3074-43-9

Basic information

• Product Name: 1-Methyl-4-phenylpiperazine
• Synonyms: 1-METHYL-4-PHENYLPIPERAZINE;1-methyl-4-phenyl-piperazin;Piperazine, 1-methyl-4-phenyl- (7CI,8CI,9CI)
• CAS NO: 3074-43-9
• Molecular Formula: C₁₁H₁₆N₂
• Molecular Weight: 176.26
• Product Categories: PIPERIDINE;CMLLYL
• Mol File: 3074-43-9.mol
• Article Data: 44

Chemical Properties

• Boiling Point: 297.89°C (rough estimate)
• Flash Point: 109.4 °C
• Appearance: /
• Density: 1.0429 (rough estimate)
• Vapor Pressure: 0.00769mmHg at 25°C
• Refractive Index: 1.5760 (estimate)
• CAS DataBase Reference: 1-Methyl-4-phenylpiperazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-4-phenylpiperazine(3074-43-9)
• EPA Substance Registry System: 1-Methyl-4-phenylpiperazine(3074-43-9)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 3074-43-9(Hazardous Substances Data)

Usage

Description

1-Methyl-4-phenylpiperazine is an organic compound with the molecular formula C11H16N2. It is a heterocyclic compound featuring a piperazine ring with a phenyl group attached to the 4-position and a methyl group at the 1-position. 1-Methyl-4-phenylpiperazine has been explored for its potential applications in various fields due to its unique chemical structure and properties.

Uses

Used in Pharmaceutical Industry:
1-Methyl-4-phenylpiperazine is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a key component in the development of new drugs with specific therapeutic properties.
Used in the Preparation of Phenyl-1,5-anhydro-β-D-glucitol Derivatives:
1-Methyl-4-phenylpiperazine is used as a starting material for the preparation of Phenyl-1,5-anhydro-β-D-glucitol derivatives, which are compounds with potential applications in the treatment of diabetes. These derivatives may help in managing blood sugar levels and improving the overall health of individuals with diabetes.

Synthesis Reference(s)

Synthesis, p. 607, 1975 DOI: 10.1055/s-1975-23854

InChI:InChI=1/C11H16N2/c1-12-7-9-13(10-8-12)11-5-3-2-4-6-11/h2-6H,7-10H2,1H3

Upstream product

• 109-01-3 1-methyl-piperazine 
• 142-04-1 aniline hydrochloride 
• 50-00-0 formaldehyd 
• 92-54-6 4-phenyl-1-piperazine 
• 3651-67-0 N-methylmorpholine hydrochloride 
• 55-86-7 mechlorethamine hydrochloride 
• 62-53-3 aniline 
• 101-84-8 diphenylether 
• 3112-85-4 methylphenylsulfonate 
• 127-63-9 diphenyl sulphone 
• 946-80-5 (benzyloxy)benzene 
• 30215-10-2 lithium benzenesulphonate 
• 100-66-3 methoxybenzene 
• 103-73-1 Phenetole 

Downstream Products

• 54-77-3 1,1-dimethyl-4-phenylpiperazinium iodide 
• 109-01-3 1-methyl-piperazine 
• 5430-77-3 4-methyl-piperazine-1-carbodithioic acid 
• 7556-56-1 1-benzoyl-4-methylpiperazine 
• 130307-08-3 1-bromo-4-(4-methyl-1-piperazinyl)benzene 
• 27913-99-1 4-(4-methylpiperazin-1-yl) benzaldehyde 
• 175887-81-7 trimethyl(1-methyl-4-phenylpiperazine-N⁽¹⁾)aluminium 
• 7560-86-3 1-cyclohexyl-4-methylpiperazine 
• 1449714-88-8 C₁₁H₁₂N₂O₂ 

Relevant articles and documents

Mechanistic insights into the Pd(BINAP)-catalyzed amination of aryl bromides: Kinetic studies under synthetically relevant conditions

Kinetic studies using reaction calorimetry were carried out under synthetically relevant conditions to study the mechanism of the amination of bromobenzene with primary and secondary amines using Pd2(dba)3/BINAP mixtures as well as p

Mechanistic study of nucleophilic fluorination for the synthesis of fluorine-18 labeled fluoroform with high molar activity fromN-difluoromethyltriazolium triflate

The synthesis of fluorine-18 labeled fluoroform with high molar activity has grown in importance for the development of fluorine-18 labeled aryl-CF3radiopharmaceuticals that are useful as diagnostic radiotracers for the powerful technique of positron emission tomography (PET). We designed a strategy of synthesizing fluorine-18 labeled fluoroform fromN1-difluoromethyl-N3-methyltriazolium triflate (1)viaSN2 fluorination without stable fluorine isotope scrambling. Fluoroform was generated at rt in 10 min by fluorination of the triazolium precursor with TBAF (6 equiv.). We propose three routes (a), (b), and (c) for this fluorination. Quantum chemical calculations have been carried out to elucidate the mechanism of experimentally observed nucleophilic attack of fluoride at difluoromethyl groupviaroute (a), notN3-methylviaroute (b).1H and19F NMR studies using deuterium source have been performed to examine the competition between SN2 fluorination (route (a)) and the formation of difluorocarbene (route (c)). The observed superiority of SN2 pathway to formation of difluorocarbene in the reaction of the precursor using CsF in (CD3CN/(CD3)3COD (17.8?:?1)) gives the possibility of preparing the fluorine-18 labeled fluoroform in high molar activity.

Iron-Catalyzed Methylation Using the Borrowing Hydrogen Approach

A general iron-catalyzed methylation has been developed using methanol as a C1 building block. This borrowing hydrogen approach employs a Kn?lker-type (cyclopentadienone)iron carbonyl complex as catalyst (2 mol %) and exhibits a broad reaction scope. A variety of ketones, indoles, oxindoles, amines, and sulfonamides undergo mono- or dimethylation in excellent isolated yields (>60 examples, 79% average yield).