170969-86-5

Basic information

• Product Name: N-Methoxy-N,4-diMethyl-, (2E)-2-pentenaMide
• Synonyms: N-Methoxy-N,4-diMethyl-, (2E)-2-pentenaMide;(E)-N-Methoxy-N,4-dimethyl-2-pentenamide;(E)-N-Methoxy-N,4-dimethylpent-2-enamide
• CAS NO: 170969-86-5
• Molecular Formula: C₈H₁₅NO₂
• Molecular Weight: 157.2102
• Mol File: 170969-86-5.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-Methoxy-N,4-diMethyl-, (2E)-2-pentenaMide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methoxy-N,4-diMethyl-, (2E)-2-pentenaMide(170969-86-5)
• EPA Substance Registry System: N-Methoxy-N,4-diMethyl-, (2E)-2-pentenaMide(170969-86-5)

Safety Data

• Hazardous Substances Data: 170969-86-5(Hazardous Substances Data)

Usage

General Description

N-Methoxy-N,4-dimethyl, (2E)-2-pentenamide is a chemical compound with the molecular formula C8H17NO and a molar mass of 143.23 g/mol. It is a pale yellow liquid at room temperature and is primarily used as an intermediate in the production of pharmaceuticals and agrochemicals. N-Methoxy-N,4-diMethyl-, (2E)-2-pentenaMide is also utilized in the preparation of various organic compounds and serves as a building block for the synthesis of more complex molecules. Additionally, it may have applications in the field of organic synthesis and chemical research. However, it is important to handle this chemical with caution and adhere to proper safety protocols due to its potential hazards.

Upstream product

• 1775-44-6 (2E)-4-methylpent-2-enoic acid 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 124931-12-0 diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate 
• 78-84-2 isobutyraldehyde 
• 18802-96-5 4-methyl-2-pentenoyl chloride 
• 15790-86-0 ethyl-4-methyl-2-(E)-penteneoate 
• 129986-67-0 N-methoxy-N-methyl-2-(triphenylphosphoranylidene)acetamide 
• 78-77-3 Isobutyl bromide 
• 212180-20-6 phenyl(N-methoxy-N-methylcarbamoylmethyl)sulfoxide 

Downstream Products

• 569679-83-0 (3R,αS)-N-methoxy-N-methyl 3-(N-allyl-N-α-methylbenzylamino)-4-methyl-pentanamide 
• 350854-35-2 4-methyl-3-phenyl-pentanoic acid methoxy-methyl-amide 
• 170969-92-3 (3R,αS)-3-(N-benzyl-N-α-methylbenzylamino)-4-methylpentanal 
• 709669-75-0 (2E,5R,αS)-tert-butyl 5-(N-benzyl-N-α-methylbenzylamino)-6-methylhept-2-enoate 
• 569679-84-1 (4R,αS)-4-N-allyl-N-α-methylbenzylamino-5-methyl-hex-1-ene 

Relevant articles and documents

Enantioselective Conjugate Azidation of α,β-Unsaturated Ketones under Bifunctional Organocatalysis by Direct Activation of TMSN3

An enantioselective organocatalytic conjugate azidation of α,β-unsaturated ketones is presented. A bifunctional organocatalyst activates TMSN3, triggering the nucleophilic addition of the azido group to enones in absence of external promoters and avoiding the direct use or the pre-formation of highly toxic and explosive hydrazoic acid. This protocol proceeds with excellent enantiocontrol under mild conditions. DFT calculations and mechanistic trials have been performed in order to demonstrate the direct activation performed by the bifunctional organocatalyst. (Figure presented.).

Tungsten(0)- and rhenium(I)-catalyzed tandem cyclization of acetylenic dienol silyl ethers based on geminal carbo-functionalization of alkynes

Tungsten(0)- and rhenium(I)-catalyzed reactions of acetylenic dienol silyl ethers based on the concept of geminal carbo-functionalization of alkynes are reported. Treatment of 3-siloxy-1,3-diene-7-ynes with catalytic amounts of [W(CO)6] or [ReCl(CO)5] under photoirradiation conditions gives synthetically useful bicyclo[3.3.0]octane derivatives in good yields. Extremely high catalytic activity is noted for the rhenium(I) complex. The reaction has been extended to substrates containing a nitrogen atom in their tethers. In this case, two kinds of synthetically useful heterocyclic compounds-the 2-azabicyclo[3.3.0]octane derivatives 9 and the monocyclic dihydropyrroles 10, with allenyl substituents-are obtained, and selective preparation of either product can be achieved through the use of an appropriate combination of the nitrogen substituent and the type of the rhenium(I) catalyst. The 2-azabicyclo[3.3.0]octane derivatives 9 are obtained selectively by carrying out treatment of N-Ns derivatives in the presence of [ReCl(CO) 4(PPh3)], whereas the dihydropyrrole derivatives 10 are obtained by treatment of N-Mbs derivatives with [ReCl(CO)5]/ AgSbF6. Finally, we have applied this geminal carbo-functionalization to one-carbon-elongated substrates containing N-Ts moieties in their tethers. Selective 5-exo cyclization is achieved in the presence of gold(I) or rhenium(I) catalysts, whereas 6-endo cyclization is observed on use of [W(CO) 6]. Geminal carbo-functionalization of 3-siloxy-1,3-dien-7-ynes leading to bicyclo[3.3.0]octane derivatives is achieved through electrophilic activation of alkynes by tungsten(0) and rhenium(I) catalysts (see graphic). Extremely high activity is noted for rhenium(I) catalysts. Furthermore, selective preparation of two different classes of heterocyclic compounds from 5-aza-3-siloxy-1,3-dien-7-ynes is also achieved by appropriate choice of the rhenium(I) catalyst and the protecting group on the nitrogen. Copyright

Rhenium(I)-catalyzed intramolecular geminal carbofunctionalization of alkynes: Tandem cyclization of ω-acetylenic dienol silyl ethers

(Chemical Equation Presented) Bicycle production: The low-valent rhenium complex [ReCl(CO)5] catalyzes a tandem intramolecular cyclization reaction of ω-acetylenic dienol silyl ethers. The alkyne undergoes a geminal carbofunctionalization in the presence of 0.5-3.0 mol % [ReCl(CO) 5] under photoirradiation to give bicyclic enol silyl ethers in high yields (see scheme, TIPS = triisopropylsilyl).