101597-25-5

Basic information

• Product Name: 1,1-bis(4-METHOXYPHENYL)-2-PROPYN-1-OL
• Synonyms: 1,1-bis(4-METHOXYPHENYL)-2-PROPYN-1-OL;BenzeneMethanol, a-ethynyl-4-Methoxy-a-(4-Methoxyphenyl)-;1,1-Di(4-methoxyphenyl)prop-2-yn-1-ol;1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol
• CAS NO: 101597-25-5
• Molecular Formula: C₁₇H₁₆O₃
• Molecular Weight: 268.30714
• EINECS: 1592732-453-0
• Mol File: 101597-25-5.mol
• Article Data: 17

Chemical Properties

• Melting Point: 91.9-92.2℃
• Boiling Point: 412.0±45.0 °C(Predicted)
• Appearance: /
• Density: 1.156
• Storage Temp.: 2-8°C
• PKA: 11.72±0.29(Predicted)
• CAS DataBase Reference: 1,1-bis(4-METHOXYPHENYL)-2-PROPYN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-bis(4-METHOXYPHENYL)-2-PROPYN-1-OL(101597-25-5)
• EPA Substance Registry System: 1,1-bis(4-METHOXYPHENYL)-2-PROPYN-1-OL(101597-25-5)

Safety Data

• Hazardous Substances Data: 101597-25-5(Hazardous Substances Data)

Usage

Uses

1,1-bis(4-Methoxyphenyl)-2-propyn-1-ol (cas# 101597-25-5) is used in the synthetic preparation of photochromic pyranobenzopyran derivatives.

Preparation

The preparation of 1,1-bis(4-methoxyphenyl)-2-propyn-1-ol is as follows:18W % sodium acetylide in xylene/mineral oil 121.1mL (0.45mol, 1eq) was dissolved in anhydrous THF (1L) saturated with acetylene gas. After that 4,4-dimethoxybenzophenone 100g (0.41mol, 1eq) was put inside the reaction mixture under nitrogen and stirred for 24h at room temperature. The product was extracted by solvent extraction using ethyl acetate and water, organic layer was dried with MgSO4?and solid product on vacuum drier. After complete drying, the product again dissolve in ethyl acetate and poured into 1L hexane slowly under stirring which afford 8 as white color solid, yield (99g, 90%).

Upstream product

• 90-96-0 bis(p-methoxyphenyl)methanone 
• 1066-26-8 sodium acetylide 
• 74-86-2 acetylene 
• 1216963-74-4 lithium acetylide-ethylenediamine complex 
• 100-07-2 4-methoxy-benzoyl chloride 
• 4301-14-8 acetylenemagnesium bromide 
• 70277-75-7 lithium acetylide 
• 1066-54-2 trimethylsilylacetylene 

Downstream Products

• 22815-14-1 Bis-<4-methoxy-phenyl>-<2,3,4,5-tetraphenyl-phenyl>-methanol 
• 169682-11-5 methyl 6-hydroxy-2,2-bis(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 
• 276263-79-7 methyl 8-methoxy-2,2-bis(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 
• 28656-26-0 3,3-Bis(4-methoxyphenyl)[3H]naphtho[2,1-b]pyran 
• 1163712-43-3 6-(4-diphenylaminophenyl)-2,2-bis-(4-methoxyphenyl)-2H-chromene 
• 1278522-69-2 C₅₂H₅₂O₆ 
• 1616843-54-9 6-methoxy-2,2-bis(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran 

Relevant articles and documents

Sуnthesis and Study of the Properties of New Hybrid Photochromic Chromenes with Reversible Modulation of Fluorescence

Abstract: The reaction between phenalenon derivatives containing hydroxy group in peri-position to carbonyl and propynol was studied. A new hybrid compound was synthesized, and its spectral-kinetic properties were measured. This compound has photochromic and fluorescent properties in one time.

Mechanosynthesis of Odd-Numbered Tetraaryl[n]cumulenes

A mechanochemical synthesis of one-dimensional carbon allotrope carbyne model compounds, namely tetraaryl[n]cumulenes (n=3, 5) was realized. Central for the mechanosynthesis of the cumulenic carbon nanostructures were the development of a mechanochemical Favorskii alkynylation-type reaction and the implementation of a solvent-free, acid-free reductive elimination with tin(II) chloride by ball milling.

Synthesis and biological evaluation of novel N-substituted nipecotic acid derivatives with an alkyne spacer as GABA uptake inhibitors

In this study, we present the synthesis and structure–activity relationships (SAR) of novel N-substituted nipecotic acid derivatives closely related to (S)-SNAP-5114 (2) in the pursuit of finding new and potent mGAT4 selective inhibitors. By the use of iminium ion chemistry, a series of new N-substituted nipecotic acid derivatives containing a variety of heterocycles, and an alkyne spacer were synthesized. Biological evaluation of the prepared compounds showed, how the inhibitory potency and subtype selectivity for the murine GABA transporters (mGATs) were influenced by the performed modifications.