4383-23-7

Basic information

• Product Name: Benzenemethanamine,R-2-propenyl-
• CAS NO: 4383-23-7
• Molecular Weight: 147.22
• Mol File: 4383-23-7.mol
• Article Data: 71

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine,R-2-propenyl- (CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine,R-2-propenyl- (4383-23-7)
• EPA Substance Registry System: Benzenemethanamine,R-2-propenyl- (4383-23-7)

Safety Data

• Hazardous Substances Data: 4383-23-7(Hazardous Substances Data)

Usage

General Description

Benzenemethanamine, R-2-propenyl- is a chemical compound with the molecular formula C10H13N. It is also known as allylbenzylamine or α-phenylethylamine and is commonly used in the production of pharmaceuticals and agrochemicals. Benzenemethanamine,R-2-propenyl- is a primary amine with a benzene ring and a propenyl side chain. It has a range of potential applications, including as an intermediate in the synthesis of various chemicals and as a research reagent in biochemical studies. Additionally, it is important to handle this compound with care, as it can be toxic and harmful if not used properly.

Upstream product

• 17599-61-0 N-benzylidene-1,1,1-trimethylsilanamine 
• 1730-25-2 allylmagnesium bromide 
• 217947-24-5 N-(1-phenylbut-3-en-1-yl)benzenesulfonamide 
• 100-52-7 benzaldehyde 
• 7693-46-1 4-Nitrophenyl chloroformate 
• 762-72-1 allyl-trimethyl-silane 
• 18925-10-5 allylzinc bromide 
• 56613-80-0 D-2-phenylglycinol 
• 53075-84-6 benzaldehyde (E)-N-benzenesulfenylimine 
• 873-67-6 benzonitrile oxide 
• 1174222-41-3 C₃₁H₂₅N 
• 85116-38-7 (+)-diisopinocampheylallylborane 
• 10229-53-5 (E)-benzaldehyde O-methyloxime 
• 106356-53-0 B-allyldiisopinocampheylborane 

Downstream Products

• 217947-24-5 N-(1-phenylbut-3-en-1-yl)benzenesulfonamide 
• 76897-07-9 1-phenylbut-3-en-1-amine hydrochloride 
• 867193-42-8 ethyl 2-({methyl[(1S)-1-phenylbut-3-enyl]amino}methyl)acrylate 
• 867193-45-1 2-{[tert-butoxycarbonyl-(1-phenyl-but-3-enyl)-amino]-methyl}-acrylic acid ethyl ester 
• 135865-77-9 (S)-N-(tert-Butoxycarbonyl)-1-phenyl-3-butenylamine 
• 4383-23-7 (S)-1-phenylbut-3-en-1-amine 
• 231617-04-2 (R)-N-acetyl-4-amino-4-phenyl-1-butene 
• 1220121-33-4 C₁₃H₁₇NO₂ 
• 115224-13-0 (R)-4-amino-4-phenyl-1-butene 
• 1220121-35-6 C₁₄H₁₉NO₂ 
• 1220121-37-8 C₁₄H₁₇NO 
• 333380-82-8 N-((S)-1-phenylbut-3-enyl)acetamide 
• 1220121-31-2 C₁₃H₁₇NO 
• 1220121-36-7 (R)-N-(1-phenylbut-3-enyl)acrylamide 

Relevant articles and documents

Synthesis of homoallylic amines via N-acyliminium ion reactions on solid support

The synthesis of a library of homoallylic amines is reported. The key step in the synthesis is a one-pot N-acyliminium ion coupling involving a solid phase-bound carbamate, an aldehyde and an allylsilane under Lewis acid conditions.

Directed Nickel-Catalyzed Diastereoselective Reductive Difunctionalization of Alkenyl Amines

We report herein an intermolecular syn-arylalkylation and alkenylalkylation of alkenyl amines with two different organohalides (iodides and bromides) using Ni(II) catalyst. The cleavable bidentate quinolinamide is utilized after extensive directing group screening to enable olefin difunctionalization with high levels of regio-, chemo-, and diastereocontrol. This general and practical protocol is compatible with α- or β-substituted terminal alkenes and internal alkenes, providing rapid access to branched aliphatic amines bearing two skipped and vicinal stereocenters with high diastereoselectivities that would otherwise be difficult to synthesize.

Formal α-Allylation of Primary Amines by a Dearomative, Palladium-Catalyzed Umpolung Allylation of N-(Aryloxy)imines

N-(Aryloxy)imines, readily accessible by condensation/tautomerization of (pseudo)benzylic primary amines and 2,6-di-tert-butyl-1,4-benzoquinone, undergo efficient allylation to afford a wide range of homoallylic primary amines following hydrolytic workup. Deprotonation of N-(aryloxy)imines generates a delocalized 2-azaallyl anion-type nucleophile that engages in dearomative C-C bond-forming reactions with allylpalladium(II) electrophiles generated from allylic tert-butyl carbonates. This reactivity umpolung enables the formal α-allylation of (pseudo)benzylic primary amines. Mechanistic studies reveal that the apparent regioselectivity of the desired bond-forming event is a convergent process that is initiated by unselective allylation of N-(aryloxy)imines to give several regioisomeric species, which subsequently rearrange via stepwise [1,3]- or concerted [3,3]-sigmatropic shifts, ultimately converging to provide the desired regioisomer of the amine products.

Enantioselective Strecker and Allylation Reactions with Aldimines Catalyzed by Chiral Oxazaborolidinium Ions

Chiral oxazaborolidinium ion (COBI)-catalyzed enantioselective nucleophilic addition reactions of aldimines using tributyltin cyanide and allyltributylstannane have been developed. Various α-aminonitriles and homoallylic amines were synthesized in high yi