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4,4'-Diamino-2,2'-stilbenedisulfonic acid

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4,4'-Diamino-2,2'-stilbenedisulfonic acid Basic information

Product Name:
4,4'-Diamino-2,2'-stilbenedisulfonic acid
Synonyms:
  • diaminostilbenedisulfonicacid
  • 4,4'-Diaminodiphenylethylene-2,2'-disulfonic acid
  • 4',4" Diamino stillbene 2'2" disulphonic acid
  • 1,2-bis(4-amino-2-sulfophenyl)ethene
  • 4,4'-Diamino-2,2'-stibenedisulfonic acid
  • 4,4'-DIAMINO-2,2'-STILBENEDISULFONIC ACI D, TECH., 85%
  • 2,2’-(1,2-ethenediyl)bis[5-amino-benzenesulfonicaci
  • 2,2’-(1,2-ethenediyl)bis[5-amino-Benzenesulfonicacid
CAS:
81-11-8
MF:
C14H14N2O6S2
MW:
370.4
EINECS:
201-325-2
Product Categories:
  • Stilbenes
  • Fluorescent Labels & Indicators
  • Intermediates of Dyes and Pigments
  • bc0001
Mol File:
81-11-8.mol
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4,4'-Diamino-2,2'-stilbenedisulfonic acid Chemical Properties

Melting point:
300 °C
Density 
1.4732 (rough estimate)
vapor pressure 
1.3hPa at 25℃
refractive index 
1.6510 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
Aqueous Base (Slightly)
pka
-1.58±0.50(Predicted)
form 
Crystalline Powder
color 
Cream to yellow-brown
Water Solubility 
<0.1 g/100 mL at 23 ºC
Merck 
14,595
BRN 
629516
Stability:
Stable. Combustible. Incompatible with iron, strong oxidizing agents.
LogP
-1.7--1.42 at 25℃
CAS DataBase Reference
81-11-8(CAS DataBase Reference)
EPA Substance Registry System
Amsonic acid (81-11-8)
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Safety Information

Hazard Codes 
C,Xn
Risk Statements 
34-22-36/37/38-20/21/22
Safety Statements 
24/25-45-36/37/39-26-22
RIDADR 
UN 2583
RTECS 
WJ6603000
TSCA 
Yes
HS Code 
29215900
Hazardous Substances Data
81-11-8(Hazardous Substances Data)

MSDS

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4,4'-Diamino-2,2'-stilbenedisulfonic acid Usage And Synthesis

Chemical Properties

Light Yellow Powder

Uses

4,4’-Diaminostilbene-2,2’-disulfonic Acid, 95+% (cas# 81-11-8) is a compound useful in organic synthesis.

Uses

In manufacture of dyes, bleaching agents.

General Description

Odorless yellowish microscopic needles or cream-colored powder. pH approximately 4.3 at 30 g/L water (suspension).

Air & Water Reactions

Insoluble in water.

Reactivity Profile

4,4'-Diamino-2,2'-stilbenedisulfonic acid is incompatible with iron. 4,4'-Diamino-2,2'-stilbenedisulfonic acid forms sparingly water-soluble, crystalline salts with many bisquaternary ammonium bases.

Fire Hazard

Flash point data for 4,4'-Diamino-2,2'-stilbenedisulfonic acid are not available; however, 4,4'-Diamino-2,2'-stilbenedisulfonic acid is probably combustible.

Synthesis

A typical procedure for preparation of 4,4'-Diamino-2,2'-stilbenedisulfonic acid: A solution of potassium hydroxide (3 g, 52 mmol) in a low amount of water was slowly added with stirring to a mixture of p-nitrotoluene ortho sulfonic acid (2.2 g, 10 mmol), diethylene glycol (20 mL) and 2.5 mL of hydrazine hydrate 85%. The resulting mixture was refluxed for 30 minutes, then the condenser was removed, the aqueous liquor evaporated, and refluxing continued for 2.5 hours. The reaction mixture was cooled and diluted with water when the reaction was completed. Then, the cooled and diluted reaction mixture was acidified with warm, concentrated hydrochloric acid, and the pure product was filtered.

Environmental Fate

For the environment, various NOEC and LC50 values were gained from test results; LC50 = > 1000 mg/l (acute fish); EC50 = 210 mg/l (acute daphnia); EC50 = 76 mg/l (acute algae); NOEC = 32 mg/l (algae); NOEC = 37 mg/l (longterm daphnia reproduction). The lowest toxicity result (72h-NOEC, biomass, for Selenastrum capricornutum, 32 mg/l) was used to derive a PNEC. An assessment factor of 100 was used according to the OECD Provisional Guidance for Initial Assessment of Aquatic Effects. Thus, PNEC of 4,4'-Diamino-2,2'-stilbenedisulfonic acid is 0.32 mg/l in the present report. The PEC is lower than the PNEC. The environmental risk is presumed to be low.

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