71228-76-7

Basic information

• Product Name: Benzenemethanol, a-(bromoethynyl)-a-phenyl-
• CAS NO: 71228-76-7
• Molecular Formula: C15H11BrO
• Molecular Weight: 287.156
• Mol File: 71228-76-7.mol

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, a-(bromoethynyl)-a-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, a-(bromoethynyl)-a-phenyl-(71228-76-7)
• EPA Substance Registry System: Benzenemethanol, a-(bromoethynyl)-a-phenyl-(71228-76-7)

Safety Data

• Hazardous Substances Data: 71228-76-7(Hazardous Substances Data)

Upstream product

• 119-61-9 benzophenone 
• 1483-74-5 1,1,4,4-tetraphenyl-2-butyne-1,4-diol 
• 73502-43-9 1,1-diphenyl-3-(trimethylsilyl)prop-2-yn-1-ol 
• 3923-52-2 1,1-diphenyl-2-propyn-1-ol 

Downstream Products

• 102237-54-7 6-dimethylamino-1,1-diphenyl-hexa-2,4-diyn-1-ol 
• 107522-60-1 6-hydroxy-6,6-diphenyl-hexa-2,4-diynoic acid amide 
• 109689-37-4 7-hydroxy-7,7-diphenyl-hepta-3,5-diynoic acid 
• 20583-04-4 1,1,6,6-tetraphenyl-2,4-hexadiyne-1,6-diol 
• 102077-65-6 6-methyl-1,1-diphenylhepta-2,4-diyne-1,6-diol 
• 14502-53-5 1-Amino-7,7-diphenyl-7-hydroxy-heptadiin-(3,5) 
• 15009-72-0 trans-1,4-Bis-(6,6-diphenyl-6-hydroxyhexadiin-(2,4)-yl)-cyclohexandiol-(1,4) 
• 14903-88-9 cis-1,4-Bis-(6,6-diphenyl-6-hydroxyhexadiin-(2,4)-yl)-cyclohexandiol-(1,4) 
• 18499-61-1 cis-9,10-Bis-(5,5-diphenyl-5-hydroxypentadiin-(1,3)-yl)-cis-9,10-dihydroxy-9,10-dihydroanthracen 
• 19969-89-2 (3,3-dibromopropa-1,2-diene-1,1-diyl)dibenzene 
• 15375-61-8 6-phenothiazin-10-yl-1,1-diphenyl-hexa-2,4-diyn-1-ol 
• 15140-51-9 1-Dimethylamino-7,7-diphenyl-7-hydroxy-heptadiin-(3,5) 
• 73084-23-8 1,1-diphenyl-5-(trimethylsilyl)penta-2,4-diyn-1-ol 
• 14763-13-4 cis-1,4-Bis-(6,6-diphenyl-6-hydroxyhexanoyl)-cyclohexandiol-(1,4) 

Relevant articles and documents

Selectivity for Alkynyl or Allenyl Imidamides and Imidates in Copper-Catalyzed Reactions of Terminal 1,3-Diynes and Azides

Copper-catalyzed reactions of terminal 1,3-diynes with electron-deficient azides to generate either 3-alkynyl or 2,3-dienyl imidamides and imidates are described. The selectivity depends on the diyne substituents and the nucleophile that reacts with the ketenimide intermediate generated from the corresponding triazole precursor. Reactions of 1,3-diynes containing a propargylic acetate afford [3]cumulenyl imidamides, while reactions using methanol as the trapping agent selectively generate 2,3-dienyl imidates. Five-membered heterocycles were obtained from 1,3-diynes containing a homopropargylic hydroxyl or amine substituent.

Alkene Difunctionalization Triggered by a Stabilized Allenyl Radical: Concomitant Installation of Two Unsaturated C?C Bonds

Radical-mediated difunctionalization of alkenes provides a promising approach to introduce one alkenyl or alkynyl group to target compounds. However, simultaneous installation of two unsaturated C?C bonds via alkene difunctionalization remains elusive, at

Synthesis of α-Acyloxy-α′-hydroxy Ketones via Cyclic Carbonate Intermediates Generated from Tertiary Bromopropargylic Alcohols and Cs2CO3

A facile approach towards α-acyloxy-α′-hydroxy ketones by reaction of readily available tertiary bromopropargylic alcohols and carboxylic acids in system Cs2CO3/H2O/DMF (50–55 °C, 4 h) was developed. Key intermediates of this synthesis are cyclic carbonates generated in situ from bromopropargylic alcohols and Cs2CO3 which have been utilized as both reagent and base promoter.

Reactivity of 3-halopropynols: X-ray crystallographic analysis of 1, 1-dihalocumulenes and 2+2 cycloaddition products

Reactions of 3-halopropynols and their butadiyne analogues with BF3Et2O or HX(aq) were investigated. Depending on the end group and the reaction conditions, different products were obtained which belonged to two classes: (

1-Halo-1-acceptor-/1,1-diacceptor-substituted allenes, 9: Functionalized allenes, haloallenes, and bisallenes via [2,3]/[3,3]-sigmatropic rearrangements and their reactivity

Reaction of carbonyl compounds 1 with trimethylsilylacetylene 2 leads to the alkynols 3, which are excellent precursors of acceptor-substituted allenes. Compound 3 reacts with carbamoyl chloride 4, diethyl chlorophosphate 6, or hypohalite 8 to give the substituted alkynols 5, 7, 9. Reaction of 9 with sulfinyl chloride 10 leads to the sulfinic esters 11, which on heating undergo a [2,3]-sigmatropic shift to yield the halosulfonyl allenes 12. In the same manner the reaction of 7 and 9 with chlorophosphanes 13 or sulfenyl chlorides 15 gives rise to the generation of the phosphoryl allenes 14 and the haloallenyl sulfoxides 16, respectively. Alkynyl ketene acetal intermediates 18 are formed by starting from the alkynols 9 and orthoesters 17. Spontaneous [3,3]-sigmatropic rearrangement of 18 gives the haloallenyl esters 19. Reaction of alkynols 5 with sulfur dichloride leads to the alkynylsulfinyl esters 20, which on heating rearrange to the bisallenyl sulfones 21. Pyrolysis of 21 yields the thiophene 1,1-dioxides 22. Bisphosphorylbisallene 24 is synthesized from hexadiyndiol 23 by reaction with chlorodiethoxyphosphite. Halophosphoryl allenes 14 react with bromine to yield the oxaphospholenes 25 by cyclization and subsequent elimination of ethanol, or oxaphospholenes 26, if no appropriate leaving group is present in the molecule. Sulfonyl-1,3-dienes 27 can be synthesized by reaction of halosulfonylallenes 12 with bromine, followed by elimination of HBr. Haloallenyl ester 19a is converted in a non-generalizable reaction with bromine into the tribromo3,6-dihydro-2-pyranone 30. VCH Verlagsgesellschaft mbH, 1996.