42104-42-7

Basic information

• Product Name: (E)-3-Octen-1-yne
• Synonyms: (E)-3-Octen-1-yne
• CAS NO: 42104-42-7
• Molecular Formula: C₈H₁₂
• Molecular Weight: 108.1809
• Mol File: 42104-42-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 123.4°Cat760mmHg
• Flash Point: 15.8°C
• Appearance: /
• Density: 0.784g/cm³
• Vapor Pressure: 16.1mmHg at 25°C
• Refractive Index: 1.448
• CAS DataBase Reference: (E)-3-Octen-1-yne(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-Octen-1-yne(42104-42-7)
• EPA Substance Registry System: (E)-3-Octen-1-yne(42104-42-7)

Safety Data

• Hazardous Substances Data: 42104-42-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H12/c1-3-5-7-8-6-4-2/h1,5,7H,4,6,8H2,2H3/b7-5+

Upstream product

• 109-72-8 n-butyllithium 
• 460-12-8 Butadiyne 
• 693-04-9 butyl magnesium bromide 
• 18829-55-5 (E)-2-Heptenal 
• 110-62-3 pentanal 
• 693-02-7 hex-1-yne 
• 187874-90-4 (E)-hex-1-enylbis(1,2-dimethylpropyl)borane 
• 18243-59-9 (2-bromoethynyl)trimethylsilane 
• 107148-34-5 (E)-silane 
• 16644-98-7 (E)-1-iodohexene 
• 1066-26-8 sodium acetylide 
• 70277-75-7 lithium acetylide 
• 52517-92-7 1-octyn-4-ol 

Downstream Products

• 1356478-40-4 (E)-1-phenyldec-5-ene-1,3-diyne 
• 1072433-13-6 (2R,3R,4aR,5R,8aS)-1-benzoyl-2-methyl-5-[(1E,3E)-octa-1,3-dienyl]-7-oxodecahydroquinolin-3-yl acetate 

Relevant articles and documents

Gold(I)-Catalyzed Oxidative 1,4-Additions of 3-En-1-ynamide with Nitrones via Carbon- versus Nitrogen-Addition Chemoselectivity

This work reports gold-catalyzed 1,4-oxofunctionalizations of 3-en-1-ynamides with nitrones, yielding two distinct E-configured products. We obtained 1,4-oxoarylation products from 3-en-1-ynamides bearing C(4)-electron-donating substituents and 1,4-oxoamination products from those analogues bearing C(4)-aryl substituents. We propose that if vinylgold carbenes are stable, imines undergo a para-arylation on these gold carbenes. If vinylgold carbenes are highly electron-deficient, this N-attack is irreversible to enable 1,4-oxoaminations.

Stereoselective syntheses of (E)- and (Z)-1-arylalk-3-en-1-ynes and (E,E)-, (Z,E)-, (E,Z)-, and (Z,Z)-alka-1,5-dien-3-ynes via a one-pot multicomponent coupling reaction

Both 1-arylalk-3-en-1-ynes and alka-1,5-dien-3-ynes have been synthesized under extremely mild reaction conditions in good to high yields via a sequential Suzuki-type and Sonogashira reaction in a one-pot manner. Thus, the protocol involves Cu-mediated cross-coupling reaction of (E)- or (Z)- alkenyldisiamylborane with (trimethylsilyl)ethynyl bromide in the presence of 1M NaOMe and Pd/Cu-catalyzed cross-coupling reaction with aryl or alkenyl iodide in the presence of aqueous n-Bu4NOH. The reaction with aryl iodide is tolerant of a wide variety of functional groups on the aromatic ring and leads to the stereoselective formation of (E)- and (Z)-1-arylalk-3-en-1-ynes. In addition, the reactions with (E)- and (Z)-1-iodoalk-1-enes have accomplished the construction of all possible combinations of geometrical isomers, (E,E)-, (Z,E)-, (E,Z)-, and (Z,Z)-alka-1,5-dien-3-ynes. Georg Thieme Verlag Stuttgart.

A study of the reactions of 1,3-diynes with organo-cuprates and -argentates

1,3-Diynes HCC-CC-R' (1, R'= H or Ph) are converted by cuprates M' (R = alkyl; Y = Cl, Br or R; M'= Li, MgCl or MgBr) into a mixture of C-R'>M' (2) and C-R'>M' (3).When R is n-alkyl, adducts 2 are the major pr