenzenesulfonic Acid is used as an intermediate to manufacture pharmaceuticals, dyes and other organic synthesis. They have active applications in organic synthesis for agrochemicals, pharmaceuticals, photographic, heat stabilizers, polymerization catalysts, flame-retardants, blowing agents for plastics, explosives, and dyes.
Preparation methods
PreparationSynthesis of 4-Hydrazinobenzenesulfonic acid: Sodium 4-aminobenzenesulfonate was used as the starting material. It was mixed with water and 30% hydrochloric acid, and the mixture was cooled to 2°C. A sodium nitrite solution was then added dropwise at 0–5°C to achieve diazotization. The resulting diazonium salt solution was transferred into a mixture of sodium hydroxide solution and sodium metabisulfite, maintaining the feed temperature at 80–85°C and the pH between 6.2 and 6.7. After the addition was complete, the reaction mixture was stirred for an additional 1.5 hours. Subsequently, zinc powder and diatomaceous earth were added. The mixture was stirred and then filtered. The filtered reaction product was finally treated with acid to afford 4-hydrazinobenzenesulfonic acid.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Related reactions
Compound notes
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