1,1,3-Triphenylpropargyl alcohol

Base Information

• Chemical Name: 1,1,3-Triphenylpropargyl alcohol
• CAS No.: 1522-13-0
• Molecular Formula: C21H16O
• Molecular Weight: 284.357
• Hs Code.: 29062900
• European Community (EC) Number: 604-834-1
• NSC Number: 52241
• DSSTox Substance ID: DTXSID20164971
• Nikkaji Number: J498.497H
• Wikidata: Q72514824
• ChEMBL ID: CHEMBL1699527
• Mol file: 1522-13-0.mol

Synonyms:1,1,3-Triphenylpropargyl alcohol;1522-13-0;1,1,3-triphenylprop-2-yn-1-ol;1,1,3-Triphenyl-2-propyn-1-ol;Diphenyl(phenylethynyl)carbinol;MLS002667511;Benzenemethanol, .alpha.-phenyl-.alpha.-(phenylethynyl)-;2-Propyn-1-ol, 1,1,3-triphenyl-;a-Phenyl-a-(2-phenylethynyl)benzenemethanol;NSC52241;Triphenyl-1-propyne-3-ol;Cambridge id 5109253;Oprea1_579331;1,1,3-triphenylpropyn-1-ol;Diphenylphenylacetylenylcarbinol;SCHEMBL2241808;CHEMBL1699527;DTXSID20164971;2-Propyn-1-ol,1,3-triphenyl-;HMS3089C09;1,1,3-Triphenyl-prop-2-yn-1-ol;MFCD00004449;NSC 52241;NSC-52241;STK367236;AKOS001579646;CCG-103659;BS-15547;SMR001557277;CS-0156583;EU-0067603;FT-0606014;T2418;Benzenemethanol, a-phenyl-a-(2-phenylethynyl)-;SR-01000395534;J-008902;SR-01000395534-1

Chemical Property of 1,1,3-Triphenylpropargyl alcohol

Chemical Property:

• Appearance/Colour: Slightly yellow powder
• Vapor Pressure: 1.15E-09mmHg at 25°C
• Melting Point: 80-82 °C(lit.)
• Refractive Index: 1.668
• Boiling Point: 470.71 °C at 760 mmHg
• PKA: 11.31±0.29(Predicted)
• Flash Point: 215.473 °C
• PSA: 20.23000
• Density: 1.183 g/cm³
• LogP: 3.97420
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 284.120115130
• Heavy Atom Count: 22
• Complexity: 376

Purity/Quality:

99% ^*data from raw suppliers

1,1,3-Triphenylpropargyl alcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39-36/37/39-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C#CC(C2=CC=CC=C2)(C3=CC=CC=C3)O
• Uses: 1,1,3-Triphenylpropargyl Alcohol is used as a reagent in the chemical synthesis of several organic compounds including that of polysubstituted 4H-thiopyrans from β-oxodithioesters and the one-pot synthesis of pyrazoles via a four-step cascade sequence.

Technology Process of 1,1,3-Triphenylpropargyl alcohol

There total 31 articles about 1,1,3-Triphenylpropargyl alcohol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

benzophenone (119-61-9) + phenylacetylene (536-74-3) → 1,1,3-triphenylprop-2-yn-1-ol (1522-13-0)

Guidance literature:

phenylacetylene; With tetrabutyl-ammonium chloride; potassium hydroxide; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere; Molecular sieve;

benzophenone; In tetrahydrofuran; at 20 ℃; for 72h; Inert atmosphere; Molecular sieve;

With water; ammonium chloride; In tetrahydrofuran; Inert atmosphere; Molecular sieve;

DOI:10.1016/j.tetlet.2012.02.058

Reference yield: 83.0%

iodobenzene (591-50-4) + 1,1-diphenyl-2-propyn-1-ol (3923-52-2) → 1,1,3-triphenylprop-2-yn-1-ol (1522-13-0)

Guidance literature:

1,1-diphenyl-2-propyn-1-ol; With potassium phosphate; palladium diacetate; triethylamine; triphenylphosphine; In acetonitrile; for 0.5h; Inert atmosphere;

iodobenzene; In acetonitrile; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/ejoc.201100033

Reference yield: 75.0%

benzophenone (119-61-9) + Lithium enolate of the acetaldehyde (675825-21-5) + phenylacetylene (536-74-3) → 1,1,3-triphenylprop-2-yn-1-ol (1522-13-0) + 1,1,5-triphenylpent-4-yne-1,3-diol (1096366-02-7)

Guidance literature:

phenylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -30 ℃; for 0.5h;

benzophenone; Lithium enolate of the acetaldehyde; In tetrahydrofuran; hexane; at -70 - -40 ℃;

DOI:10.1002/chem.200801452

upstream raw materials:

phenylethynylmagnesium bromide

benzophenone

n-butyllithium

1-(2-chlorovinyl)benzene

Downstream raw materials:

3-methoxy-1,3,3-triphenylprop-1-yne

tetraphenylallene

benzophenone

benzoic acid

Refernces

• 1、 Shchukin,Vasil'ev. "Synthesis of substituted indenes from 3-phenyl-2-propyn-1-ol derivatives". . p. 784 - 786. Retrieved 2007.
• 2、 Li, Xue-Song,Xu, Dan-Tong,Niu, Zhi-Jie,Li, Ming,Shi, Wei-Yu,Wang, Cui-Tian,Wei, Wan-Xu,Liang, Yong-Min. "Gold-catalyzed tandem annulations of pyridylhomopropargylic alcohols with propargyl alcohols". supporting information. p. 832 - 836. Retrieved 2021/02/16.
• 3、 Kong, Xiangtao,Li, Xue-Song,Li, Yuke,Liang, Yong-Min,Liu, Hong-Chao,Niu, Zhi-Jie,Wang, Cui-Tian,Wei, Wan-Xu,Zhang, Zhe. "Lewis-Acid-Catalyzed Tandem Cyclization by Ring Expansion of Tertiary Cycloalkanols with Propargyl Alcohols". supporting information. p. 9457 - 9462. Retrieved 2021/12/14.