Description

2-Diazo-1-naphthol-5-sulfonyl chloride (CAS No. 3770-97-6) is a highly reactive sulfonyl chloride derivative with the molecular formula C₁₀H₅ClN₂O₃S. This compound is widely utilized in organic synthesis, particularly in the preparation of diazo dyes, photoactive compounds, and as a key intermediate in peptide coupling reactions. Its unique diazo and sulfonyl chloride functionalities make it an essential reagent for researchers and scientists working in photochemistry, proteomics, and material science applications. The product is supplied as a high-purity solid, ensuring optimal performance in sensitive reactions. Store under inert conditions to maintain stability and reactivity.

Properties

• CAS Number: 3770-97-6
• Complexity: 438
• IUPAC Name: 5-chlorosulfonyl-2-diazonio-naphthalen-1-olate
• InChI: InChI=1S/C10H5ClN2O3S/c11-17(15,16)9-3-1-2-7-6(9)4-5-8(13-12)10(7)14/h1-5H
• InChI Key: DZQQBMOSBPOYFX-UHFFFAOYSA-N
• Exact Mass: 267.9709409
• Molecular Formula: C10H5ClN2O3S
• Molecular Weight: 268.68
• SMILES: C1=CC2=C(C=CC(=C2[O-])[N+]#N)C(=C1)S(=O)(=O)Cl
• Topological: 93.7
• Monoisotopic Mass: 267.9709409
• Physical Description: 2-diazo-1-naphthol-5-sulfonyl chloride appears as a white to light-colored crystalline solid. Insoluble in water and denser than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion. Used to make other chemicals.
• Synonyms: 2-Diazo-1-naphthol-5-sulfonyl chloride, 1-Naphthalenesulfonyl chloride, 6-diazo-5,6-dihydro-5-oxo-, EINECS 223-211-1, 2-Diazo-1-naphthone-5-sulfonyl chloride, 2-Diazo-1-naphthone-5-sulfonic acid chloride, 6-Diazo-5,6-dihydro-5-oxonaphthalene-2-sulphonyl chloride, 1-Hydroxy-5-chlorosulfonyl-2-naphthalenediazonium hydroxide, inner salt, 2-Diazo-1-Naphthol-5-Sulphonyl Chloride, 223-211-1, 3770-97-6, 138863-74-8, 5-chlorosulfonyl-2-diazonionaphthalen-1-olate, 5-(chlorosulfonyl)-2-diazonionaphthalen-1-olate, 6-Diazo-5,6-dihydro-5-oxo-1-naphthalenesulfonyl chloride, 2-Diazo-1-oxo naphthalene-5-sulfonyl chloride, 6-Diazo-5-oxo-5,6-dihydro-1-naphthalenesulfonyl chloride, SCHEMBL823909, DTXSID9052052, SCHEMBL22344880, AKOS015900262, AKOS015960786, AS-15517, NS00022118, 5-chlorosulfonyl-2-diazonio-1-naphthalenolate, D87798, 1,2-Naphthoquinone-2-diazido-5-sulfonyl chloride, 5-chloranylsulfonyl-2-diazonio-naphthalen-1-olate, A823838, 6-Diazo-5-oxo-5,6-dihydronaphthalen-1-sulfonylchlorid, 6-Diazo-5-oxo-5,6-dihydronaphthalen-1-sulfonylchloride, 1,2-Dihydro-2-diazo-1-oxo-naphthalene-5-sulfonyl chloride, 2-Diazo-1,2-dihydro-1-oxo-5-naphthalenesulfonyl chloride, 6-diazo-5,6-dihydro-5-oxo-1-naphthalene sulfonyl chloride, 5-OXO-6-(DIAZYNYLIDENE)-5,6-DIHYDRONAPHTHALENE-1-SULFONYL CHLORIDE

2-Diazo-1-naphthol-5-sulfonyl chloride is primarily used as a photoactive crosslinking agent in biochemical assays and photolithography. It serves as a critical intermediate in the synthesis of fluorescent dyes and chromophores for analytical applications. Researchers also employ this compound for modifying peptides and proteins due to its reactive sulfonyl chloride group, enabling covalent conjugation under mild conditions.

Safety and Hazards

GHS Hazard Statements

• H228 (90%): Flammable solid [Danger Flammable solids]
• H241 (100%): Heating may cause a fire or explosion [Danger Self-reactive substances and mixtures; Organic peroxides]
• H302 (90%): Harmful if swallowed [Warning Acute toxicity, oral]
• H314 (10%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H317 (90%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H318 (10%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H319 (90%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H412 (90%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P210, P234, P235, P240, P241, P260, P261, P264, P264+P265, P270, P272, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P321, P330, P333+P317, P337+P317, P362+P364, P363, P370+P378, P370+P380+P375[+P378], P403, P405, P410, P411, P420, and P501

Hazard Classes and Categories

• Flam. Sol. 1 (90%)
• Self-react. B (100%)
• Acute Tox. 4 (90%)
• Skin Corr. 1B (10%)
• Skin Sens. 1 (90%)
• Eye Dam. 1 (10%)
• Eye Irrit. 2 (90%)
• Aquatic Chronic 3 (90%)

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