Cyclohex-3-en-1-ylmethanamine

Base Information

• Chemical Name: Cyclohex-3-en-1-ylmethanamine
• CAS No.: 2555-10-4
• Molecular Formula: C7H13N
• Molecular Weight: 111.187
• European Community (EC) Number: 635-721-5,936-208-1
• Nikkaji Number: J666.720A
• Mol file: 2555-10-4.mol

Synonyms:cyclohex-3-en-1-ylmethanamine;2555-10-4;3-Cyclohexene-1-methanamine;cyclohex-3-enylmethylamine;4-(Aminomethyl)-cyclohexen;SCHEMBL510007;(cyclohex-3-en-1-yl)methanamine;DNTZUCRLOISRPR-UHFFFAOYSA-N;1-(Cyclohex-3-en-1-yl)methanamine;AKOS008110157;CS-0216599;EN300-52141;C78101

Chemical Property of Cyclohex-3-en-1-ylmethanamine

Chemical Property:

• Boiling Point: 54 °C(Press: 12 Torr)
• PSA: 26.02000
• Density: 0.893±0.06 g/cm3(Predicted)
• LogP: 2.00170
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 111.104799419
• Heavy Atom Count: 8
• Complexity: 86.4

Purity/Quality:

99.90% ^*data from raw suppliers

Cyclohex-3-en-1-ylmethanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CC=C1)CN

Technology Process of Cyclohex-3-en-1-ylmethanamine

There total 16 articles about Cyclohex-3-en-1-ylmethanamine 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: 90.0%

3-cyclohexene-1-carbonitrile (100-45-8) → (3-cyclohexen-1-yl)methylamine (2555-10-4)

Guidance literature:

3-cyclohexene-1-carbonitrile; With lithium aluminium tetrahydride; In tetrahydrofuran; for 14h; Heating / reflux;

With water; In tetrahydrofuran; diethyl ether; for 1h;

Reference yield: 90.0%

4-(azidomethyl)-1-cyclohexene (104023-30-5) → (3-cyclohexen-1-yl)methylamine (2555-10-4)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; water; for 12h; Ambient temperature;

Reference yield:

3-Cyclohexene-1-carboxaldehyde (100-50-5,61746-36-9) → (3-cyclohexen-1-yl)methylamine (2555-10-4)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Cu-chromite / tetrahydrofuran / 125 °C / 76000 Torr

2: SOCl₂

3: (i) phthalimide , DMF, (ii) N₂H₄*H₂O, EtOH

With thionyl chloride; hydrogen; Cu-chromite; In tetrahydrofuran;

upstream raw materials:

3-cyclohexene-1-carbonitrile

4-(chloromethyl)cyclohex-1-ene

4-(azidomethyl)-1-cyclohexene

3,4-Dichloro-cyclohex-3-enecarbonitrile

Downstream raw materials:

ethyl (cyclohex-3-enylmethyl)carbamate

(1R,5S)-3-methyl-7-(pyridin-3-yl)-3-azabicyclo[3.3.1]non-6-ene p-hydroxybenzoate

4-cyclohex-3-enylmethyl-morpholine

C₁₉H₂₀F₃N₃O₂S

Refernces

• 1、 Breining, Scott R.,Genus, John F,Mitchener, J. Pike,Cuthbertson, Timothy J,Heemstra, Ronald,Melvin, Matt S,Dull, Gary M,Yohannes, Daniel. "Development of a scalable synthesis of a pyridinyl-3-azabicyclononene, a novel nicotinic partial agonist". . p. 413 - 421. Retrieved 2013/06/05.
• 2、 Esch, Peter M.,Hiemstra, Henk,Boer, Richard F. de,Speckamp, W. Nico. "Reductive Cyclization of Carbon-Centered Glycine Radicals; A Novel Synthetic Route to Cyclic α-Amino Acids". . p. 4659 - 4676. Retrieved 2007/10/02.