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Aminonaphthalenesulfonic acids are compounds with the composition C10H6(NH2)(SO3H), being derived from
naphthalene Naphthalene is an organic compound with formula . It is the simplest polycyclic aromatic hydrocarbon, and is a white crystalline solid with a characteristic odor that is detectable at concentrations as low as 0.08  ppm by mass. As an aromati ...
(C10H8) substituted by an
amino In chemistry, amines (, ) are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (), wherein one or more hydrogen atoms have been replaced by a substituent s ...
and
sulfonic acid In organic chemistry, sulfonic acid (or sulphonic acid) refers to a member of the class of organosulfur compounds with the general formula , where R is an organic alkyl or aryl group and the group a sulfonyl hydroxide. As a substituent, it is kn ...
groups. These compounds are colorless solids. They are useful precursors to dyes.Gerald Booth "Naphthalene Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim. . Notes: Peri-acid dehydrates to the
sultam In organic chemistry, the sulfonamide functional group (also spelled sulphonamide) is an organosulfur group with the structure . It consists of a sulfonyl group () connected to an amine group (). Relatively speaking this group is unreactive. B ...
. Via the
Bucherer reaction The Bucherer reaction in organic chemistry is the reversible conversion of a naphthol to a naphthylamine in the presence of ammonia and sodium bisulfite. The reaction is widely used in the synthesis of dye precursors aminonaphthalenesulfonic ac ...
, heating periacid with anilinium salts gives the N-phenyl derivative, precursor to Acid Blue 113. {, class="wikitable" style="margin-left: auto; margin-right: auto; border: none;" , + 2-Aminonaphthalenesulfonic acids , - ! scope="col" , Isomer ! scope="col" ,
CAS Registry Number A CAS Registry Number (also referred to as CAS RN or informally CAS Number) is a unique identification number assigned by the Chemical Abstracts Service (CAS), US to every chemical substance described in the open scientific literature. It inclu ...
! scope="col" , Alternative names ! scope="col" , Preparative route and notes , - , 2-Aminonaphthalene-1-sulfonic acid, , 81-16-3, , Tobias acid, ,
Bucherer reaction The Bucherer reaction in organic chemistry is the reversible conversion of a naphthol to a naphthylamine in the presence of ammonia and sodium bisulfite. The reaction is widely used in the synthesis of dye precursors aminonaphthalenesulfonic ac ...
of 2-hydroxynaphthalene-1-sulfonic acid with ammonium salts, precursor to C.I. Pigment Red 49 , - , 2-Aminonaphthalene-5-sulfonic acid, , 81-05-0, , Dahl’s acid, Dressel acid, D acid, , Desulfonation of 2-aminonaphthalene-1,5-disulfonic acid , - , 2-Aminonaphthalene-6-sulfonic acid, , 93-00-5, , Bronner acid, , Bucherer amination of 2-hydroxynaphthalene-6-sulfonic acid , - , 2-Aminonaphthalene-7-sulfonic acid, , 494-44-0, , Amido F acid; Delta acid; Monosulphonic F acid, , Bucherer amination of 2-hydroxynaphthalene-7-sulfonic acid , - , 2-Aminonaphthalene-8-sulfonic acid, , 86-60-2, , Badische acid, , Bucherer amination of 2-hydroxynaphthalene-8-sulfonic acid


References

Naphthalenesulfonic acids Amino acids