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477443

Sigma-Aldrich

1,1-Diphenyl-2-propyn-1-ol

99%

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About This Item

Linear Formula:
HC≡CC(C6H5)2OH
CAS Number:
Molecular Weight:
208.26
Beilstein/REAXYS Number:
514549
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

99%

bp

183 °C/20 mmHg (lit.)

mp

47-49 °C (lit.)

SMILES string

OC(C#C)(c1ccccc1)c2ccccc2

InChI

1S/C15H12O/c1-2-15(16,13-9-5-3-6-10-13)14-11-7-4-8-12-14/h1,3-12,16H

InChI key

SMCLTAARQYTXLW-UHFFFAOYSA-N

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General description

1,1-Diphenyl-2-propyn-1-ol is an alkynol.

Application

1,1-Diphenyl-2-propyn-1-ol may be used in the synthesis of:
  • (PCy3)2Cl2Ru(3-phenylinden-1-ylidene) (Cy=cyclohexyl)
  • thieno-2H-chromenes
  • {Ru(Cp*)(CO)[=C(OMe)CH=CPh2][Ph2PCH2C(=O)tBu]}[PF6] (Cp=cyclopentadienyl)

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Synthesis of photochromic thieno-2H-chromene derivatives.
Queiroz MJRP, et al.
Dyes and Pigments, 47(3), 219-229 (2000)
Synthesis and Reactivity of [Ru(Cp*)(L)(MeCN)2][PF6](L= Ph2POMe or Ph2P-o-tolyl) and {Ru(Cp*)[Ph2PCH2C(tBu)=O](MeCN)}[PF6] Complexes, Their Involvement as Catalyst Precursors..?
Demerseman B, et al.
European Journal of Inorganic Chemistry, 2006(7), 1371-1380 (2006)
Cross Metathesis Allowing the Conversion of a Ruthenium Indenylidene Complex into Grubbs' Catalyst.
Dorta R, et al.
Advanced Synthesis & Catalysis, 346(8), 917-920 (2004)
Heyang Zhang et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 233, 118191-118191 (2020-03-07)
A well-designed naphthopyran-diaminomaleonitrile dyad (sensor 1) has been synthesized successfully, its molecular structure was well characterized by NMR and mass spectrometry. Sensor 1 exhibits excellent photochromic and photochromic fluorescence switch performance with reversible color change and good fatigue resistance upon
Davide Albani et al.
Nature communications, 9(1), 2634-2634 (2018-07-08)
Ensemble control has been intensively pursued for decades to identify sustainable alternatives to the Lindlar catalyst (PdPb/CaCO3) applied for the partial hydrogenation of alkynes in industrial organic synthesis. Although the geometric and electronic requirements are known, a literature survey illustrates

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Alkynes' versatility enables reactions like addition, metathesis, hydroboration, cleavage, coupling, and cycloadditions in synthetic chemistry.

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