1-Phenyl-1-pentyne

Base Information

• Chemical Name: 1-Phenyl-1-pentyne
• CAS No.: 4250-81-1
• Molecular Formula: C11H12
• Molecular Weight: 144.216
• Hs Code.: 2902909090
• European Community (EC) Number: 224-211-4
• DSSTox Substance ID: DTXSID20195285
• Nikkaji Number: J205.662C
• Wikidata: Q83068164
• Mol file: 4250-81-1.mol

Synonyms:1-Phenyl-1-pentyne;4250-81-1;pent-1-yn-1-ylbenzene;pent-1-ynylbenzene;1-Pentynylbenzene;Benzene, 1-pentynyl-;EINECS 224-211-4;1-Pentynylbenzene #;1-Phenyl-2-propylacetylene;1-Phenyl-1-pentyne, AldrichCPR;DTXSID20195285;MFCD00039959;AKOS015840578;CS-0066389;FT-0608229;P0359;D73344;D97343

Chemical Property of 1-Phenyl-1-pentyne

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 0.233mmHg at 25°C
• Refractive Index: 1.54-1.542
• Boiling Point: 214°Cat760mmHg
• Flash Point: 82.8°C
• PSA: 0.00000
• Density: 0.92g/cm³
• LogP: 2.83820
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 144.093900383
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

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

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC#CC1=CC=CC=C1
• Uses: It finds it application in the highly regioselective synthesis of polysubstituted naphthalene derivatives through gallium trichloride catalyzed alkyne-aldehyde coupling.

Technology Process of 1-Phenyl-1-pentyne

There total 42 articles about 1-Phenyl-1-pentyne 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: 94.0%

phenylethynyl chloride (1483-82-5) + n-propylmagnesium bromide (927-77-5) → 1-phenyl-1-pentyne (4250-81-1)

Guidance literature:

With iron(III)-acetylacetonate; In tetrahydrofuran; at 0 ℃; for 0.0166667h;

DOI:10.1002/chem.201904480

Reference yield: 93.0%

phenylethynyl chloride (1483-82-5) + 1-propylmagnesium chloride (2234-82-4) → 1-phenyl-1-pentyne (4250-81-1)

Guidance literature:

With iron(III)-acetylacetonate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; In tetrahydrofuran; at 0 ℃; for 0.05h; Inert atmosphere;

DOI:10.1002/chem.201904480

Reference yield: 90.0%

Bis(phenylethynyl)magnesium (6928-78-5) + 1-iodo-propane (107-08-4) → 1-phenyl-1-pentyne (4250-81-1)

Guidance literature:

With triphenylphosphine; bis(acetylacetonate)nickel(II); In tetrahydrofuran; at 40 ℃; for 4h;

DOI:10.1007/BF00958338

upstream raw materials:

propyl benzenesulfonate

(phenylethynyl)sodium

Phosphoric acid (Z)-2-benzenesulfonyl-1-phenyl-pent-1-enyl ester diethyl ester

(5-bromo-pent-1-ynyl)-benzene

Downstream raw materials:

C₁₄H₁₈HgO₃

α,α-diflourovalerophenone

1-phenyl-2-fluoropentan-1-one

1-phenyl-1,1-difluoropentan-2-one

Refernces

• 1、 Yang, Hongxuan,Dong, Wenke,Wang, Wencan,Li, Tao,Zhao, Wanxiang. "Stereoselective Rhodium-Catalyzed Isomerization of Stereoisomeric Mixtures of Arylalkenes". supporting information. p. 2833 - 2840. Retrieved 2020/10/06.
• 2、 Deng, Yuchao,Wei, Xiao-Jing,Wang, Xiao,Sun, Yuhan,No?l, Timothy. "Iron-Catalyzed Cross-Coupling of Alkynyl and Styrenyl Chlorides with Alkyl Grignard Reagents in Batch and Flow". supporting information. p. 14532 - 14535. Retrieved 2019/11/21.