N-CYCLOHEXYL-N-NITROSOHYDROXYLAMINE

Base Information

• Chemical Name: N-CYCLOHEXYL-N-NITROSOHYDROXYLAMINE
• CAS No.: 4883-72-1
• Molecular Formula: C6H12 N2 O2
• Molecular Weight: 144.17
• Mol file: 4883-72-1.mol

Synonyms:Hydroxylamine,N-cyclohexyl-N-nitroso- (6CI,7CI,8CI); Cupferron, hexahydro-;Hexahydrocupferron; N-Cyclohexyl-N-nitrosohydroxylamine;N-Nitroso-N-cyclohexylhydroxylamine; N-Nitrosocyclohexylhydroxylamine

Chemical Property of N-CYCLOHEXYL-N-NITROSOHYDROXYLAMINE

Chemical Property:

• PSA: 52.90000
• LogP: 1.69170

Purity/Quality:

N-NitrosoN-HydroxyCyclohexanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-Nitroso N-Hydroxy Cyclohexanamine is derived from Cyclohexanone (C987980), which is an intermediate in the synthesis of CCNU, an effective antitumor agent.

Technology Process of N-CYCLOHEXYL-N-NITROSOHYDROXYLAMINE

There total 4 articles about N-CYCLOHEXYL-N-NITROSOHYDROXYLAMINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

N-cyclohexyl-hydroxylamine (2211-64-5) → N-nitroso-N-(cyclohexyl)hydroxylamine (4883-72-1)

Guidance literature:

With tert.-butylnitrite; In neat (no solvent); at 20 ℃; for 0.0833333h; chemoselective reaction;

DOI:10.1039/c5gc02880a

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → N-nitroso-N-(cyclohexyl)hydroxylamine (4883-72-1)

Guidance literature:

Multi-step reaction with 3 steps

1: hydroxylamine hydrochloride; sodium hydroxide / water / 2 h / 0 °C

2: sodium cyanoborohydride; hydrogenchloride / methanol; water / 1 h / 0 °C

3: tert.-butylnitrite / neat (no solvent) / 0.08 h / 20 °C

With hydrogenchloride; tert.-butylnitrite; hydroxylamine hydrochloride; sodium cyanoborohydride; sodium hydroxide; In methanol; water;

DOI:10.1039/c5gc02880a

Reference yield:

cyclohexylmagnesiumchloride (931-51-1) → N-nitroso-N-(cyclohexyl)hydroxylamine (4883-72-1)

Guidance literature:

With nitrogen(II) oxide;

upstream raw materials:

cyclohexylmagnesiumchloride

N-cyclohexyl-hydroxylamine

cyclohexanone

Downstream raw materials:

cyclohexyl azoxytosylate