7154-75-8

Basic information

• Product Name: 4-METHYL-1-PENTYNE
• Synonyms: (CH3)2CHCH2CequivCH;4-methyl-pent-1-yne;Isobutylethyne;ISOBUTYLACETYLENE;4-METHYL-1-PENTYNE;1-Pentyne, 4-methyl- (8CI, 9CI);4,4-Dimethyl-1-butyne;4-Methyl-1-pentyne,97%
• CAS NO: 7154-75-8
• Molecular Formula: C₆H₁₀
• Molecular Weight: 82.14
• Product Categories: Acetylenes;Acetylenic Hydrocarbons;Alkynes;Building Blocks;Chemical Synthesis;Organic Building Blocks;Terminal
• Mol File: 7154-75-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: -104.6°C
• Boiling Point: 61-62 °C(lit.)
• Flash Point: 24 °F
• Appearance: /
• Density: 0.698 g/mL at 25 °C(lit.)
• Vapor Pressure: 210mmHg at 25°C
• Refractive Index: n20/D 1.393(lit.)
• Storage Temp.: Refrigerator
• Water Solubility: Insoluble in water. Soluble in common organic solvents of low polarity.
• BRN: 1731077
• CAS DataBase Reference: 4-METHYL-1-PENTYNE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYL-1-PENTYNE(7154-75-8)
• EPA Substance Registry System: 4-METHYL-1-PENTYNE(7154-75-8)

Safety Data

• Hazard Codes: F
• Statements: 11
• Safety Statements: 16-33
• RIDADR: UN 1993 3/PG 1
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 7154-75-8(Hazardous Substances Data)

Usage

Chemical Properties

clear yellow liquid

Uses

4-Methyl-1-pentyne, is used as a polymer matrix together with synthesized NH2-MIL 53 metal organic framework (MOF) as a filler were used to fabricate a mixed matrix membrane (MMM). It is also used in addition reactions which are typical in alkyne reactions such as halogenation, hydrogenation, hydrohalogenation, hydration, oxidative cleavage, nitrile formation and acidity of terminal alkynes. Polymerisation and substitution reactions are also useful in chemical synthesis.

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

Upstream product

• 691-37-2 4-Methyl-1-pentene 
• 246023-18-7 1,1-dichloro-4-methyl-2-pentanol 4-methylbenzenesulfonate 
• 872281-93-1 1,2,2-tribromo-4-methyl-pentane 
• 166387-65-1 4-Methyl-1-(trimethylsilyl)-1-pentyne 
• 590-86-3 isovaleraldehyde 
• 246023-15-4 1,1-dichloro-4-methyl-2-pentanol 
• 6111-18-8 1,1,1-trichloro-4-methyl-2-pentanol 
• 80687-80-5 1,1-dichloro-3-methyl-1-pentene 
• 90701-59-0 1,2-dibromo-4-methyl-1-pentene 
• 64-17-5 ethanol 
• 263904-17-2 1,1,1-trichloro-4-methyl-2-pentanol 4-methylbenzenesulfonate 
• 1116-39-8 triisobutylborane 
• 1216963-74-4 lithium acetylide-ethylenediamine complex 
• 16530-66-8 2-chloro-4-methyl-pent-1-ene 

Downstream Products

• 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 
• 956038-73-6 (2S,3S,4R)-2-azido-3-benzyloxy-8-methyl-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)non-5-yn-4-ol 
• 874183-51-4 4-methyl-1-(4-trifluoromethylphenyl)-1-pentyne 
• 1058164-68-3 1-(2,4-dichlorophenyl)-4-methyl-5-(5-(4-methylpent-1-ynyl)thiophen-2-yl)-1H-pyrazole-3-carboxylic acid ethyl ester 
• 1239955-60-2 (R)-N,N,7-dimethyl-3-phenyloct-4-ynethioamide 
• 1404100-24-8 1-isobutyl-1-(phenylethynyl)spiro[2.4]heptane 

Relevant articles and documents

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.

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.

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.