3-PHENYL-1-PROPYNE

Base Information

• Chemical Name: 3-PHENYL-1-PROPYNE
• CAS No.: 10147-11-2
• Molecular Formula: C9H8
• Molecular Weight: 116.163
• Hs Code.: 2902909090
• Mol file: 10147-11-2.mol

Synonyms:Benzene,(2-propynyl)- (8CI); Benzene, 2-propynyl- (9CI); Propyne, 3-phenyl- (6CI,7CI);1-Phenyl-2-propyne; 2-Propynylbenzene; 3-Phenyl-1-propyne; 3-Phenylpropyne;Benzylacetylene; Propargylbenzene

Chemical Property of 3-PHENYL-1-PROPYNE

Chemical Property:

• Vapor Pressure: 1.2mmHg at 25°C
• Refractive Index: n20/D 1.526(lit.)
• Boiling Point: 75 °C20 mm Hg(lit.)
• Flash Point: 126 °F
• PSA: 0.00000
• Density: 0.934 g/mL at 25 °C(lit.)
• LogP: 1.86230
• Storage Temp.: Flammables area

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Phenylpropyne ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 3-Phenyl-1-propyne is used as a starting material in the synthesis of 4-phenyl-2-butyn-1-ol. It is also used in the preparation of beta-hydroxytriazoles and indoles.

Technology Process of 3-PHENYL-1-PROPYNE

There total 47 articles about 3-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: 93.5%

1-(trimethylsilyl)-3-phenylprop-1-yne (31683-47-3) → propargyl benzene (10147-11-2)

Guidance literature:

With potassium carbonate; In methanol; at 0 ℃;

Reference yield: 92.0%

phenylzinc chloride (28557-00-8) + propargyl bromide (106-96-7) → propargyl benzene (10147-11-2)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾;

DOI:10.1016/S0040-4039(01)90533-7

Reference yield: 91.0%

benzyl bromide (100-39-0) + acetylene (74-86-2,25067-58-7) → propargyl benzene (10147-11-2)

Guidance literature:

acetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃;

With zinc dibromide; In tetrahydrofuran; hexane; at -78 - 0 ℃;

benzyl bromide; dichloro[bis(2-(diphenylphosphino)phenyl)ether]palladium(ll); In tetrahydrofuran; hexane; at 23 ℃; for 10h;

DOI:10.1016/j.tetlet.2005.02.137

upstream raw materials:

1-Phenylprop-1-yne

diethyl ether

1,2,3-tribromopropene

ethynyldimagnesium dibromide

Downstream raw materials:

phenyl propargyl ketone

3-Phenyl-5-(phenylmethyl)isoxazole

(3-bromoprop-2-yn-1-yl)benzene

(E)-(2,3-dibromoallyl)benzene

Refernces

• 1、 Jones,De Camp. "". . p. 1536,1537, 1538. Retrieved 1971.
• 2、 Qian, Mingxing,Negishi, Ei-Ichi. "Palladium-catalyzed cross-coupling reaction of alkynylzincs with benzylic electrophiles". . p. 2927 - 2930. Retrieved 2005.
• 3、 Gilbert,Weerasooriya. "-". . p. 4997. Retrieved 1979.
• 4、 Xu, Hua-Dong,Wu, Hao,Jiang, Chun,Chen, Peng,Shen, Mei-Hua. "Chemo-, regio-, and stereoselective hydroboration of conjugated enyne alcohol/amine: Facile synthesis of Z,Z-/Z,E-1,3-dien-1/2-ylboronic ester bearing hydroxyl/amino group". . p. 2915 - 2918. Retrieved 2016.
• 5、 Melikyan, Gagik G.,Davis, Ryan,Cappuccino, Samantha. "Acquiring and Exploiting Persistency of Propargyl Radicals: Novel Paradigms". . p. 2854 - 2867. Retrieved 2016.
• 6、 Lyapkalo, Ilya M.,Vogel, Michael A. K.. "A general and versatile method for C-C cross-coupling synthesis of conjugated enynes: One-pot sequence starting from carbonyl compounds". . p. 4019 - 4023. Retrieved 2006.
• 7、 Riemschneider et al.. "-". . p. 952. Retrieved 1962.
• 8、 Sklar, Danielle E.,Helbling, Alex V.,Liu, Yiqi,Downey, C. Wade. "One-pot synthesis of 2-methylfurans from 3-(trimethylsilyl)propargyl acetates promoted by trimethylsilyl trifluoromethanesulfonate". . . Retrieved 2021/11/01.