2657-00-3

Basic information

• Product Name: Sodium 2-diazo-1-naphthol-5-sulfonate
• Synonyms: 6-Diazo-5,6-dihydro-5-oxo-1-naphthalenesulfonic Acid Sodium Salt 1,2-Naphthoquinone-2-diazido-5-sulfonic Acid Sodium Salt Sodium 1,2-Naphthoquinone-2-diazido-5-sulfonate;2-Dinzo-1-oxo-5-Naphttalehe sulfonic acid;1-Naphthalenesulfonic acid, 6-diazo-5,6-dihydro-5-oxo-, sodium s;[Research for Photosensitive Material];Sodium 6-Diazo-5,6-dihydro-5-oxo-1-naphthalenesulfonate 2-DIAZO-1-NAPHTHOL-5-SULFONIC ACID SODIUM SALT;2-DIAZO-1-OXO-5-NAPHTHALENE SULFONIC ACID SODIUM SALT;1,2-NAPHTHOQUINONE-2-DIAZIDO-5-SULFONIC ACID SODIUM SALT
• CAS NO: 2657-00-3
• Molecular Formula: C₁₀H₅N₂O₄S*Na
• Molecular Weight: 272.22
• EINECS: 220-189-5
• Mol File: 2657-00-3.mol
• Article Data: 0

Chemical Properties

• Appearance: yellow powder
• Density: 1.73 at 20℃
• Vapor Pressure: 0.01-1Pa at 20-50℃
• Stability: Stable, but may be light sensitive. Incompatible with acids, bases, strong oxidizing agents. Highly flammable - self-reactive so
• CAS DataBase Reference: Sodium 2-diazo-1-naphthol-5-sulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: Sodium 2-diazo-1-naphthol-5-sulfonate(2657-00-3)
• EPA Substance Registry System: Sodium 2-diazo-1-naphthol-5-sulfonate(2657-00-3)

Safety Data

• Hazard Codes: F
• Statements: 11
• Safety Statements: 16-26-33-36
• RIDADR: UN 3226 4.1
• WGK Germany: 2
• F: 4.11
• Hazardous Substances Data: 2657-00-3(Hazardous Substances Data)

Usage

Chemical Properties

yellow powder

General Description

A white to light colored solid substance. Insoluble in water and denser than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion. May ignite and burn with an intense flame if exposed to high temperatures or flame.

Air & Water Reactions

Dust may form an explosive mixture in air. Insoluble in water.

Reactivity Profile

Self-decomposition or self-ignition may be triggered by heat, chemical reaction, friction or impact. Sodium 2-diazo-1-naphthol-5-sulfonate is a diazo derivative. Azo, diazo, azido compounds can detonate. This applies in particular to organic azides that have been sensitized by the addition of metal salts or strong acids. Toxic gases are formed by mixing materials of this class with acids, aldehydes, amides, carbamates, cyanides, inorganic fluorides, halogenated organics, isocyanates, ketones, metals, nitrides, peroxides, phenols, epoxides, acyl halides, and strong oxidizing or reducing agents. Flammable gases are formed by mixing materials in this group with alkali metals. Explosive combination can occur with strong oxidizing agents, metal salts, peroxides, and sulfides.

InChI:InChI=1/C10H6N2O4S.Na/c11-12-8-5-4-6-7(10(8)13)2-1-3-9(6)17(14,15)16;/h1-5H,(H,14,15,16);/q;+1/p-1

Synthetic route

Bisphenol B (77-40-7) + sodium 2-diazo-1-oxo-1,2-dihydronaphthalene-5-sulfonate (2657-00-3) → 4-(1-(4-((6-diazo-5-oxo-5,6-dihydro-1-naphthalenyl)sulfonyl)oxyphenyl)-1-methylpropyl)phenyl 6-diazo-5-oxo-5,6-dihydro-1-naphthalenesulfonate (1064170-66-6)

Conditions	Yield
Stage #1: sodium 2-diazo-1-oxo-1,2-dihydronaphthalene-5-sulfonate With bis(trichloromethyl) carbonate; triethylamine In dichloromethane at -50℃; for 1.33333h; Stage #2: Bisphenol B With triethylamine In dichloromethane at 0℃; for 1h; Excluding light;	100%

sodium 2-diazo-1-oxo-1,2-dihydronaphthalene-5-sulfonate (2657-00-3) → 2-diazo-1-oxo-1,2-dihydronaphthalene-4-sulfonyl chloride (1001756-09-7, 3770-97-6)

Conditions	Yield
With triethylamine; trichloromethyl chloroformate In dichloromethane at -50℃; for 1.33333 - 1.5h; Product distribution / selectivity;	80%
With bis(trichloromethyl) carbonate; triethylamine In dichloromethane at -50℃; for 1.33333h; Product distribution / selectivity;	80%
With bis(trichloromethyl) carbonate; triethylamine In dichloromethane at -50℃; for 1.33333h; Product distribution / selectivity;

sodium 2-diazo-1-oxo-1,2-dihydronaphthalene-5-sulfonate (2657-00-3) → sodium 3-carboxyindene-7-sulfonate + C20H10O8S2(2-)*2Na(1+) + C20H10O8S2(2-)*2Na(1+) + C20H10O8S2(2-)*2Na(1+)

Conditions	Yield
In water Product distribution; Rate constant; Mechanism; Irradiation; irradiation between var. conditions;

sodium 2-diazo-1-oxo-1,2-dihydronaphthalene-5-sulfonate (2657-00-3) → Sodium; 1-oxa-cyclopropa[a]naphthalene-4-sulfonate

Conditions	Yield
Product distribution; Rate constant; laser flash photolysis in methanol or water;

methanol (67-56-1) + sodium 2-diazo-1-oxo-1,2-dihydronaphthalene-5-sulfonate (2657-00-3) → Sodium; 1-oxomethylene-1H-indene-4-sulfonate + Sodium; 1-[1-hydroxy-1-methoxy-meth-(E)-ylidene]-1H-indene-4-sulfonate + Sodium; 5-hydroxy-6-methoxy-naphthalene-1-sulfonate

Conditions	Yield
Quantum yield; Product distribution; Mechanism; Irradiation; other substituted and unsubstituted diazodihydronaphthalenones; other aliphatic alcohols and H2O;

Downstream Products

• 1064170-66-6 4-(1-(4-((6-diazo-5-oxo-5,6-dihydro-1-naphthalenyl)sulfonyl)oxyphenyl)-1-methylpropyl)phenyl 6-diazo-5-oxo-5,6-dihydro-1-naphthalenesulfonate 
• 1001756-09-7 2-diazo-1-oxo-1,2-dihydronaphthalene-4-sulfonyl chloride