71776-70-0

Basic information

• Product Name: 4-Methyl-2-pentanamine hydrochloride
• Synonyms: 4-METHYL-2-PENTANAMINE HYDROCHLORIDE;1,3-Dimethylbutylamine hydrochloride;4-Methylpentan-2-amine hydrochloride;1.3-Dimethylbutylamine HCL
• CAS NO: 71776-70-0
• Molecular Formula: C6H16ClN
• Molecular Weight: 137.65
• Mol File: 71776-70-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 139.5 °C
• Boiling Point: 161 °C at 760 mmHg
• Flash Point: 51.2 °C
• Appearance: /
• Vapor Pressure: 2.03mmHg at 25°C
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• Stability: Hygroscopic
• CAS DataBase Reference: 4-Methyl-2-pentanamine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methyl-2-pentanamine hydrochloride(71776-70-0)
• EPA Substance Registry System: 4-Methyl-2-pentanamine hydrochloride(71776-70-0)

Safety Data

• Hazardous Substances Data: 71776-70-0(Hazardous Substances Data)

Usage

Physical Form

White to yellow powder or crystals

Uses

1,3-Dimethylbutylamine Hydrochloride is the hydrochloride salt of 1,3-Dimethylbutylamine (D471475); a reagent used to study the application of unfunctionized polymethacrylate resin as a stationary phase in liquid chromatography with UV detection.

storage

4-Methyl-2-pentanamine hydrochloride can store at cool dry place.

InChI:InChI=1/C6H15N.ClH/c1-5(2)4-6(3)7;/h5-6H,4,7H2,1-3H3;1H

Upstream product

• 107-83-5 2-Methylpentane 
• 15761-50-9 2-amino-4-methylpentane 
• 108-10-1 4-methyl-2-pentanone 

Relevant articles and documents

One-Pot Synthesis of Primary and Secondary Aliphatic Amines via Mild and Selective sp3 C?H Imination

The direct replacement of sp3 C?H bonds with simple amine units (?NH2) remains synthetically challenging, although primary aliphatic amines are ubiquitous in medicinal chemistry and natural product synthesis. We report a mild and selective protocol for preparing primary and secondary aliphatic amines in a single pot, based on intermolecular sp3 C?H imination. The first C?H imination of diverse alkanes, this method shows useful site-selectivity within substrates bearing multiple sp3 C?H bonds. Furthermore, this reaction tolerates polar functional groups relevant for complex molecule synthesis, highlighted in the synthesis of amine pharmaceuticals and amination of natural products. We characterize a unique C?H imination mechanism based on radical rebound to an iminyl radical, supported by kinetic isotope effects, stereoablation, resubmission, and computational modeling. This work constitutes a selective method for complex amine synthesis and a new mechanistic platform for C?H amination.

Synthesis of primary sec-alkylamines via nucleophilic ring-opening of N-phosphorylated aziridines

The novel ring-opening reaction of various 2-alkyl- and 2,2-dimethyl-N-(diethoxyphosphoryl)aziridines (1) and (10) with copper-modified Grignard reagents proceeds regiospecifically at the less hindered carbon. The diethyl N-sec-alkylphosphoramidates (2) thus obtained may efficiently be converted to primary sec-alkylamine hydrochlorides (3) by refluxing with 20% hydrochloric acid. 2,3-Disubstituted N-phosphorylated aziridines except N-phosphorylated cyclohexenimine (4) do not react under the described conditions. Copper-mediated reaction of 2-phenyl-N-(diethoxyphosphoryl)aziridine (7) with Grignard reagents affords a mixture of regioisomers (8) and (9) but still with the preference of ring-opening at the carbon of lesser substitution.