trans-2,5-Dimethylpiperazine

Base Information

• Chemical Name: trans-2,5-Dimethylpiperazine
• CAS No.: 2815-34-1
• Molecular Formula: C₆H₁₄N₂
• Molecular Weight: 114.191
• Hs Code.: 29335990
• Mol file: 2815-34-1.mol

Synonyms:Piperazine,2,5-dimethyl-, trans- (8CI);(2R,5S)-2,5-Dimethylpiperazine;NSC 3708;meso-2,5-Dimethylpiperazine;

Chemical Property of trans-2,5-Dimethylpiperazine

Chemical Property:

• Appearance/Colour: white to dark yellow crystalline powder or crystals
• Vapor Pressure: 1.83mmHg at 25°C
• Melting Point: 115-118 °C(lit.)
• Refractive Index: 1.4628 (estimate)
• Boiling Point: 165.9 °C at 760 mmHg
• PKA: 9.66(at 25℃)
• Flash Point: 58.3 °C
• PSA: 24.06000
• Density: 0.824 g/cm³
• LogP: 0.61380
• Storage Temp.: Flammables area
• Solubility.: 50 g/100 mL (20°C)
• Water Solubility.: 50 g/100 mL (20 ºC)

Purity/Quality:

Trans-2- ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xn, C
• Hazard Codes: F,Xn,C
• Statements: 11-21-35-20/21/22-22-2017/11/21
• Safety Statements: 16-27-36/37/39-7/9-45-33-26-36-7/8

MSDS Files:

SDS file from LookChem

Useful:

• Uses: trans-2,5-Dimethylpiperazine is a C-alkyl substituted piperazine used in the preparation of opioid receptor ligands as well as other biologically active compounds.

Technology Process of trans-2,5-Dimethylpiperazine

There total 22 articles about trans-2,5-Dimethylpiperazine 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%

(2R,5S)-1,4-Diallyl-2,5-dimethyl-piperazine; compound with GENERIC INORGANIC NEUTRAL COMPONENT → 2,5-dimethyl-piperazine (2815-34-1,1119702-25-8)

Guidance literature:

With sodium hydroxide; acetic acid; palladium on activated charcoal; for 24h; Heating;

DOI:10.1021/jo0300385

Reference yield: 63.0%

(β-hydroxy-isopropyl)-(2-hydroxy-propyl)-amine (115893-42-0) + bis(2-hydroxy-1-methylethyl)amine (2294-46-4) + diisopropanolamine (110-97-4,1335-54-2) → (2S,6S)-2,6-dimethyl-piperazine (402832-69-3) + cis-2,6-dimethylpiperazine (21655-48-1,1013625-96-1) + 2,5-dimethyl-piperazine (2815-34-1,1119702-25-8) + (+)-(2S,5S)-2,5-dimethylpiperazine (59573-44-3)

Guidance literature:

With hydrogen; cobalt; In ammonia; at 200 ℃; for 3h; under 22502.3 Torr;

Reference yield:

2,5-dimethyl-pyrazine (123-32-0) → 2,5-dimethyl-piperazine (2815-34-1,1119702-25-8)

Guidance literature:

With acetic acid; platinum; Hydrogenation;

upstream raw materials:

2,5-dimethyl-pyrazine

2-Amino-1-propanol

3-amino-2-propanol

(2R)-2-aminobutan-1-ol

Downstream raw materials:

(+/-)-1-{3-[4-(4-methoxy-3-methyl-benzyl)-phenyl]-propyl}-2r,5t-dimethyl-piperazine

2r,5t-dimethyl-1-[3-(4-phenoxymethyl-phenyl)-propyl]-piperazine

2r,5t-dimethyl-piperazine-1,4-dicarboxylic acid diethyl ester

ethyl trans-2,5-dimethyl-1-piperazinecarboxylate

Refernces

• 1、 Lorentz-Petersen, Linda L. R.,Nordstrom, Lars Ulrik,Madsen, Robert. "Iridium-catalyzed condensation of amines and vicinal diols to substituted piperazines". . p. 6752 - 6759. Retrieved 2013/01/15.
• 2、 Janetka, James W.,Furness, M. Scott,Zhang, Xiaoyan,Coop, Andrew,Folk, John E.,Mattson, Mariena V.,Jacobson, Arthur E.,Rice, Kenner C.. "Enantioconvergent synthesis of (-)-(2R,5S)-1-allyl-2,5-dimethylpiperazine, an intermediate to δ-opioid receptor ligands". . p. 3976 - 3980. Retrieved 2007/10/03.