51601-26-4

Basic information

• Product Name: N,N-dimethyl-4-prop-2-enyl-aniline
• Synonyms: N,N-dimethyl-4-prop-2-enyl-aniline;3-[(4-N,N-DiMethylaMino)phenyl]-1-propene;4-Allyl-N,N-diMethylaniline
• CAS NO: 51601-26-4
• Molecular Formula: C₁₁H₁₅N
• Molecular Weight: 161.25
• Mol File: 51601-26-4.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 241.3°C at 760 mmHg
• Flash Point: 97.3°C
• Appearance: /
• Density: 0.938g/cm³
• Vapor Pressure: 0.0363mmHg at 25°C
• Refractive Index: 1.546
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N,N-dimethyl-4-prop-2-enyl-aniline(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dimethyl-4-prop-2-enyl-aniline(51601-26-4)
• EPA Substance Registry System: N,N-dimethyl-4-prop-2-enyl-aniline(51601-26-4)

Safety Data

• Hazardous Substances Data: 51601-26-4(Hazardous Substances Data)

Usage

General Description

N,N-dimethyl-4-prop-2-enyl-aniline is a chemical compound with the molecular formula C12H17N. It is a pale yellow to light brown liquid with a strong, unpleasant odor. This chemical is commonly used as an intermediate in the production of dyes, pharmaceuticals, and agricultural chemicals. It is also used in the manufacturing of rubber and plastic products. N,N-dimethyl-4-prop-2-enyl-aniline is a sensitizing agent and has the potential to cause skin and eye irritation. It is important to handle this chemical with care and in accordance with safety guidelines to minimize potential health risks.

InChI:InChI=1/C11H15N/c1-4-5-10-6-8-11(9-7-10)12(2)3/h4,6-9H,1,5H2,2-3H3

Upstream product

• 106-95-6 allyl bromide 
• 7353-91-5 4-dimethylaminophenylmagnesium bromide 
• 59130-74-4 bis [4-(N,N-dimethylamino)phenyl] telluride 
• 698-69-1 4-chloro-N,N-dimethylaniline 
• 762-72-1 allyl-trimethyl-silane 
• 24564-52-1 4-(dimethylamino)benzenediazonium tetrafluoroborate 
• 75-05-8 acetonitrile 
• 403-46-3 4-fluoro-N,N-dimethylaniline 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 698-70-4 4-Iodo-N,N-dimethylaniline 
• 1092390-58-3 sodium 1,1-dimethyl-1-(2-propen-1-yl)silanolate 
• 591-87-7 Allyl acetate 
• 619-60-3 4-(N,N-dimethylamino)phenol 
• 93296-10-7 (4-(dimethylamino)phenyl)zinc(II) chloride 

Downstream Products

• 2077-50-1 (E)-N,N-dimethyl-4-(prop-1-en-1-yl)aniline 
• 1616980-00-7 (E)-N,N-dimethyl-4-(3-(trimethylsilyl)prop-1-enyl)aniline 

Relevant articles and documents

Palladium-Catalyzed Oxidative Allylation of Sulfoxonium Ylides: Regioselective Synthesis of Conjugated Dienones

The first examples of palladium-catalyzed allylic C-H oxidative allylation of sulfoxonium ylides to afford the corresponding conjugated dienones with moderate to good yields have been established. The features of this novel conversion include mild reaction conditions, wide substrate scope, and excellent regioselectivity.

Flow Metal-Free Ar-C Bond Formation via Photogenerated Phenyl Cations

A convenient photochemical flow protocol for the formation of aryl-carbon bonds via photogenerated phenyl cations has been developed. A wide range of phenylated products, including biaryls, allylarenes, 2-arylacetals and benzyl γ-lactones, was smoothly synthesized in satisfactory yields under metal-free conditions. The adoption of a flow reactor often allowed us to adopt higher concentrations of substrates and shorter irradiation times compared to those usually employed in batch systems.

Aryl imidazylates and aryl sulfates as electrophiles in metal-free ArSN1 reactions

Some oxygen-bonded substituents were investigated as leaving groups in photoinduced ArSN1 reactions. Irradiation of aryl imidazylates and of the corresponding imidazolium salts mainly caused homolysis of the ArO-S bond. However, previously unexplored trifluoroethoxy aryl sulfates were found to undergo efficient metal-free arylation. The sulfates were conveniently generated in situ by dissolving the corresponding imidazolium salts in basic 2,2,2-trifluoroethanol.