21390-02-3

Basic information

• Product Name: 2,8-Decadiyne-1,10-diol
• Synonyms: 2,8-Decadiyne-1,10-diol
• CAS NO: 21390-02-3
• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22
• Mol File: 21390-02-3.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,8-Decadiyne-1,10-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,8-Decadiyne-1,10-diol(21390-02-3)
• EPA Substance Registry System: 2,8-Decadiyne-1,10-diol(21390-02-3)

Safety Data

• Hazardous Substances Data: 21390-02-3(Hazardous Substances Data)

Upstream product

• 60-29-7 diethyl ether 
• 871-84-1 1,7-Octadiyne 
• 134271-12-8 diethyl deca-2,8-diyn-1,10-dioate 
• 50-00-0 formaldehyd 
• 116451-57-1 C₂₀H₃₀O₄ 
• 110-52-1 1,4-dibromo-butane 
• 107-19-7 propargyl alcohol 
• 76076-50-1 (3-tetrahydropyran-2-yloxy-prop-1-ynyl)-sodium 

Downstream Products

• 21390-10-3 (4E,10E)-1,14-Bis-(3,5-dimethoxy-4-methyl-phenyl)-tetradeca-4,10-diene-1,14-dione 
• 21390-06-7 (4E,10E)-1,14-Bis-(3,5-dimethoxy-phenyl)-tetradeca-4,10-diene-1,14-dione 
• 21390-11-4 1,14-Bis-(3,5-dimethoxy-4-methyl-phenyl)-tetradecane-1,14-dione 
• 21336-06-1 1,2-diethynylcyclohex-1-ene 
• 43044-21-9 (Z)-4-vinylcyclooctene 
• 30427-20-4 Acetic acid 10-hydroxy-deca-2,8-diynyl ester 

Relevant articles and documents

A convenient synthesis of ethano-bridged cyclic diynes - preparation of 1,1,2,2-tetramethyl-1 ,2-disilacycloocta-3,7-diyne

Cyclic diynes bridged by an ethano moiety on one side are formed in the reaction of α,ω-dihalogen precursors with lithium in presence of biphenyl.

Radical reactions of the cobalt-complexed propargyl acetals: Inter- and intramolecular variants

Propargyl acetals are used as a new type of substrate in cobaltocene-induced radical reactions stereodirected by a π-bonded Co 2(CO)6 metal core. The experimental protocol involves treatment of the cobalt-complexed acetals with triflic anhydride, an in situ generation of ionic propargyl triflates, and a single-electron, low-temperature reduction of α-alkoxy-stabilized, Co2(CO)6-complexed propargyl cations. Inter- and intramolecular reactions provide a facile access to polyfunctional, topologically diverse 3,4-dialkoxy-1,5-alkadiynes and 3,4-dialkoxy-1,5-cyclodecadiynes with a predominant formation of the respective d,l-diastereomers (73-100% d,l). The stereo- and chemoselectivities are found to be dependent upon the (1) bulkiness of the gamma substituent (1,3-steric induction; d,l- 73-100%), (2) presence of a phosphorus ligand altering the π-bonded metal core (axial ligand induction; d,l- 91-97%), and (3) steric hindrance created by an alpha alkoxy group (1,1-steric induction; d,l- 83-92%).

A direct route to conjugated enediynes from dipropargylic sulfones by a modified one-flask Ramberg-Baecklund reaction

The reaction of dipropargylic sulfones with dibromodifluoromethane in the presence of alumina-supported KOH in dichloromethane solution results in facile rearrangement affording the corresponding conjugated linear and cyclic enediynes in good yields. This result shows that the direct transformation of a- and a′-hydrogen bearing sulfones assembles enediyne units without resorting to the prior preparation of the a-halo sulfone precursors in a separate step.