Sulfanilic acid

Sulfanilic acid Basic information
Synthesize
Product Name:Sulfanilic acid
Synonyms:Sulfanilic acid puriss. p.a., >=99.0% (T);Sulfanilic acid Vetec(TM) reagent grade, 99%;BES SODIUM SALT HIGH PURITY GRADE;p-Anilinesulfonic acid anhydrous;DNA MW MARKER 1KB LADDER;4-SULFOANILINE;4-ANILINESULFONIC ACID;SUFANILIC ACID
CAS:121-57-3
MF:C6H7NO3S
MW:173.19
EINECS:204-482-5
Product Categories:Organics;INORGANIC & ORGANIC CHEMICALS;Intermediates of Dyes and Pigments;Amines;Aromatics;Sulfur & Selenium Compounds;bc0001
Mol File:121-57-3.mol
Sulfanilic acid Structure
Sulfanilic acid Chemical Properties
Melting point >300 °C(lit.)
Boiling point 288 ℃
density 1.485
vapor pressure 0Pa at 25℃
refractive index 1.5500 (estimate)
storage temp. Store below +30°C.
solubility 10g/l
form solid
pka3.24(at 25℃)
color White to Off-White
PH2.5 (10g/l, H2O, 20℃)
Water Solubility 0.1 g/100 mL (20 ºC)
Merck 14,8926
BRN 908765
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyHVBSAKJJOYLTQU-UHFFFAOYSA-N
LogP-2.3 at 25℃
CAS DataBase Reference121-57-3(CAS DataBase Reference)
NIST Chemistry ReferenceBenzenesulfonic acid, 4-amino-(121-57-3)
EPA Substance Registry SystemSulfanilic acid (121-57-3)
Safety Information
Hazard Codes C,Xi
Risk Statements 36/38-43-34
Safety Statements 26-36/37/39-45-37-24-36/37
RIDADR UN 2790 8/PG 3
WGK Germany 1
RTECS WP3895500
Autoignition Temperature>400 °C
TSCA Yes
HS Code 29214210
Hazardous Substances Data121-57-3(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 12300 mg/kg
MSDS Information
ProviderLanguage
4-Anilinesulfonic acid English
SigmaAldrich English
ACROS English
ALFA English
Sulfanilic acid Usage And Synthesis
SynthesizeSulfanilic acid can be used for the determination of nitrite. Biochemical Research. Organic Synthesis. Sulfanilic acid is an important intermediate of sulfonamide drugs. This product has strong antibacterial effect on hemolytic streptococcus, meningitis and coccus, but due to poor efficacy and high toxicity, it is rarely used for oral administration. It is also rarely used. It is used as an intermediate for the synthesis of other sulfonamides, and is also used as a raw material for the synthesis of agricultural "Huangcaoling" abroad. Sulfanilic acid can also be used as an analytical reagent, such as a reagent for the photometric determination of nitrite and sodium nitroferricyanide. For biochemical research, organic synthesis and pharmaceutical industry. Sulfanilic acid is the main raw material for synthesizing sulfonamides. In addition to preparing crystalline sulfonamides for external anti-inflammatory, it can also synthesize other sulfonamides such as sulfamidine, sulfamethoxazine, and sulfamethazine.
DescriptionSulfanilic acid (4-amino benzene sulfonic acid ) is an off-white crystalline solid which finds application in quantitative analysis of nitrate and nitrite ions. The solid acid exists as a zwitterion, and has an unusually high melting point.Sulfanilic acid.jpg
Chemical Propertiesgreyish-white crystals or powder
UsesSulfanilic acid may be used for the functionalization of single-walled carbon nanotubes (SWNTs) with aryl sulfonate groups.
UsesA toxic metabolite of Tartrazine (T007700). Used as Ehrlich’s reagent, for detecting of nitrites. Antibacterial.
UsesSulfanilic Acid (Sulfadimethoxine EP Impurity D) is a toxic metabolite of Tartrazine (T007700). Used as Ehrlich’s reagent, for detecting of nitrites. Antibacterial.
ApplicationAs the compound readily form diazo compounds, it is used to make dyes and sulpha drugs . This property is also used for the quantitative analysis of nitrate and nitrite ions by diazonium coupling reaction with N-(1-Naphthyl) ethylene diamine , resulting in an azo dye, and the concentration of nitrate or nitrite ions were deduced from the color intensity of the resulting red solution by colorimetry.
It is also used as a standard in combustion analysis.
DefinitionChEBI: An aminobenzenesulfonic acid that is aniline sulfonated at the para-position.
General DescriptionWhite powder with faint purple tinge. Grayish-white flat crystals. Becomes anhydrous at around 212°F. Low toxicity (used medicinally).
Air & Water ReactionsInsoluble in water.
Reactivity ProfileSulfanilic acid is an amino acid. Reacts weakly with both acids and bases.
Fire HazardFlash point data for Sulfanilic acid are not available, however Sulfanilic acid is probably combustible.
SynthesisSulfanilic acid can be produced by sulfonation of aniline.
Purification MethodsCrystallise the acid (as dihydrate) from boiling water. Dry it at 105o for 2-3hours, then over 90% H2SO4 in a vacuum desiccator. The S-benzylisothiuronium salt has m 187o (from aqueous EtOH). [Beilstein 14 IV 2655.]
N-(Mercaptoacetyl)sulfanilic acid sodium salt ACID ORANGE 63 REACTIVE BLUE 4 ACID RED 66 ACID ORANGE 8 CHLORANTINE FAST RED 5B 4-Aminobenzaldehyde Ethyl 2-(Chlorosulfonyl)acetate ACID YELLOW 11 Ascoric Acid SULFANILIC ACID SODIUM SALT ACID RED 151 ACID YELLOW 54 6-(5-Chloro-2-hydroxy-4-sulfophenylazo)-5-hydroxy-1-naphthalenesulfonic acid disodium salt ACID YELLOW 25 Sulfanilic acid,monohydrate Sulfanilic acid tin(II) ACID YELLOW 76 (C.I. 18850)

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