5-NORBONENE-2-METHANAMINE

Base Information

• Chemical Name: 5-NORBONENE-2-METHANAMINE
• CAS No.: 95-10-3
• Molecular Formula: C₈H₁₃N
• Molecular Weight: 123.198
• Hs Code.: 2921300090
• Mol file: 95-10-3.mol

Synonyms:5-Norbornene-2-methylamine(6CI,7CI,8CI);1-Bicyclo[2.2.1]hept-5-en-2-ylmethanamine;5-(Aminomethyl)bicyclo[2.2.1]hept-2-ene;5-(Aminomethyl)norbornene;NSC 61481;NSC 61523;

Chemical Property of 5-NORBONENE-2-METHANAMINE

Chemical Property:

• Vapor Pressure: 0.675mmHg at 25°C
• Refractive Index: 1.531
• Boiling Point: 186.081 °C at 760 mmHg
• PKA: 10.10±0.29(Predicted)
• Flash Point: 71.549 °C
• PSA: 26.02000
• Density: 0.999 g/cm³
• LogP: 1.85760
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

≥95% ^*data from raw suppliers

Bicyclo[2.2.1]hept-5-en-2-ylmethanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-NORBONENE-2-METHANAMINE

There total 10 articles about 5-NORBONENE-2-METHANAMINE 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: 81.0%

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + 3-hydroxymethyl-10-methyl-10H-phenothiazine (17800-45-2) + exo-5-norbornene-2-carboxylic acid (934-30-5) + C40H30N2O3 + C30H26N2O3 → exo-5-norbornene-2-carboxylic acid (934-30-5) + C22H21NO2S + C48H38N2O4 + 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)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 16h; Inert atmosphere; Reflux;

DOI:10.1016/j.molcata.2010.10.023

Reference yield: 81.0%

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + 3-hydroxymethyl-10-methyl-10H-phenothiazine (17800-45-2) + exo-5-norbornene-2-carboxylic acid (934-30-5) + C40H30N2O3 + C30H26N2O3 → exo-5-norbornene-2-carboxylic acid (934-30-5) + C22H21NO2S + C48H38N2O4 + 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) + C38H34N2O4

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 16h; Inert atmosphere; Reflux;

DOI:10.1016/j.molcata.2010.10.023

Reference yield:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → endo-norbornenecarboxylic acid (120-74-1,934-30-5,1195-12-6,20507-53-3,58001-99-3,67999-50-2,67999-53-5,74645-32-2,108266-75-7) + 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)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) triethylamine, ethylchloroformate / 1.) THF, 0 deg C, 10 min; 2.) THF, at 0 deg C, 1 h, at RT, 10 h

2: 1.) cc. HCl, methanol; 2.) 10 percent aqueous KOH / 1.) reflux, 6 h; 2.) reflux, 1 h

With hydrogenchloride; methanol; potassium hydroxide; chloroformic acid ethyl ester; triethylamine;

upstream raw materials:

bi(cyclopentadiene)

1-amino-2-propene

cyclopenta-1,3-diene

3-hydroxymethyl-10-methyl-10H-phenothiazine

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