4482-17-1

Basic information

• Product Name: 1,4-diphenylbut-2-yne-1,4-diol
• Synonyms: 1,4-diphenylbut-2-yne-1,4-diol
• CAS NO: 4482-17-1
• Molecular Formula: C₁₆H₁₄O₂
• Molecular Weight: 238.2812
• Mol File: 4482-17-1.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 440.1°Cat760mmHg
• Flash Point: 213.1°C
• Appearance: /
• Density: 1.217g/cm³
• Vapor Pressure: 1.6E-08mmHg at 25°C
• Refractive Index: 1.641
• CAS DataBase Reference: 1,4-diphenylbut-2-yne-1,4-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-diphenylbut-2-yne-1,4-diol(4482-17-1)
• EPA Substance Registry System: 1,4-diphenylbut-2-yne-1,4-diol(4482-17-1)

Safety Data

• Hazardous Substances Data: 4482-17-1(Hazardous Substances Data)

Usage

General Description

1,4-diphenylbut-2-yne-1,4-diol, also known as diphenylbutadiyne-1,4-diol, is a chemical compound with the molecular formula C16H12O2. It is a diol compound, meaning it contains two hydroxyl (OH) functional groups. 1,4-diphenylbut-2-yne-1,4-diol is used in organic synthesis and as a reagent in laboratory research. It has potential applications in the field of materials science, particularly in the development of new polymers and other advanced materials. Its unique structure and properties make it a valuable building block for the synthesis of complex organic molecules and materials.

InChI:InChI=1/C16H14O2/c17-15(13-7-3-1-4-8-13)11-12-16(18)14-9-5-2-6-10-14/h1-10,15-18H

Upstream product

• 100-52-7 benzaldehyde 
• 14630-40-1 Bis(trimethylsilyl)ethyne 
• 4187-87-5 (R)-1-phenyl-2-propyn-1-ol 
• 4482-17-1 (S:S)-1.4-diphenyl-butyne-⁽²⁾-diol-(1.4) 
• 749269-14-5 (R,R)-diphenylbut-2-yne-1,4-diol 
• 925-90-6 ethylmagnesium bromide 
• 99067-61-5 3-chloro-1-phenyl-prop-2-yn-1-ol 
• 4301-15-9 ethynyldimagnesium dibromide 
• 156-60-5 trans-1,2-dichloroethylene 
• 119-61-9 benzophenone 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 50874-13-0 1-methoxy-1-phenylpropyne 
• 945844-36-0 C₁₇H₁₆O₂ 
• 4301-14-8 acetylenemagnesium bromide 

Downstream Products

• 1087-09-8 1,4-diphenyl-but-2-yne-1,4-dione 
• 4482-17-1 rac-1,4-diphenylbut-2-yne-1,4-diol 
• 2085-90-7 (+/-)-1,4-diphenylbutane-1,4-diol 
• 220997-24-0 1,4-dibromo-1,4-diphenylbut-2-yne 
• 82631-96-7 (+/-)-1,4-diphenyltetramethylene bismethanesulphonate 
• 1393371-27-1 (2,4-diphenyl-5-styrylfuran-3-yl)(phenyl)methanone 
• 1393370-97-2 (2,4-diphenyl-5-styrylfuran-3-yl)(phenyl)methanone 
• 1435349-16-8 ((1E,3E)-1,4-diphenylbuta-1,3-diene-2,3-diyl)bis(diphenylphosphine oxide) 
• 2085-90-7 1,4-diphenyl-1,4-butanediol 
• 955-83-9 2,5-diphenylfuran 
• 51751-09-8 2,5-diphenyltetrahydrofuran 
• 2085-99-6 (2E)-1,4-diphenyl-2-butene-1,4-diol 

Relevant articles and documents

Synthesis and 2D-QSAR studies of neolignan-based diaryl-tetrahydrofuran and -furan analogues with remarkable activity against Trypanosoma cruzi and assessment of the trypanothione reductase activity

Two series of diaryl-tetrahydrofuran and -furan were synthesised and screened for anti-trypanosomal activity against trypomastigote and amastigote forms of Trypanosoma cruzi, the causative agent of Chagas disease. Based on evidence that modification of a natural product may result in a more effective drug than the natural product itself, and using known neolignan inhibitors veraguensin 1 and grandisin 2 as templates to synthesise simpler analogues, remarkable anti-trypanosomal activity and selectivity were found for 3,5-dimethoxylated diaryl-furan 5c and 2,4-dimethoxylated diaryl-tetrahydrofuran 4e analogues with EC50 0.01 μM and EC50 0.75 μM, respectively, the former being 260-fold more potent than veraguensin 1 and 150-fold better than benznidazole, the current available drugs for Chagas disease treatment. The ability of the most potent anti-trypanosomal compounds to penetrate LLC-MK2 cells infected with T. cruzi amastigotes parasite was tested, which revealed 4e and 5e analogues as the most effective, causing no damage to mammalian cells. In particular, the majority of the derivatives were non-toxic against mice spleen cells. 2D-QSAR studies show the rigid central core and the position of dimethoxy-aryl substituents dramatically affect the anti-trypanosomal activity. The mode of action of the most active anti-trypanosomal derivatives was investigated by exploring the anti-oxidant functions of Trypanothione reductase (TR). As a result, diarylfuran series displayed the strongest inhibition, highlighting compounds 5d-e (IC50 19.2 and 17.7 μM) and 5f-g (IC50 8.9 and 7.4 μM), respectively, with similar or 2-fold higher than the reference inhibitor clomipramine (IC50 15.2 μM).

Flash chemistry using trichlorovinyllithium: Switching the reaction pathways by high-resolution reaction time control

High-resolution reaction time control in flow microreactors enables the reaction-pathway switching of trichlorovinyllithium generated by the H/Li exchange of trichloroethene. The method was successfully app lied to the synthesis of 1,1,2-trichloroalkenes,

Fused arene ring construction around pyrrole to form 4,7-disubstitued indole

A method for synthesizing 4,7-diarylindoles and 4,7-di(thien-2-yl)indole by applying a strategy where the fused benzene ring was built on an existing pyrrole in an acid-catalyzed rearrangement of 1,4-diaryl-1,4-di(pyrrol-2-yl)but- 2-yne and 1,4-di(pyrrol-2-yl)-1,4-di(thien-2-yl)but-2-yne, respectively, is presented. In the presence of TFA (30 equiv.), 4,7-diarylindoles undergo thermodynamically equilibrated dimerization at 240 K as determined by 1H NMR spectroscopy and substantiated by DFT calculations. An alternative route for the construction of indole derivatives is described. 4,7-Diarylindoles and 4,7-di(thien-2-yl)indole were synthesized by applying a strategy where the fused benzene ring was built on the existing pyrrole.