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

pka

3.24(at 25℃)

form 

solid

color 

White to Off-White

PH

2.5 (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.

InChIKey

HVBSAKJJOYLTQU-UHFFFAOYSA-N

LogP

-2.3 at 25℃

CAS DataBase Reference

121-57-3(CAS DataBase Reference)

NIST Chemistry Reference

Benzenesulfonic acid, 4-amino-(121-57-3)

EPA Substance Registry System

Sulfanilic 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 Data

121-57-3(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: 12300 mg/kg

MSDS

• Language:English Provider:4-Anilinesulfonic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Sulfanilic acid Usage And Synthesis

Synthesize

Sulfanilic 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.

Description

Sulfanilic 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.

Chemical Properties

greyish-white crystals or powder

Uses

Sulfanilic Acid (Sulfadimethoxine EP Impurity D) is a toxic metabolite of Tartrazine (T007700). Used as Ehrlich’s reagent, for detecting of nitrites. Antibacterial.

Uses

Sulfanilic acid may be used for the functionalization of single-walled carbon nanotubes (SWNTs) with aryl sulfonate groups.

Uses

A toxic metabolite of Tartrazine (T007700). Used as Ehrlich’s reagent, for detecting of nitrites. Antibacterial.

Application

As 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.

Definition

ChEBI: An aminobenzenesulfonic acid that is aniline sulfonated at the para-position.

General Description

White powder with faint purple tinge. Grayish-white flat crystals. Becomes anhydrous at around 212°F. Low toxicity (used medicinally).

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Sulfanilic acid is an amino acid. Reacts weakly with both acids and bases.

Fire Hazard

Flash point data for Sulfanilic acid are not available, however Sulfanilic acid is probably combustible.

Synthesis

Sulfanilic acid can be produced by sulfonation of aniline.

Purification Methods

Crystallise 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.]

Sulfanilic acid(121-57-3)Related Product Information

• Ethyl 2-(Chlorosulfonyl)acetate
• Hyaluronic acid
• Sulfanilamide
• 4-Aminobenzoic acid
• Stearic acid
• Citric acid
• 4-Aminobenzaldehyde
• p-Anisidine
• Folic acid
• Ascoric Acid
• p-[[(4-chlorobutyl)sulphonyl]amino]benzenesulphonamide
• N-acetylsulphanilic acid
• 4-(Acetylamino)-N-(2,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide
• Sulfadimethoxine-d6
• Sulfadimethoxine
• 4-Amino-2,6-dimethoxypyrimidine
• 1,3-di(4-sulfamoylphenyl)triazene
• SULFADIMETHOXINE-D4