23675-67-4

Basic information

• Product Name: (4-methylpent-4-en-1-yn-1-yl)benzene
• Synonyms: (4-methylpent-4-en-1-yn-1-yl)benzene
• CAS NO: 23675-67-4
• Molecular Weight: 156.227
• Mol File: 23675-67-4.mol

Chemical Properties

• CAS DataBase Reference: (4-methylpent-4-en-1-yn-1-yl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (4-methylpent-4-en-1-yn-1-yl)benzene(23675-67-4)
• EPA Substance Registry System: (4-methylpent-4-en-1-yn-1-yl)benzene(23675-67-4)

Safety Data

• Hazardous Substances Data: 23675-67-4(Hazardous Substances Data)

Upstream product

• 536-74-3 phenylacetylene 
• 563-47-3 3-Chloro-2-methylpropene 
• 1458-98-6 2-methyl-3-bromo-1-propene 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 6928-78-5 Bis(phenylethynyl)magnesium 
• 3757-88-8 tributylstannylethynylbenzene 
• 868556-87-0 3-phenyl propiolic acid (2-methyl)allyl ester 
• 70122-91-7 ethyl (2-methylallyl)carbonate 
• 18292-38-1 2-methallyltrimethylsilane 
• 19016-83-2 (4-methylpent-3-en-1-yn-1-yl)benzene 

Relevant articles and documents

Catalytic, contra-Thermodynamic Positional Alkene Isomerization

The positional isomerization of C═C double bonds is a powerful strategy for the interconversion of alkene regioisomers. However, existing methods provide access to thermodynamically more stable isomers from less stable starting materials. Here, we report

Rh(iii)-Catalyzed olefination to build diverse oxazole derivatives from functional alkynes

A novel Rh(iii)-catalyzed olefination reaction of oxazoles to generate diverse oxazole skeleton derivatives has been realized by directly using oxazole as the directing group. The reaction could tolerate many functional groups, affording complex oxazole derivatives with long chain alkenyls in moderate to good yields, which might find applications in the construction of diverse compounds.

Gold- or Indium-Catalyzed Cross-Coupling of Bromoalkynes with Allylsilanes through a Concealed Rearrangement

The gold(I)-catalyzed reaction of bromoalkynes with allylsilanes gives 1,4-enynes in a formal cross-coupling reaction. Mechanistic studies revealed the involvement of gold(I) vinylidenes or vinylidenephenonium gold(I) cations depending on the substituent on the bromoalkyne. In the case of bromo arylalkynes, the vinylidenephenonium gold(I) cations lead to 1,4-enynes via a 1,2-aryl rearrangement. The same reactivity has been observed in the presence of InBr3

Catalytic Regio- and Enantioselective Proton Migration from Skipped Enynes to Allenes

Chiral allenes are highly valuable as versatile synthetic intermediates and core skeletons of various functional organic molecules. Despite marked recent advances, the straightforward catalytic enantioselective synthesis of hydrocarbon allenes from readil

One-Pot Synthesis of Decahydropyrene via Tandem C-H Activation/Intramolecular Diels-Alder/1,3-Dipolar Cycloaddition

A novel decahydropyrene synthesis has been successfully developed involving a tandem rhodium-catalyzed C-H activation/intramolecular Diels-Alder reaction/1,3-dipolar cycloaddition cascade process by using diazole as a traceless directing group. The advantage of this one-pot strategy is a quite simple, efficient, highly stereoselective, and unique product structure.

Rhodium-catalysed arylative annulation of 1,4-enynes with arylboronic acids

The rhodium(I)-catalysed arylative annulation of 1,4-enynes with arylboronic acids was investigated. The reaction was found to proceed via an addition-1,4-rhodium migration-addition sequence, affording the corresponding 1,1-disubstituted 3-(arylmethylene)indanes.

Effective transmetalation from gold to iron or ruthenium

The transmetalation of aryl, alkynyl, and alkyl groups from organogold compounds to iron complexes offers an efficient synthesis of organoiron complexes under very mild conditions. This method could be extended to ruthenium complexes.

Catalytic decarboxylative sp-sp3 coupling

A palladium-catalyzed 1,4-enyne synthesis was developed based the decarboxylative coupling of acetylides with allyl electrophiles. Stereochemical studies have implicated palladium-allyl-acetylides as intermediates. Thus, decarboxylative metalation was established as an environmentally benign alternative to transmetalation from alkynyl tin reagents. Copyright

Nickel-Catalyzed Cross-Coupling Reaction of Allyl Halides with Alkynyltins

A cross-coupling reaction of allyl halides 1 with alkynyltins 3 in the presence of "Ni(PR3)n" (R = Ph, OEt, or OPh) catalyst was carried out in THF at reflux to give 1,4-enynes.The regioselectivity of the coupling of 1f-i with 3a was investigated in the presence of various phosphorus ligands.Interestingly, prenyl (1j) and geranyl chlorides (1k) selectively reacted with 3 at the more-hindered positions of substituted η3-allylnickel intermediates 21 (M = Ni) to yield 23 and 25, respectively.Regioselectivity in these reactions may result from greater steric crowding between the phosphorus ligand and the disubstituted position in 26b than in 26a.In contrast, the palladium-catalyzed reactions of 1j and 1k with 3 selectively gave 22 and 24, respectively.Thus, the steric crowding in a Pd analogue of 26b is less than that in a Ni analogue of 26b, since Pd has a larger covalent radius than Ni.