7154-75-8

Usage

Uses

Used in Polymer Matrix Applications:
4-METHYL-1-PENTYNE is used as a polymer matrix in combination with synthesized NH2-MIL 53 metal organic framework (MOF) as a filler. This combination is employed to fabricate a mixed matrix membrane (MMM), which is utilized in various industrial processes due to its enhanced properties, such as improved selectivity and permeability.
Used in Chemical Synthesis:
4-METHYL-1-PENTYNE is used in addition reactions, which are typical in alkyne chemistry. These reactions include halogenation, hydrogenation, hydrohalogenation, hydration, oxidative cleavage, nitrile formation, and the acidity of terminal alkynes. The triple bond in 4-METHYL-1-PENTYNE allows for a wide range of synthetic applications, making it a valuable compound in the field of organic chemistry.
Used in Polymerisation and Substitution Reactions:
In addition to its use in addition reactions, 4-METHYL-1-PENTYNE is also employed in polymerisation and substitution reactions. These reactions are crucial in the synthesis of various polymers and other complex organic compounds, further expanding the utility of 4-METHYL-1-PENTYNE in the chemical industry.

InChI:InChI=1/C6H10/c1-4-5-6(2)3/h1,6H,5H2,2-3H3

Upstream product

• 21750-35-6 1,2-dibromo-4-methyl-pentane 
• 16530-66-8 2-chloro-4-methyl-pent-1-ene 
• 90701-59-0 1,2-dibromo-4-methyl-1-pentene 
• 691-37-2 4-Methyl-1-pentene 
• 1116-39-8 triisobutylborane 
• 1216963-74-4 lithium acetylide-ethylenediamine complex 
• 246023-18-7 1,1-dichloro-4-methyl-2-pentanol 4-methylbenzenesulfonate 
• 263904-17-2 1,1,1-trichloro-4-methyl-2-pentanol 4-methylbenzenesulfonate 
• 64-17-5 ethanol 
• 80687-80-5 1,1-dichloro-3-methyl-1-pentene 
• 6111-18-8 1,1,1-trichloro-4-methyl-2-pentanol 
• 590-86-3 isovaleraldehyde 
• 246023-15-4 1,1-dichloro-4-methyl-2-pentanol 
• 872281-93-1 1,2,2-tribromo-4-methyl-pentane 

Downstream Products

• 53566-37-3 5-methyl-2-hexyne 
• 92473-45-5 phenyl(β-isobutylethynyl)iodonium tosylate 
• 92473-37-5 (Z)-phenyl<β-isobutyl-β-(tosyloxy)vinyl>-iodonium tosylate 
• 92473-35-3 (E)-phenyl<β-isobutyl-β-(tosyloxy)vinyl>-iodonium tosylate 
• 66225-20-5 (Z,E)-6-methylhept-3-ene 
• 3404-80-6 2-ethyl-4-methyl-pent-1-ene 
• 128292-39-7 Dimethyl-((E)-4-methyl-pent-1-enyl)-phenyl-silane 
• 1036988-60-9 (E)-(4-methylpent-1-en-1-yl)boronic acid 
• 862133-70-8 1,3,5-triisopropyl-2-(4-methyl-pent-1-ynylselanyl)-benzene 
• 140389-06-6 2,3-dihydro-2-phenyl-1H-inden-1-ol 
• 850404-99-8 {(2S,4S,6R)-4-(tert-butyldiphenylsilanyloxy)-6-[(2S)-3-((2R,3S,6S)-6-((2R,3E)-2-hydroxy-6-methylhept-3-enyl)-3-methyltetrahydro-2H-pyran-2-yl)-2-methoxypropyl]tetrahydro-2H-pyran-2-yl}acetonitrile 
• 896101-38-5 N-methyl-2-[2-(4-methyl-pent-1-ynyl)-phenyl]-acetamide 
• 924634-05-9 o-(4-methyl-1-pentenyl)thioanisole 
• 141821-03-6 (4-methylpenta-1,2-dien-1-yl)benzene 

Relevant academic research and scientific papers

Synthesis and antiplasmodial activity of new indolone N-Oxide derivatives

A series of 66 new indolone-N-oxide derivatives was synthesized with three different methods. Compounds were evaluated for in vitro activity against CQ-sensitive (3D7), CQ-resistant (FcB1), and CQ and pyrimethamine cross-resistant (K1) strains of Plasmodium falciparum (P.f.), aswell as for cytotoxic concentration (CC50) on MCF7 and KB human tumor cell lines. Compound 26 (5-methoxy-indolone-N-oxide analogue) had the most potent antiplasmodial activity in vitro (50 MCF7/IC50 FcB1: 14623; CC50 KB/IC50 3D7: 198823). In in vivo experiments, compound 1 (dioxymethylene derivatives of the indolone-N-oxide) showed the best antiplasmodial activity against Plasmodium berghei, 62% inhibition of the parasitaemia at 30 mg/kg/day. 2009 American Chemical Society.

Removal of water - a factor influencing the synthesis of alkynes in a phase-transfer catalyzed β-elimination reaction

Acetylene derivatives 4 were synthesized from the corresponding vicinal bromo compounds 2 in the phase-transfer catalyzed hydrogen bromide β-elimination reaction using solid potassium hydroxide as a base, xylene as a solvent, and a phase-transfer catalyst. The yields of the synthesized acetylene derivatives 4 were substantially improved when water formed in the process had been removed.

Process for the preparation of cyclopropylacetylene

The present invention relates generally to novel methods for the preparation of cyclopropylacetylene which is an essential reagent in the asymmetric synthesis of (S)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one; a useful human immunodeficiency virus (HIV) reverse transcriptase inhibitor with superior anti-retroviral activity. In the process, for example, cyclopropane carboxaldehyde is alkylated to form 1,1,1-trichloro-2-cyclopropyl-ethanol; which in turn undergoes elimination to form 1,1-dichloro-2-cyclopropyl-ethene; which in turn undergoes elimination to form cyclopropyl acetylene.

Process for the preparation of cyclopropylacetylene

The present invention relates generally to novel methods for the synthesis of cyclopropylacetylene which is an essential reagent in the asymmetric synthesis of (S)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one; a useful human immunodeficiency virus (HIV) reverse transcriptase inhibitor. In the process, for example, cyclopropane carboxaldehyde is alkylated to form 1,1,1-trichloro-2-cyclopropyl-ethanol; which in turn is hydroxy protected to form 1,1,1-trichloro-2-cyclopropylethyltosylate; which in turn undergoes elimination to form cyclopropyl acetylene. This improvement provides for high conversion of inexpensive, readily available starting materials into cyclopropylacetylene, high overall yields and can be conducted on an industrial scale.

A new and practical synthesis of vinyl dichlorides via a non-Wittig-type approach

A practical approach for the conversion of aldehydes to vinyl dichlorides has been developed. These are three-step, one-pot reactions involving the formation of trichlorocarbinol by treatment of aldehydes with trichloroacetic acid and sodium trichloroacetate followed by in situ protection and elimination reactions to form the desired vinyl dichlorides in 85 to 95% yields. (C) 2000 Dupont Pharmaceuticals Company.

Vinylic Organoboranes. 1. A Convenient Synthesis of Acetylenes via the Reaction of Lithium (1-Alkynyl)organoborates with Iodine

Lithium (1-alkynyl)organoborates, readily prepared from organoboranes and lithium acetylides, undergo a facile reaction at low temperature with iodine to for internal acetylenes in high yield.Unlike conventional methods for the preparation of acetylenes via nucleophilic displacement, the reaction is applicable to both primary and secondary as well as aromatic and functionally substituted groups.The use of lithium acetylide-ethylenediamine form the formation of the organoborate extends the reaction to terminal acetylenes.This reaction occurs with complete retention of the configuration about the boron-carbon bond.The procedure, with its exceptionally broad applicability, provides a simple, general route to internal and terminal acetylenes.