N-(bicyclo[2.2.1]hept-5-en-2-ylmethyl)methanesulfonamide

Base Information

• Chemical Name: N-(bicyclo[2.2.1]hept-5-en-2-ylmethyl)methanesulfonamide
• CAS No.: 287923-89-1
• Molecular Formula: C₉H₁₅NO₂S
• Molecular Weight: 201.29
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID40595263
• Mol file: 287923-89-1.mol

Synonyms:287923-89-1;N-(bicyclo[2.2.1]hept-5-en-2-ylmethyl)methanesulfonamide;N-(2-bicyclo[2.2.1]hept-5-enylmethyl)methanesulfonamide;N-(5-Norbornene-2-methyl)-methanesulfonamide;N-({bicyclo[2.2.1]hept-5-en-2-yl}methyl)methanesulfonamide;N-[(Bicyclo[2.2.1]hept-5-en-2-yl)methyl]methanesulfonamide;C9H15NO2S;SCHEMBL6935344;DTXSID40595263;N-(5-bicyclo[2.2.1]hept-2-enylmethyl)methanesulfonamide;FEALMIYDTDFJBH-UHFFFAOYSA-N;AKOS015917770;AC-4853;N-(5-Norbornene-2-methyl)methane sulfonamide;A819594;N-(bicyclo(2.2.1)hept-5-ene-2-ylmethyl)-methanesulfonamide

Chemical Property of N-(bicyclo[2.2.1]hept-5-en-2-ylmethyl)methanesulfonamide

Chemical Property:

• Vapor Pressure: 0.000459mmHg at 25°C
• Refractive Index: 1.538
• Boiling Point: 314.7 °C at 760 mmHg
• Flash Point: 144.1 °C
• PSA: 54.55000
• Density: 1.213 g/cm³
• LogP: 2.21950
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 201.08234989
• Heavy Atom Count: 13
• Complexity: 315

Purity/Quality:

99% ^*data from raw suppliers

N-(Bicyclo[2.2.1]hept-5-en-2-ylmethyl)methanesulfonamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)NCC1CC2CC1C=C2

Technology Process of N-(bicyclo[2.2.1]hept-5-en-2-ylmethyl)methanesulfonamide

There total 4 articles about N-(bicyclo[2.2.1]hept-5-en-2-ylmethyl)methanesulfonamide 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: 97.0%

endo-5-aminomethylbicyclo[2.2.1]hept-2-ene (95-10-3,3211-86-7,3211-93-6,118025-87-9,118025-88-0,118025-89-1,118025-90-4,118025-91-5,118070-12-5) + methanesulfonyl chloride (124-63-0) → N-(methylsulfonyl)-endo-5-aminomethylbicyclo[2.2.1]hept-2-ene (287923-89-1)

Guidance literature:

With triethylamine; In diethyl ether;

DOI:10.1016/j.tet.2006.12.039

Reference yield: 97.0%

2-aminomethylbicyclo[2.2.1]hept-5-ene (95-10-3,3211-86-7,3211-93-6,118025-87-9,118025-88-0,118025-89-1,118025-90-4,118025-91-5,118070-12-5) + methanesulfonyl chloride (124-63-0) → N-(methylsulfonyl)-exo-5-aminomethylbicyclo[2.2.1]hept-2-ene (287923-89-1)

Guidance literature:

With triethylamine; In diethyl ether;

DOI:10.1016/j.tet.2006.12.039

Reference yield:

5-norbornene-2-carbonitrile (2890-96-2) → N-(methylsulfonyl)-exo-5-aminomethylbicyclo[2.2.1]hept-2-ene (287923-89-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / lithium aluminum hydride

2: 97 percent / triethylamine / diethyl ether

With lithium aluminium tetrahydride; triethylamine; In diethyl ether;

DOI:10.1016/j.tet.2006.12.039

upstream raw materials:

endo-5-aminomethylbicyclo[2.2.1]hept-2-ene

methanesulfonyl chloride

5-norbornene-2-carbonitrile

2-aminomethylbicyclo[2.2.1]hept-5-ene

Refernces