2-Chloro-2-nitrosoadamantane

Base Information

• Chemical Name: 2-Chloro-2-nitrosoadamantane
• CAS No.: 33673-34-6
• Molecular Formula: C10H14ClNO
• Molecular Weight: 199.68
• Hs Code.: 2904909090
• DSSTox Substance ID: DTXSID70187352
• Nikkaji Number: J73.397K
• Wikidata: Q83059029
• Mol file: 33673-34-6.mol

Synonyms:2-Chloro-2-nitrosoadamantane;33673-34-6;ADAMANTANE, 2-CHLORO-2-NITROSO-;2-Nitroso-2-chloroadamantane;BRN 1956854;Tricyclo[3.3.1.13,7]decane,2-chloro-2-nitroso-;2-Chloro-2-nitrosotricyclo(3.3.1.1(sup 3,7))decane;Tricyclo(3.3.1.1(sup 3,7))decane, 2-chloro-2-nitroso-;C10H14ClNO;DTXSID70187352;AKOS006275903;AKOS040750130;LS-14988;A821902

Chemical Property of 2-Chloro-2-nitrosoadamantane

Chemical Property:

• Vapor Pressure: 0.0105mmHg at 25°C
• Melting Point: 154-156 °C(Solv: chloroform (67-66-3))
• Refractive Index: 1.735
• Boiling Point: 271.9 °C at 760 mmHg
• Flash Point: 94 °C
• PSA: 29.43000
• Density: 1.6 g/cm³
• LogP: 3.14400
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 199.0763918
• Heavy Atom Count: 13
• Complexity: 225

Purity/Quality:

97% ^*data from raw suppliers

2-CHLORO-2-NITROSOADAMANTANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)C3(N=O)Cl

Technology Process of 2-Chloro-2-nitrosoadamantane

There total 5 articles about 2-Chloro-2-nitrosoadamantane 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: 76.0%

2-adamantanone oxime (4500-12-3) → 2-chloro-2-nitrosoadamantane (33673-34-6)

Guidance literature:

With hydrogenchloride; dihydrogen peroxide; In dichloromethane; at 38 - 40 ℃; for 0.333333h;

DOI:10.1055/s-2006-950304

Reference yield:

C16H29NO2Si → 2-chloro-2-nitrosoadamantane (33673-34-6)

Guidance literature:

With oxalyl dichloride; In dichloromethane; at 0 ℃; for 0.0333333h; chemoselective reaction; Inert atmosphere;

DOI:10.1139/v2012-083

Reference yield:

2-Adamantanone (700-58-3) → 2-chloro-2-nitrosoadamantane (33673-34-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₂OH*HCl

2: 76 percent / aq. H₂O₂; HCl / CH₂Cl₂ / 0.33 h / 38 - 40 °C

With hydrogenchloride; hydroxylamine hydrochloride; dihydrogen peroxide; In dichloromethane;

DOI:10.1055/s-2006-950304

upstream raw materials:

2-adamantanone oxime

2-Adamantanone

2-nitroadamantane

Downstream raw materials:

2-Adamantanone

2-adamantanone oxime

α,α-adamantylidene-N-methyl nitrone

adamantan-2-one O-methyloxime