2-Methylpiperazine

Base Information

• Chemical Name: 2-Methylpiperazine
• CAS No.: 109-07-9
• Deprecated CAS: 75364-79-3
• Molecular Formula: C5H12N2
• Molecular Weight: 100.164
• Hs Code.: 29339900
• European Community (EC) Number: 203-644-2
• NSC Number: 5277
• UNII: D0LWN1061P
• DSSTox Substance ID: DTXSID1021900
• Nikkaji Number: J68.144J
• Mol file: 109-07-9.mol

Synonyms:Piperazine,2-methyl-, (?à)-;(?à)-2-Methylpiperazine;2-Methylpiperazine;NSC 5277;

Chemical Property of 2-Methylpiperazine

Chemical Property:

• Appearance/Colour: white to yellow crystalline powder and chunks
• Vapor Pressure: 0.008mmHg at 25°C
• Melting Point: 61-63 °C(lit.)
• Refractive Index: 1.459
• Boiling Point: 153.2 °C at 760 mmHg
• PKA: pK1:5.62(+2);pK2:9.60(+1) (25°C)
• Flash Point: 45.1 °C
• PSA: 24.06000
• Density: 0.845 g/cm³
• LogP: 0.22530
• Storage Temp.: Flammables area
• Sensitive.: Air Sensitive & Hygroscopic
• Solubility.: 435g/l
• Water Solubility.: 78 g/100 mL (25 ºC)
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 100.100048391
• Heavy Atom Count: 7
• Complexity: 54

Purity/Quality:

99%, ^*data from raw suppliers

2-Methylpiperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CNCCN1

Technology Process of 2-Methylpiperazine

There total 30 articles about 2-Methylpiperazine 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: 62.1%

ethylene glycol (107-21-1) + 1,2-diaminopropan (78-90-0,10424-38-1) → (RS)-2-methylpiperazine (109-07-9)

Guidance literature:

With hydrogen; magnesium sulfate; at 220 ℃; for 6h; under 51755.2 Torr; Autoclave;

Reference yield: 42.0%

propylene glycol (57-55-6,63625-56-9) + ethylenediamine (107-15-3,85404-18-8) → (RS)-2-methylpiperazine (109-07-9)

Guidance literature:

With chloro(p-cymene)[(S)-2-(2-(diphenylphosphanyl)-phenyl)-4-phenyl-4,5-dihydrooxazole]ruthenium(II) chloride; potassium tert-butylate; In toluene; at 110 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acscatal.6b00175

Reference yield:

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → piperazine (110-85-0) + N-(1-aminomethyl-2-hydroxyethyl)amine (2811-20-3) + 1,2,3-triaminopropane (21291-99-6) + (RS)-2-methylpiperazine (109-07-9) + ethylenediamine (107-15-3,85404-18-8) + 1,2-diaminopropan (78-90-0,10424-38-1) + 3,5-dimethylpiperazine (108-49-6)

Guidance literature:

With ammonia; hydrogen; Raney nickel; In water; at 200 ℃; under 15001.5 - 150015 Torr; Product distribution / selectivity; Autoclave;

upstream raw materials:

2-Methylpyrazine

Glyoxal

1,2-diaminopropan

propylene glycol

Downstream raw materials:

3-Methyl-piperazin-1-dithiocarbonsaeure

4-(3-methyl-piperazino)-butan-1-ol

3-methylpiperazine-1-carboxylic acid ethyl ester

3-(3-methyl-piperazino)-propan-1-ol

Refernces

• 1、 Borlinghaus, Niels,Gergel, Sebastian,Nestl, Bettina M.. "Biocatalytic Access to Piperazines from Diamines and Dicarbonyls". . p. 3727 - 3732. Retrieved 2018/04/14.
• 2、 -. "Production of phenylpiperazines". Paragraph 0065. . Retrieved 2017/06/24.