34636-09-4

Basic information

• Product Name: Benzyldiisopropylamine
• Synonyms: N,N-Bis(isopropyl)benzylamine;N-Benzyl-N-(prop-2-yl)propan-2-amine;N-benzyl-N-isopropylpropan-2-amine
• CAS NO: 34636-09-4
• Molecular Formula: C₁₃H₂₁N
• Molecular Weight: 191.31
• Product Categories: Aryl;Intermediate
• Mol File: 34636-09-4.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 238.1 °C at 760 mmHg
• Flash Point: 89.2 °C
• Appearance: /
• Density: 0.899 g/cm³
• Vapor Pressure: 0.0431mmHg at 25°C
• Refractive Index: 1.5
• CAS DataBase Reference: Benzyldiisopropylamine(CAS DataBase Reference)
• NIST Chemistry Reference: Benzyldiisopropylamine(34636-09-4)
• EPA Substance Registry System: Benzyldiisopropylamine(34636-09-4)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 34636-09-4(Hazardous Substances Data)

Usage

General Description

Benzyldiisopropylamine, also known as BZDIPA, is an organic chemical compound with the molecular formula C18H29N. It is commonly used as a curing agent in epoxy resins, as well as a stabilizer and inhibitor in organic synthesis reactions. BZDIPA is a clear, colorless liquid with a mild amine odor and is slightly soluble in water. It is primarily used in the production of epoxy adhesives, coatings, and sealants, where it acts as a hardener to improve the mechanical and chemical properties of the final product. Additionally, it is used as an intermediate in the synthesis of pharmaceuticals, agricultural chemicals, and other specialty chemicals. BZDIPA should be handled with caution as it can cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C13H21N/c1-11(2)14(12(3)4)10-13-8-6-5-7-9-13/h5-9,11-12H,10H2,1-4H3

Upstream product

• 67-64-1 acetone 
• 100-46-9 benzylamine 
• 100-39-0 benzyl bromide 
• 4111-54-0 lithium diisopropyl amide 
• 100-52-7 benzaldehyde 
• 108-18-9 diisopropylamine 
• 100-44-7 benzyl chloride 
• 10342-97-9 N,N-diisopropylmethylamine 
• 100-51-6 benzyl alcohol 
• 67-63-0 isopropyl alcohol 

Downstream Products

• 220928-28-9 4-Benzyl-3H,4H,5H-bis[1,2]dithiolo[3,4-b:4',3'-e][1,4]thiazine-3,5-dione 
• 250379-51-2 N,N-Bis(5-chloro-3-oxo-1,2-dithiol-4-yl)benzylamine 
• 4217-54-3 9,10-dihydro-10-methylacridine 
• 719-54-0 10-methyl-9, 10-dihydro-9-acridinone 
• 100-52-7 benzaldehyde 
• 73732-23-7 N,N-diisopropyl-4-methylbenzenesulfonamide 
• 102-97-6 Benzyl-isopropyl-amin 
• 183621-32-1 (E)-1-fluoro-4-(3-phenylprop-1-en-1-yl)benzene 
• 17342-56-2 but-2-ene-1,3-diyldibenzene 
• 16606-47-6 2,4-diphenylbut-1-ene 
• 116536-26-6 4,4′-(3-phenylprop-1-ene-1,1-diyl)bis(methoxybenzene) 
• 126505-17-7 4,4′-(3-phenylprop-1-ene-1,1-diyl)bis(chlorobenzene) 
• 1232167-50-8 1-methyl-3-phenethylindolin-2-one 

Relevant articles and documents

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BF3·Et2O as a metal-free catalyst for direct reductive amination of aldehydes with amines using formic acid as a reductant

A versatile metal- and base-free direct reductive amination of aldehydes with amines using formic acid as a reductant under the catalysis of inexpensive BF3·Et2O has been developed. A wide range of primary and secondary amines and diversely substituted aldehydes are compatible with this transformation, allowing facile access to various secondary and tertiary amines in high yields with wide functional group tolerance. Moreover, the method is convenient for the late-stage functionalization of bioactive compounds and preparation of commercialized drug molecules and biologically relevant N-heterocycles. The procedure has the advantages of simple operation and workup and easy scale-up, and does not require dry conditions, an inert atmosphere or a water scavenger. Mechanistic studies reveal the involvement of imine activation by BF3and hydride transfer from formic acid.

Cine-Silylative Ring-Opening of α-Methyl Azacycles Enabled by the Silylium-Induced C-N Bond Cleavage

Described herein is the development of a borane-catalyzed cine-silylative ring-opening of α-methyl azacycles. This transformation involves four-step cascade processes: (i) exo-dehydrogenation of alicyclic amine, (ii) hydrosilylation of the resultant enamine, (iii) silylium-induced cis-β-amino elimination to open the ring skeleton, and (iv) hydrosilylation of the terminal olefin. The present borane catalysis also works efficiently for the C-N bond cleavage of acyclic tertiary amines. On the basis of experimental and computational studies, the silicon atom was elucidated to play a pivotal role in the β-amino elimination step.

Direct Reductive Amination of Carbonyl Compounds Catalyzed by a Moisture Tolerant Tin(IV) Lewis Acid

Despite the ever-broadening applications of main-group ‘frustrated Lewis pair’ (FLP) chemistry to both new and established reactions, their typical intolerance of water, especially at elevated temperatures (>100 °C), represents a key barrier to their mainstream adoption. Herein we report that FLPs based on the Lewis acid iPr3SnOTf are moisture tolerant in the presence of moderately strong nitrogenous bases, even under high temperature regimes, allowing them to operate as simple and effective catalysts for the reductive amination of organic carbonyls, including for challenging bulky amine and carbonyl substrate partners. (Figure presented.).