3-PHENYL-2-PROPYN-1-OL

Base Information

• Chemical Name: 3-PHENYL-2-PROPYN-1-OL
• CAS No.: 1504-58-1
• Molecular Formula: C9H8O
• Molecular Weight: 132.162
• Hs Code.: 29062990
• European Community (EC) Number: 604-740-0
• DSSTox Substance ID: DTXSID1074543
• Nikkaji Number: J227.787E
• Wikidata: Q72498452
• Mol file: 1504-58-1.mol

Synonyms:2-Propin-1-ol,3-phenyl- (3CI);(Hydroxymethyl)phenylacetylene;1-Hydroxy-3-phenyl-2-propyne;1-Phenyl-3-hydroxyprop-1-yne;3-Phenyl-2-propynol;3-Phenyl-2-propynyl alcohol;3-Phenylpropargyl alcohol;Phenylpropargyl alcohol;

Chemical Property of 3-PHENYL-2-PROPYN-1-OL

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 0.019mmHg at 25°C
• Melting Point: 119-122 °C
• Refractive Index: n20/D 1.5850(lit.)
• Boiling Point: 241.8 °C at 760 mmHg
• PKA: 12.94±0.10(Predicted)
• Flash Point: 110.3 °C
• PSA: 20.23000
• Density: 1.09 g/cm³
• LogP: 1.03040
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Soluble in ether, acetone, benzene, chloroform, ethyl Acetate, m
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 132.057514874
• Heavy Atom Count: 10
• Complexity: 143

Purity/Quality:

99% ^*data from raw suppliers

3-Phenyl-2-propyn-1-ol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C#CCO
• Uses: An phenylacetylene derivative with inhibitory effect on nitrification in soil. It has potential bactericidal and fungicidal activity. 3-Phenyl-2-propyn-1-ol is an phenyl acetylene derivative with inhibitory effect on nitrification in soil.

Technology Process of 3-PHENYL-2-PROPYN-1-OL

There total 68 articles about 3-PHENYL-2-PROPYN-1-OL 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: 100.0%

iodobenzene (591-50-4) + propargyl alcohol (107-19-7) → 3-Phenyl-2-propyn-1-ol (1504-58-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1021/ol202176g

Reference yield: 100.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + phenylacetylene (536-74-3) → 3-Phenyl-2-propyn-1-ol (1504-58-1)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at -78 - 20 ℃; for 2h;

DOI:10.1055/s-0030-1260024

Reference yield: 98.0%

diphenyliodonium tetrafluoroborate + propargyl alcohol (107-19-7) → 3-Phenyl-2-propyn-1-ol (1504-58-1)

Guidance literature:

With sodium hydrogencarbonate; palladium diacetate; In water; acetonitrile; for 0.0833333h; Ambient temperature;

DOI:10.1039/cc9960000835

upstream raw materials:

Phenylpropargyl aldehyde

acetic acid-(2,3-dibromo-3-phenyl-propyl ester)

phenylpropynoic acid methyl ester

iodobenzene

Downstream raw materials:

3-phenylprop-2-ynyl acetate

3-(((3-methylbut-2-en-1-yl)oxy)prop-1-yn-1-yl)benzene

(3-((2-methylallyl)oxy)prop-1-yn-1-yl)benzene

{3-[1-(3,3-Dimethyl-but-1-ynyl)-4,4-dimethyl-pent-2-ynyloxy]-prop-1-ynyl}-benzene

Refernces

• 1、 Atkinson et al.. "-". . p. 718. Retrieved 1967.
• 2、 Jin, Shengfei,Niu, Yujie,Liu, Chengjun,Zhu, Lifeng,Li, Yangming,Cui, Shanshan,Xiong, Zhiling,Cheng, Maosheng,Lin, Bin,Liu, Yongxiang. "Gold(I)-Initiated Cycloisomerization/Diels-Alder/Retro-Diels-Alder Cascade Strategy to Biaryls". . p. 9066 - 9074. Retrieved 2017.
• 3、 Atkinson,R.E. et al.. "-". . p. 2173 - 2176. Retrieved 1969.
• 4、 Sadjadi, Samahe,Heravi, Majid M.,Masoumi, Baharak,Kazemi, Shaghayegh Sadat. "Pd(0) nanoparticles immobilized on multinitrogen functionalized halloysite for promoting Sonogashira reaction: studying the role of the number of surface nitrogens in catalytic performance". . p. 119 - 134. Retrieved 2019.
• 5、 Zhu, Na,Wang, Fei,Chen, Pinhong,Ye, Jinxing,Liu, Guosheng. "Copper-Catalyzed Intermolecular Trifluoromethylazidation and Trifluoromethylthiocyanation of Allenes: Efficient Access to CF3-Containing Allyl Azides and Thiocyanates". . p. 3580 - 3583. Retrieved 2015.
• 6、 Hashmi, A. Stephen K.,Haufe, Patrick,Rivas Nass, Andreas. "On the Enantioselective Rhodium-Catalyzed Enyne Cyclization". . p. 1237 - 1241. Retrieved 2003.
• 7、 Sadjadi, Samahe,Koohestani, Fatemeh,Bahri-Laleh, Naeimeh,Didehban, Khadijeh. "Halloysite nanoclay decorated with 2-amino pyrimidine functionalized poly glycidyl methacrylate: An efficient support for the immobilization of Pd nanoparticles". . p. 59 - 66. Retrieved 2019.
• 8、 Guo, Wusheng,Liu, Teng,Liu, Yin,Wei, Kun,Yan, Biwei. "Flexible Construction of Functionalized-Pyrroles under Palladium or Copper Catalysis in the Presence of BF3 ? Et2O". supporting information. . Retrieved 2022/01/26.
• 9、 Hrizi, Asma,Thiery, Emilie,Romdhani-Younes, Moufida,Jacquemin, Johan,Thibonnet, Jér?me. "Efficient Synthesis of Polysubstituted Furans through a Base-Promoted Oxacyclization of (Z)-2-En-4-yn-1-ols". supporting information. p. 3798 - 3806. Retrieved 2021/06/14.