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251917

Sigma-Aldrich

Sulfanilic acid

ACS reagent, 99%

Synonym(s):

4-Aminobenzenesulfonic acid, Aniline-4-sulfonic acid

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About This Item

Linear Formula:
4-(H2N)C6H4SO3H
CAS Number:
Molecular Weight:
173.19
Beilstein:
908765
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

grade

ACS reagent

Quality Level

Assay

98.0-102.0% (ACS specification)
99%

form

powder

ign. residue

≤0.01%

mp

>300 °C (lit.)

anion traces

chloride (Cl-): ≤0.002%
nitrite (NO2-): ≤0.5 ppm
sulfate (SO42-): ≤0.01%

SMILES string

Nc1ccc(cc1)S(O)(=O)=O

InChI

1S/C6H7NO3S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H,8,9,10)

InChI key

HVBSAKJJOYLTQU-UHFFFAOYSA-N

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Application

The diazonium salt of sulfanilic acid may be used in the preparation of azo dyes such as o-anisaldehyde, orange I and orange II. It may also be used in the preparation of 2,6-dibromoaniline via bromination followed by desulfonation.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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1,2-AMINONAPHTHOL HYDROCHLORIDE
Conant JB, et al
Organic Syntheses, 17, 9-9 (1937)
2,6-DICHLOROANILINE AND 2,6-DIBROMOANILINE
Seikel MK
Organic Syntheses, 24, 47-47 (1944)
o-ANISALDEHYDE
Sisti AJ
Organic Syntheses, 44, 4-4 (1964)
Adsorption of essential micronutrients by carbon nanotubes and the implications for nanotoxicity testing.
Lin Guo et al.
Small (Weinheim an der Bergstrasse, Germany), 4(6), 721-727 (2008-05-28)
Yunfeng Liao et al.
Organic letters, 14(23), 6004-6007 (2012-11-16)
2-Aryl benzothiazole formation from aryl ketones and 2-aminobenzenethiols under metal- and I(2)-free conditions was described. Various 2-aryl benzothiazoles were selectively obtained in good yields using molecular oxygen as oxidant. DMSO played an important role in this transformation. Functional groups such

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