5-Isopropenyl-2-methyl-cyclohex-2-enylamine

Base Information

• Chemical Name: 5-Isopropenyl-2-methyl-cyclohex-2-enylamine
• CAS No.: 53567-64-9
• Molecular Formula: C₁₀H₁₇N
• Molecular Weight: 151.252
• DSSTox Substance ID: DTXSID401233309
• Mol file: 53567-64-9.mol

Synonyms:5-ISOPROPENYL-2-METHYL-CYCLOHEX-2-ENYLAMINE;MFCD11226431;DTXSID401233309;AKOS004120884;5-Isopropenyl-2-methylcyclohex-2-enylamine;2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-amine;2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-amine;53567-64-9

Chemical Property of 5-Isopropenyl-2-methyl-cyclohex-2-enylamine

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 151.136099547
• Heavy Atom Count: 11
• Complexity: 191

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CCC(CC1N)C(=C)C

Technology Process of 5-Isopropenyl-2-methyl-cyclohex-2-enylamine

There total 13 articles about 5-Isopropenyl-2-methyl-cyclohex-2-enylamine 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:

C28H30NP → (1R*,5R*)-p-1,8-menthadien-6-ylamine (53567-64-9,58367-97-8,58367-98-9,120990-19-4,141554-41-8)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 50 ℃; for 1h; Yield given;

DOI:10.1021/jo00275a011

Reference yield:

5-Isopropenyl-2-methyl-cyclohex-2-enol (99-48-9,22567-18-6,20307-86-2) → carvylamine (53567-64-9)

Guidance literature:

With dodecacarbonyl-triangulo-triruthenium; 4,5-bis((diisopropylphosphanyl)methyl)acridine; ammonia; In tert-Amyl alcohol; at 170 ℃; for 21h; Temperature; Inert atmosphere; Schlenk technique; Autoclave;

DOI:10.1002/cctc.201300407

Reference yield:

(1R-cis)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-ol acetate (7111-29-7) → (1R*,5R*)-p-1,8-menthadien-6-ylamine (53567-64-9,58367-97-8,58367-98-9,120990-19-4,141554-41-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Pd(PPh₃)4, 90percent sodium azide / 1.) THF, water, 50 deg C, 2 h, 2.) 50 deg C, 2 h

2: 2 N aq. NaOH / tetrahydrofuran / 1 h / 50 °C

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; In tetrahydrofuran;

DOI:10.1021/jo00275a011

upstream raw materials:

(R)-p-mentha-6,8-dien-2-one-(Z)-oxime

(S)-p-mentha-6,8-dien-2-one-(Z)-oxime

carvyl acetate

oxime (4S)-4-isopropenyl-1-methylcyclohex-1-en-6-one

Downstream raw materials:

N-<(1R^*,5R^*)-carvyl>benzamide

N_.N'-Biscaroylthioharnstoff

Caroylisothiocyanat

N-p-mentha-6,8-dien-2-yl-benzamide