24936-01-4

Basic information

• Product Name: trans-1,4-diethynyl-1,4-dihydroxy-2,5-cyclohexadiene
• Synonyms: trans-1,4-diethynyl-1,4-dihydroxy-2,5-cyclohexadiene
• CAS NO: 24936-01-4
• Molecular Weight: 160.172
• Mol File: 24936-01-4.mol

Chemical Properties

• CAS DataBase Reference: trans-1,4-diethynyl-1,4-dihydroxy-2,5-cyclohexadiene(CAS DataBase Reference)
• NIST Chemistry Reference: trans-1,4-diethynyl-1,4-dihydroxy-2,5-cyclohexadiene(24936-01-4)
• EPA Substance Registry System: trans-1,4-diethynyl-1,4-dihydroxy-2,5-cyclohexadiene(24936-01-4)

Safety Data

• Hazardous Substances Data: 24936-01-4(Hazardous Substances Data)

Upstream product

• 106-51-4 p-benzoquinone 
• 74-86-2 acetylene 
• 544706-66-3 cis-1,4-bis(trimethylsilylethynyl)cyclohexa-2,5-dien-1,4-diol 
• 54655-07-1 lithium trimethylsilylacetylenide 
• 1066-26-8 sodium acetylide 
• 70277-75-7 lithium acetylide 
• 862801-08-9 1,4-bis[(trimethylsilyl)ethynyl]-2,5-cyclohexadiene-1,4-diol 

Downstream Products

• 91055-52-6 1-ethynyl-4-((Ξ)-1,2-diiodo-vinyl)-benzene 
• 935-14-8 1,4-diethynylbenzene 
• 18499-56-4 cis-1-Ethinyl-4-(phenylbutadiinyl)-1,4-dihydroxy-1,4-dihydrobenzol 
• 852992-23-5 trans-2,5-bis(phenylbutadiynyl)cyclohexa-2,5-diene-1,4-diol 
• 852992-25-7 trans-1,4-bis(bromoethynyl)cyclohexa-2,5-diene-1,4-diol 
• 99186-15-9 1,4-divinyl-cyclohexa-2,5-diene-1r,4t-diol 
• 104093-16-5 1,4-diethyl-cyclohexane-1r,4t-diol 
• 103389-46-4 1,4-bis-(5-hydroxy-5,5-diphenyl-penta-1,3-diynyl)-cyclohexa-2,5-diene-1r,4t-diol 
• 102892-85-3 1-ethynyl-4-(5-hydroxy-5,5-diphenyl-penta-1,3-diynyl)-cyclohexa-2,5-diene-1r,4t-diol 
• 101277-95-6 1,4-di-penta-1,3-diynyl-cyclohexa-2,5-diene-1r,4t-diol 
• 102159-13-7 1,4-bis-(5-hydroxy-5-methyl-hexa-1,3-diynyl)-cyclohexa-2,5-diene-1r,4t-diol 
• 639078-97-0 [(μ-1,1',4,4'-C6H4(OH)2(CCH)2)(RhCl(P(CH(CH3)2)3)2)2] 
• 639078-99-2 [(μ-1,1',4,4'-C6H4(OH)2(CHC)2)(RhCl(P(CH(CH3)2)3)2)2] 
• 98195-67-6 1,4-bis-(3-phenyl-isoxazol-5-yl)-cyclohexa-2,5-diene-1,4-diol 

Relevant articles and documents

Seeking structural repetitivity in systems with interaction interference: Crystal engineering in the gem-alkynol family

Synthon repetitivity has been demonstrated in a pair of gem-alkynols, despite the high degree of interaction interference typical of this family of compounds.

Alkoxyboration: Ring-closing addition of B-O σ bonds across alkynes

For nearly 70 years, the addition of boron-X σ bonds to carbon-carbon multiple bonds has been employed in the preparation of organoboron reagents. However, the significantly higher strength of boron-oxygen bonds has thus far precluded their activation for addition, preventing a direct route to access a potentially valuable class of oxygen-containing organoboron reagents for divergent synthesis. We herein report the realization of an alkoxyboration reaction, the addition of boron-oxygen σ bonds to alkynes. Functionalized O-heterocyclic boronic acid derivatives are produced using this transformation, which is mild and exhibits broad functional group compatibility. Our results demonstrate activation of this boron-O σ bond using a gold catalysis strategy that is fundamentally different from that used previously for other boron addition reactions.

Synthesis of buta-1,3-diyne-bridged macrocycles with (Z)-1,4-diethynyl-1,4-dimethoxycyclohexa-2,5-diene as the building block

(Z)-1,4-Diethynyl-1,4-dimethoxycyclohexa-2,5-diene has been used as a building block for the synthesis of two novel macrocycles containing buta-1,3-diyne units as bridges. The tetrayne derivative 5c has been structurally characterized by single crystal X-ray crystallographic data. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.