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Peri acid

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Peri acid Basic information

Product Name:
Peri acid
Synonyms:
  • 8-azanylnaphthalene-1-sulfonic acid
  • 1,8-Naphthylaminesulfonic acid
  • 1-Aminonaphthalene-8-sulfonic acid
  • NAPHTHYLAMINOMONOSULFONIC ACID
  • PERI ACID
  • 1-Amino-8-naphthalenesulfonic Acid 1-Naphthylamine-8-sulfonic Acid Peri Acid
  • 1.8 Clevs Acid(Peri Acid)
  • 1-Amino-8-naphthalene sulfonate
CAS:
82-75-7
MF:
C10H9NO3S
MW:
223.25
EINECS:
201-437-1
Product Categories:
  • Intermediates of Dyes and Pigments
  • bc0001
Mol File:
82-75-7.mol
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Peri acid Chemical Properties

Melting point:
>350°C
Boiling point:
220°C (rough estimate)
Density 
1.3588 (rough estimate)
refractive index 
1.6500 (estimate)
pka
pK1: 5.03 (25°C)
form 
powder to crystal
color 
Light yellow to Brown
Water Solubility 
0.2g/L(21 ºC)
Merck 
14,6405
BRN 
983230
CAS DataBase Reference
82-75-7(CAS DataBase Reference)
EPA Substance Registry System
1-Naphthalenesulfonic acid, 8-amino- (82-75-7)
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Safety Information

Hazard Codes 
C
Risk Statements 
34
Safety Statements 
26-27-36-45
TSCA 
Yes
HS Code 
29214500

MSDS

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Peri acid Usage And Synthesis

Chemical Properties

Dark green powder. 1-Aminonaphthalene-8-sulfonic acid [82- 75-7]. (8-aminonaphthalene-1-sulfonic acid), Peri acid, C10H9NO3S, Mr 223.24, crystallizes as the monohydrate and is sparingly soluble even in boiling water. The sodium salt is also sparingly soluble in water. Caustic fusion at 200℃ produces 8-amino-1- naphthol, whereas slow hydrolysis with 10 % sodium hydroxide at 220 – 260℃ yields 1,8- dihydroxynaphthalene. Sulfonation with cold 10 % oleum produces 1-aminonaphthalene-4,8- disulfonic acid, whereas hot concentrated sulfuric acid results in slow isomerization into naphthionic acid.

Uses

Intermediate of dyestuff. Dehydration with phosphorus oxychloride yields naphthosultam, and diazotization followed by hydrolysis results in naphthosultone, the intermediate for 1- hydroxynaphthalene-8-sulfonic acid. Diazotization followed by a Sandmeyer cyanide reaction gives 8-cyanonaphthalene-1-sulfonic acid, one of the most industrially important Sandmeyer reaction products because the nitrile forms the lactam, naphthostyril [130-00-7], upon treatment with concentrated alkali at 185℃. Hydrolysis of naphthostyril with dilute alkali yields 8-aminonaphthalene-1-carboxylic acid, which is the key intermediate for production of anthanthrone vat dyes via 1,10 -binaphthyl8,80 -dicarboxylic acid.

Production Methods

Naphthalene is converted to naphthalene-1-sulfonic acid. The crude sulfonation product is diluted with sulfuric acid, and 67.5 % nitric acid is added slowly at 30℃ to give the 5- and 8-nitro derivatives. The products are converted to the readily soluble magnesium salts by addition of a slurry of dolomite. The reaction mixture is neutralized with chalk and filtered hot. The filtrate is run into a suspension of iron powder in boiling water, which is kept slightly acidic with sulfuric acid. When reduction is complete, dissolved iron is precipitated by addition of magnesia, the iron residues are filtered off while hot, and the resulting liquor is acidified to pH 4.5 with sulfuric acid to give 99 % pure Peri acid in 48 % yield. The filtrates are further acidified to precipitate crude Laurent’s acid. This may be purified via its magnesium salt to give a 17 % yield of pure 1,5-isomer.

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