(S)-(+)-2-Methylpiperazine

Base Information

• Chemical Name: (S)-(+)-2-Methylpiperazine
• CAS No.: 74879-18-8
• Molecular Formula: C5H12N2
• Molecular Weight: 100.164
• Hs Code.: 29335990
• European Community (EC) Number: 627-535-8
• UNII: C5VI3S1YC0
• Nikkaji Number: J872.074F
• Wikidata: Q27275227
• Mol file: 74879-18-8.mol

Synonyms:2(S)-methyl piperazine;2-methyl piperazine;2-methylpiperazine

Chemical Property of (S)-(+)-2-Methylpiperazine

Chemical Property:

• Appearance/Colour: white to yellow crystalline powder or chunks
• Melting Point: 91-93 °C(lit.)
• Refractive Index: 1.4378 (estimate)
• Boiling Point: 153.2 °C at 760 mmHg
• PKA: 9.31±0.40(Predicted)
• Flash Point: 45.1 °C
• PSA: 24.06000
• Density: 0.845 g/cm₃
• LogP: 0.22530
• Storage Temp.: Flammables area
• Sensitive.: Air Sensitive & Hygroscopic
• Water Solubility.: soluble
• 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

(2S)-2-Methylpiperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi, C
• Hazard Codes: F,Xi,C
• Statements: 11-36/37/38-34
• Safety Statements: 16-26-36/37/39-45-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CNCCN1
• Isomeric SMILES: C[C@H]1CNCCN1
• Uses: Valuable synthon for quinoline antibacterials.

Technology Process of (S)-(+)-2-Methylpiperazine

There total 3 articles about (S)-(+)-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: 68.0%

(RS)-2-methylpiperazine (109-07-9) → (2R)-methylpiperazine (75336-86-6) + (S)-2-methylpiperazine (74879-18-8)

Guidance literature:

(RS)-2-methylpiperazine; With L-Tartaric acid; In water; acetic acid; at 85 ℃;

With calcium hydroxide; In water; at 80 ℃; for 5h; Reagent/catalyst; Solvent; Temperature;

Reference yield:

ethylenediamine (107-15-3,85404-18-8) + 2-oxopropanal (78-98-8) → (2R)-methylpiperazine (75336-86-6) + (S)-2-methylpiperazine (74879-18-8)

Guidance literature:

With glucose-6-phosphate dehydrogenase; glucose-6-phosphate; Paenibacillus elgii S-selective imine reductase; NADPH; magnesium chloride; In aq. phosphate buffer; at 25 ℃; for 6h; pH=7; enantioselective reaction; Enzymatic reaction;

DOI:10.1021/acscatal.8b00291

Reference yield:

ethylene glycol (107-21-1) + 1,2-diaminopropan (78-90-0,10424-38-1) → (2R)-methylpiperazine (75336-86-6) + (S)-2-methylpiperazine (74879-18-8)

Guidance literature:

With palladium on magnesium oxide; In acetonitrile; at 160 ℃; for 20h; Autoclave; Inert atmosphere;

DOI:10.1002/chem.200901501

upstream raw materials:

ethylene glycol

1,2-diaminopropan

(RS)-2-methylpiperazine

ethylenediamine

Downstream raw materials:

(S)-(+)-3-methyl-1-(2-nitrophenyl)-piperazine

(3-methylpiperazin-1-yl)phenylmethanone

(S)-3-methyl-1-(4-nitrophenyl)piperazine

Refernces

• 1、 -. "METHOD FOR PRODUCING OPTICALLY ACTIVE 2-METHYLPIPERAZINE". Paragraph 0046-0052. . Retrieved 2017/01/26.