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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:
3923-52-2
Molecular Weight:
208.26
Beilstein:
514549
MDL number:
MFCD00041570
UNSPSC Code:
12352100
PubChem Substance ID:
24871373
NACRES:
NA.22

Quality Level

200

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF3548
BCCC6782
BCBV8851
BCBX8476
BCBQ5130V

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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)
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
Yuan-Ping Pang et al.
PloS one, 4(11), e7730-e7730 (2009-11-11)
Botulinum neurotoxin serotype A (BoNTA) causes a life-threatening neuroparalytic disease known as botulism. Current treatment for post exposure of BoNTA uses antibodies that are effective in neutralizing the extracellular toxin to prevent further intoxication but generally cannot rescue already intoxicated

Articles

Functionalized Alkynes

Alkynes contain a highly versatile functional group that may be utilized for numerous reactions such as electrophilic additions of hydrogen, halogens, hydrogen halides, or water; metathesis; hydroboration; oxidative cleavage; C–C coupling; and cycloadditions

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