1-Phenyl-1-propyne

Base Information

• Chemical Name: 1-Phenyl-1-propyne
• CAS No.: 673-32-5
• Molecular Formula: C9H8
• Molecular Weight: 116.163
• Hs Code.: 29029090
• European Community (EC) Number: 211-607-7
• UNII: 448376BFQC
• DSSTox Substance ID: DTXSID10217667
• Nikkaji Number: J2.159.285D,J101.015H
• Wikidata: Q27258719
• ChEMBL ID: CHEMBL105998
• Mol file: 673-32-5.mol

Synonyms:1-phenyl-1-propyne

Chemical Property of 1-Phenyl-1-propyne

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 1.17mmHg at 25°C
• Refractive Index: n20/D 1.564(lit.)
• Boiling Point: 181.151 °C at 760 mmHg
• Flash Point: 62.222 °C
• PSA: 0.00000
• Density: 0.949 g/cm³
• LogP: 2.05800
• Storage Temp.: Refrigerator (+4°C)
• Water Solubility.: Sparingly soluble in water (0.26 g/L) (25°C).
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 116.062600255
• Heavy Atom Count: 9
• Complexity: 127

Purity/Quality:

98% ^*data from raw suppliers

1-Phenyl-1-propyne ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aromatic Hydrocarbons
• Canonical SMILES: CC#CC1=CC=CC=C1
• Uses: 1-Phenyl-1-propyne is used as a intermediate for phrama industry and chemical research.

Technology Process of 1-Phenyl-1-propyne

There total 170 articles about 1-Phenyl-1-propyne 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: 83.0%

C14H20B(1-)*Li(1+) (121826-82-2) → 1-Phenylprop-1-yne (673-32-5) + phenylacetylene (536-74-3)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/S0040-4039(00)80450-5

Reference yield: 81.0%

1-Bromo-2-phenylacetylene (932-87-6) → 1-Phenylprop-1-yne (673-32-5) + 1,4-diphenyl-1,3-butadiyne (886-66-8) + phenylacetylene (536-74-3)

Guidance literature:

With MeCo(CN)2Li; In tetrahydrofuran; for 18h; Product distribution; for -78 deg C to r.t., variation of reagent;

DOI:10.1055/s-1995-3872

Reference yield: 80.0%

Trifluoro-methanesulfonate((Z)-1-methyl-2-phenyl-2-trifluoromethanesulfonyloxy-vinyl)-triphenyl-phosphonium; (84370-15-0) → 1-Phenylprop-1-yne (673-32-5) + sodium triflate (2926-30-9) + triphenylphosphine (603-35-0)

Guidance literature:

With sodium amalgam; In tetrahydrofuran; at 5 ℃; for 17h;

upstream raw materials:

phenylethynylmagnesium bromide

n-butyllithium

diethyl ether

(Z)-β-bromo-α-methylstyrene

Downstream raw materials:

hydratropic acid

benzoic acid

cis-1-phenyl-1-propylene

propargyl benzene

Refernces

• 1、 Hurd,Tockman. "-". . p. 1087. Retrieved 1958.
• 2、 Yang, Xi,Languet, Keith,Thamattoor, Dasan M.. "An Experimental and Computational Investigation of (α-Methylbenzylidene)carbene". . p. 8194 - 8198. Retrieved 2016.
• 3、 Cohen, Yair,Augustin, André U.,Levy, Laura,Jones, Peter G.,Werz, Daniel B.,Marek, Ilan. "Regio- and Diastereoselective Copper-Catalyzed Carbomagnesiation for the Synthesis of Penta- and Hexa-Substituted Cyclopropanes". supporting information. p. 11804 - 11808. Retrieved 2021/04/26.
• 4、 He, Yuan,Zheng, Ting,Huang, Yin-Hui,Dong, Lin. "Rh(iii)-Catalyzed olefination to build diverse oxazole derivatives from functional alkynes". supporting information. p. 4937 - 4942. Retrieved 2021/06/16.