Name | 3-Aminobenzene sulfonic acid |
Synonyms | Metanilic acid m-anilinesulfonic acid 3-aminobenzenesulfonate aminobenzenesulfonicacid Aminobenzenesulfonic acid 3-amino-benzenesulfonicaci 3-Aminobenzenesulfonic Acid benzenesulfonicacid,3-amino 3-AMINOBENZENESULFONIC ACID Kyselina anilin-3-sulfonova 3-Aminobenzene sulfonic acid Benzenesulfonicacid,3-amino- Benzenesulfonic acid, 3-amino- |
CAS | 121-47-1 |
EINECS | 204-473-6 |
InChI | InChI=1/C6H7NO3S/c7-5-2-1-3-6(4-5)11(8,9)10/h1-4H,7H2,(H,8,9,10)/p-1 |
Molecular Formula | C6H7NO3S |
Molar Mass | 173.19 |
Density | 1.69 |
Melting Point | >300 °C (lit.) |
Water Solubility | slightly soluble |
Solubility | ethanol: very slightly soluble(lit.) |
Appearance | White crystal |
Color | White to grayish-beige |
Merck | 14,5927 |
BRN | 473264 |
pKa | 3.73(at 25℃) |
Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
Stability | Stable. Combustible. Incompatible with strong oxidizing agents, acids. |
Refractive Index | 1.5500 (estimate) |
MDL | MFCD00065345 |
Physical and Chemical Properties | Pure character is white flake crystal. melting point 288 ℃ relative density 1.485 solubility slightly soluble in ethanol and ether. Soluble in water, alkali and concentrated hydrochloric acid. |
Use | Used as an intermediate for dyes in the preparation of acidic and reactive dyes |
Hazard Symbols | Xn - Harmful |
Risk Codes | 20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
Safety Description | S23 - Do not breathe vapour. S28 - After contact with skin, wash immediately with plenty of soap-suds. S28A - S25 - Avoid contact with eyes. |
UN IDs | 3261 |
WGK Germany | 1 |
RTECS | OY2300000 |
TSCA | Yes |
HS Code | 29214200 |
Hazard Class | IRRITANT |
Raw Materials | Sodium carbonate Sulfuric acid Sulfuric acid Iron Iron Nitrobenzene Nicotinic acid Hydrochloric acid |
The Pure product is white flake crystal with relative density of 1. 485. Melting point 288 °c. Slightly soluble in ethanol, ether. Soluble in water, alkali and concentrated hydrochloric acid. Strong hygroscopicity. The decomposition temperature of the crystals obtained in water was 302 to 304 °c.
from nitrobenzene with fuming sulfuric acid sulfonation to produce m-nitrobenzenesulfonic acid, in the presence of iron powder reduction, after neutralization, hydrochloric acid refined products.
can be used to prepare azo dyes, reactive dyes, acid dyes, sulfur dyes and other dyes. It is also used to prepare vanillin and pesticides (Prevention and Treatment of wheat rust drugs), in the pharmaceutical industry for the preparation of anti-TB drugs in the intermediate M-aminophenol.
LogP | -2.77 at 21℃ |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
use | used as a dye intermediate to prepare acidic and reactive dyes used to make azo dyes and sulfide dyes, such as weak acid deep blue 5R,GR acid golden G, reactive orange K-G, K-GN, KR, K-7R, etc., and also used to make other dyes. It is also used to prepare m-aminophenol, vanillin, etc. This product is highly toxic and its toxicity is similar to aniline. Used as an intermediate for dyes to prepare acidic and reactive dyes Used to make azo dyes, sulfide dyes, acid dyes and vanillin. |
production method | is prepared by sulfonation, reduction and acid precipitation of nitrobenzene: the technological process is as follows:(1) sulfonated 20% fuming sulfuric acid 1600L is added into the acid steamer at a speed of 500L/h, keeping the temperature at about 250 ℃. The evaporated sulfur trioxide vapor is condensed to obtain 285L of liquid sulfur trioxide. The sulfur trioxide is added to a sulfonated pot containing 667kg of nitrobenzene within 3 hours, starting from room temperature to 90 ℃, heating to 115 ℃ after adding, and heat preservation for 3 hours. Dilute in 3000L of water or iron mud lotion and neutralize with liquid alkali to neutral. Filter to obtain sodium m-nitrobenzene sulfonate salt solution. 95% yield. (2) Reduction: 1/5 sulfonated diluent (not neutralized with liquid alkali) and 700kg of iron filings are prepared as electrolyte (activated) in the reduction pot. Under direct steam boiling, the remaining 4/5 neutralization solution is added to the reduction pot within about 2-3h. After adding, continue boiling and reduction for 0.5h. After the sampling conversion rate is less than or equal to 98%, add liquid alkali and adjust it to pH value of 9, filter while hot, filter iron mud, and the filtrate is the sodium m-aminobenzene sulfonate salt solution (after the sodium salt solution is concentrated, it can be used as a dye intermediate). 88% yield. (3) Acid precipitation Add sulfuric acid to the sodium salt solution in the acid analysis pot until Congo red test paper turns blue, and the temperature is kept at 70 ℃. Then centrifuged and filtered to obtain m-aminobenzenesulfonic acid slurry. 85% yield. The total yield was 71% (based on nitrobenzene). Industrial product specifications as dye intermediates: the appearance is gray-white to light red crystal or slurry, the total amino value content is ≥ 60%, the equivalent dry product content is not less than 90.9%, and the insoluble substance in soda ash is ≤ 1.5%. Raw material consumption quota: nitrobenzene 1035kg/t, liquid alkali (30%)2106kg/t, fuming sulfuric acid 4264kg/t, iron filings 934kg/t. |