Description

Cyclohexanone p-Toluenesulfonylhydrazone (CAS No. 4545-18-0) is a high-purity organic compound with the molecular formula C₁₃H₁₈N₂O₂S. This specialized reagent is widely utilized in synthetic organic chemistry, particularly as a precursor for the formation of cyclohexylidene derivatives and in the synthesis of complex hydrazone-based intermediates. Its structural features include a cyclohexanone moiety linked to a p-toluenesulfonylhydrazone group, making it valuable for nucleophilic addition reactions, cyclizations, and as a protecting group in multi-step syntheses. Our product is rigorously tested to ensure ≥98% purity (HPLC), with detailed analytical data (NMR, MS) available upon request. Suitable for research and industrial applications, it is supplied as a crystalline solid with excellent stability under recommended storage conditions (2-8°C, inert atmosphere).

Properties

• CAS Number: 4545-18-0
• Complexity: 382
• IUPAC Name: N-(cyclohexylideneamino)-4-methyl-benzenesulfonamide
• InChI: InChI=1S/C13H18N2O2S/c1-11-7-9-13(10-8-11)18(16,17)15-14-12-5-3-2-4-6-12/h7-10,15H,2-6H2,1H3
• InChI Key: WMCVYCATQIGYIO-UHFFFAOYSA-N
• Exact Mass: 266.10889899
• Molecular Formula: C13H18N2O2S
• Molecular Weight: 266.36
• SMILES: CC1=CC=C(C=C1)S(=O)(=O)NN=C2CCCCC2
• Topological: 66.9
• Monoisotopic Mass: 266.10889899
• Synonyms: Cyclohexanone p-Toluenesulfonylhydrazone, DTXSID10288458, DTXCID90239605, 678-364-0, 4545-18-0, Cyclohexanone Tosylhydrazone, n’-cyclohexylidene-4-methylbenzenesulfonohydrazide, N-(cyclohexylideneamino)-4-methylbenzenesulfonamide, MFCD00161064, N’-cyclohexylidene-4-methylbenzene-1-sulfonohydrazide, NSC55901, NCIOpen2_001944, SCHEMBL16866377, NSC-55901, NSC132020, NSC132029, AKOS000979926, NSC-132020, NSC-132029, CYCLOHEXANONE (P-TOSYL)HYDRAZONE, AS-68413, SY053854, DB-243309, C2295, CS-0204875, F53514

Cyclohexanone p-Toluenesulfonylhydrazone serves as a key intermediate in the preparation of modified cyclohexane derivatives for pharmaceutical and materials science research. It is employed in the Wolff-Kishner reduction alternative protocols for carbonyl deoxygenation. Researchers also utilize it in organocatalysis studies and as a ligand scaffold in coordination chemistry. Its tosylhydrazone functionality enables clean transformations under mild conditions, making it ideal for sensitive synthetic routes.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)

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