Pyrimidine, 1,2,5,6-tetrahydro-2,2,4,6,6-pentamethyl-

Base Information

• Chemical Name: Pyrimidine, 1,2,5,6-tetrahydro-2,2,4,6,6-pentamethyl-
• CAS No.: 556-72-9
• Molecular Formula: C9H18 N2
• Molecular Weight: 154.255
• European Community (EC) Number: 209-139-3
• UNII: AVP0X7K1TC
• DSSTox Substance ID: DTXSID0060309
• Nikkaji Number: J13.751K
• Wikidata: Q81989074
• Mol file: 556-72-9.mol

Synonyms:Acetonin;Acetonine;556-72-9;Pyrimidine, 1,2,5,6-tetrahydro-2,2,4,6,6-pentamethyl-;2,2,4,6,6-pentamethyl-1,5-dihydropyrimidine;EINECS 209-139-3;AVP0X7K1TC;BRN 0115247;1,2,5,6-Tetrahydro-2,2,4,6,6-pentamethylpyrimidine;2,2,4,6,6-Pentamethyltetrahydro pyrimidine;2,3,4,5-Tetrahydro-2,2,4,4,6-pentamethylpyrimidine;Pyrimidine, 2,2,4,6,6-pentamethyl tetrahydro-;5-23-04-00066 (Beilstein Handbook Reference);2,2,4,4,6-PENTAMETHYL-2,3,4,5-TETRAHYDROPYRIMIDINE;UNII-AVP0X7K1TC;SCHEMBL6130803;DTXSID0060309;AKOS006274085;LS-135511;2,2,4,4,6-pentamethyl-3,5-dihydro-pyrimidine

Chemical Property of Pyrimidine, 1,2,5,6-tetrahydro-2,2,4,6,6-pentamethyl-

Chemical Property:

• Vapor Pressure: 0.593mmHg at 25°C
• Refractive Index: 1.4706 (estimate)
• Boiling Point: 188.6°C at 760 mmHg
• Flash Point: 67.9°C
• PSA: 24.39000
• Density: 0.93g/cm³
• LogP: 1.71970
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 154.146998583
• Heavy Atom Count: 11
• Complexity: 190

Purity/Quality:

99%, ^*data from raw suppliers

2 2 4 4 6-PENTAMETHYL-2 3 4 5-TETRAHYDROPYRIMIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(NC(C1)(C)C)(C)C

Technology Process of Pyrimidine, 1,2,5,6-tetrahydro-2,2,4,6,6-pentamethyl-

There total 11 articles about Pyrimidine, 1,2,5,6-tetrahydro-2,2,4,6,6-pentamethyl- 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: 85.0%

acetone oxime (127-06-0) → 2,2,4,4,6-pentamethyl-2,3,4,5,tetrahydropyrimidine (556-72-9)

Guidance literature:

With carbon monoxide; ; In cyclohexane; at 100 ℃; for 17h; under 37503 Torr;

DOI:10.1002/hlca.19910740311

Reference yield: 70.0%

acetone (67-64-1) → 2,2,4,4,6-pentamethyl-2,3,4,5,tetrahydropyrimidine (556-72-9)

Guidance literature:

With ammonia; ammonium thiocyanate; ice cooling, 1 h, 25 deg C, 5 h;

DOI:10.1021/jo00070a018

Reference yield:

acetone (67-64-1) → 2,2,4,6-tetramethyl-2,3-dihydropyridine (63681-01-6) + 2,2,4,4,6-pentamethyl-2,3,4,5,tetrahydropyrimidine (556-72-9)

Guidance literature:

With ammonium hydroxide; water; at 65 ℃; for 6h;

DOI:10.1016/j.molcata.2014.06.023

upstream raw materials:

4-methyl-pent-3-en-2-one

acetone

2-propanimine

α-methylvinylamine

Downstream raw materials:

2,2,6,6-Tetramethyl-4-piperidone

2,2,6-trimethyl-6-isopropyl-4-oxopiperidine

7-azadispiro[5.1.5⁸.3⁶]hexadecan-15-one

2,2-dimethyl-1-azaspiro[5.5]undecan-4-one

Refernces

• 1、 Vicente, Jose,Chicote, Maria Teresa,Guerrero, Rita,Ramirez De Arellano, M. Carmen. "Synthesis of the first complex with acetonine as ligand: The first crystal structure of an acetonine derivative". . p. 1541 - 1542. Retrieved 1999.
• 2、 Tian, Jun,Chen, Ligong,Zhang, Chao,Yan, Xilong,Li, Yang. "Effect of Alkali Treatment of HY Zeolite on Continuous Synthesis of Triacetonamine". . p. 1377 - 1381. Retrieved 2015/02/19.