3-Amino-5,5-dimethyl-2-cyclohexen-1-one

Base Information

• Chemical Name: 3-Amino-5,5-dimethyl-2-cyclohexen-1-one
• CAS No.: 873-95-0
• Molecular Formula: C8H13NO
• Molecular Weight: 139.197
• Hs Code.: 2922399090
• European Community (EC) Number: 620-918-0
• NSC Number: 176345
• DSSTox Substance ID: DTXSID70236278
• Nikkaji Number: J339.231G
• Wikidata: Q83118222
• ChEMBL ID: CHEMBL1958268
• Mol file: 873-95-0.mol

Synonyms:873-95-0;3-Amino-5,5-dimethyl-2-cyclohexen-1-one;3-amino-5,5-dimethylcyclohex-2-enone;3-amino-5,5-dimethylcyclohex-2-en-1-one;2-Cyclohexenone, 3-amino-5,5-dimethyl-;5,5-Dimethyl-3-aminocyclohex-2-enone;NSC176345;3-Amino-5,5-dimethyl-2-cyclohexene-1-one;Oprea1_593220;SCHEMBL111923;CHEMBL1958268;DTXSID70236278;HMS1788H01;MFCD00045531;STK727367;AKOS001115947;NSC 176345;NSC-176345;1-amino- 5,5-dimethylcyclohexen-3-one;1-Amino-5,5-dimethylcyclohexene-3-one;2-Cyclohexenone,3-amino,5,5-dimethyl-;3-Amino-5,5-dimethyl-cyclohex-2-enone;1-amino- 5,5-dimethyl-cyclohexen-3-one;AS-62663;3-amino-5,5-dimethyl-2-cyclohexen- 1-one;A1300;CS-0199484;FT-0614997;EN300-18077;Z57154079

Chemical Property of 3-Amino-5,5-dimethyl-2-cyclohexen-1-one

Chemical Property:

• Vapor Pressure: 0.141mmHg at 25°C
• Melting Point: 165-167°C
• Refractive Index: 1.486
• Boiling Point: 216.3 °C at 760 mmHg
• PKA: 5.68±0.40(Predicted)
• Flash Point: 84.6 °C
• PSA: 43.09000
• Density: 0.992 g/cm³
• LogP: 1.91840
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 139.099714038
• Heavy Atom Count: 10
• Complexity: 191

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Amino-5,5-dimethyl-2-cyclohexen-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(=CC(=O)C1)N)C

Technology Process of 3-Amino-5,5-dimethyl-2-cyclohexen-1-one

There total 43 articles about 3-Amino-5,5-dimethyl-2-cyclohexen-1-one 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: 100.0%

dimedone (126-81-8) → 1-amino-5,5-dimethylcyclohexen-3-one (873-95-0)

Guidance literature:

With ammonium acetate; In acetic acid; benzene; Heating;

DOI:10.1016/S0040-4039(02)00563-4

Reference yield: 75.0%

4-methoxy-benzylamine (2393-23-9) + dimethyl acetylenedicarboxylate (762-42-5) + 3-(4-methoxybenzylamino)-5,5-dimethylcyclohex-2-enone → 4-hydroxy-1-(4-methoxybenzyl)-2-(4-methoxyphenyl)-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxylic acid methyl ester + 1-amino-5,5-dimethylcyclohexen-3-one (873-95-0)

Guidance literature:

With tert.-butylhydroperoxide; copper diacetate; In water; at 30 ℃; for 12h;

DOI:10.1016/j.tetlet.2018.06.061

Reference yield: 75.0%

3-(3,4-dimethoxybenzylamino)-5,5-dimethylcyclohex-2-enone + aniline (62-53-3) + dimethyl acetylenedicarboxylate (762-42-5) → 2-(3,4-dimethoxyphenyl)-4-hydroxy-5-oxo-1-phenyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid methyl ester + 1-amino-5,5-dimethylcyclohexen-3-one (873-95-0)

Guidance literature:

With tert.-butylhydroperoxide; copper diacetate; In water; at 30 ℃; for 12h;

DOI:10.1016/j.tetlet.2018.06.061

upstream raw materials:

dimedone

dimedone

3-nitro-benzaldehyde

1-(4-methoxyphenyl)ethanone

Downstream raw materials:

N-(5,5-dimethyl-3-oxocyclohex-1-en-1-yl)acetamide

3-Amino-2-bromo-5,5-dimethyl-cyclohex-2-enone

6,6-dimethyl-3-(5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-3-(trifluoromethyl)-3,5,6,7-tetrahydro-1H-indole-2,4-dione

Refernces

• 1、 Bonne, Damien,Bressy, Cyril,Bugaut, Xavier,Constantieux, Thierry,Jean, Marion,Lemaitre, Clément,Quinonero, Ophélie,Rodriguez, Jean,Roussel, Christian,Vanthuyne, Nicolas. "On the enantioselective phosphoric-acid-catalyzed hantzsch synthesis of polyhydroquinolines". supporting information. p. 3394 - 3398. Retrieved 2021/05/29.
• 2、 Chandran,Pise, Ashwini,Shah, Suraj Kumar,Rahul,Suman,Tiwari, Keshri Nath. "Copper-Catalyzed Thiolation of Terminal Alkynes Employing Thiocyanate as the Sulfur Source Leading to Enaminone-Based Alkynyl Sulfides under Ambient Conditions". supporting information. p. 6557 - 6561. Retrieved 2020/08/24.