3-(3-Hydroxyprop-1-ynyl)benzonitrile

Base Information

• Chemical Name: 3-(3-Hydroxyprop-1-ynyl)benzonitrile
• CAS No.: 170859-72-0
• Molecular Formula: C10H7NO
• Molecular Weight: 157.172
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID40403394
• Wikidata: Q82207051
• Mol file: 170859-72-0.mol

Synonyms:3-(3-hydroxyprop-1-ynyl)benzonitrile;170859-72-0;3-(3-hydroxyprop-1-yn-1-yl)benzonitrile;3-(3-Hydroxy-prop-1-ynyl)-benzonitrile;3-(3-hydroxy-1-propynyl)benzonitrile;Benzonitrile,3-(3-hydroxy-1-propyn-1-yl)-;SCHEMBL82303;DTXSID40403394;VQBKNKNTCZEENN-UHFFFAOYSA-N;3-(3-cyanophenyl)-2-propyn-1-ol;3-(3-cyanophenyl)-2-propyne-1-ol;AKOS004118109;CS-0305448;FT-0740617;EN300-330048;A907089

Chemical Property of 3-(3-Hydroxyprop-1-ynyl)benzonitrile

Chemical Property:

• Boiling Point: 317.1 °C at 760 mmHg
• PKA: 13.01±0.10(Predicted)
• Flash Point: 145.6 °C
• PSA: 44.02000
• Density: 1.2g/cm³
• LogP: 0.90208
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 157.052763847
• Heavy Atom Count: 12
• Complexity: 249

Purity/Quality:

98%min ^*data from raw suppliers

3-(3-Hydroxyprop-1-yn-1-yl)benzonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C#N)C#CCO

Technology Process of 3-(3-Hydroxyprop-1-ynyl)benzonitrile

There total 2 articles about 3-(3-Hydroxyprop-1-ynyl)benzonitrile 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: 79.0%

3-iodobenzonitrile (69113-59-3) + propargyl alcohol (107-19-7) → 3-(3-hydroxyprop-1-yn-1-yl)benzonitrile (170859-72-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In acetonitrile; at 20 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c7cc01228d

Reference yield: 58.0%

3-cyanobromobenzene (6952-59-6) + propargyl alcohol (107-19-7) → 3-(3-hydroxyprop-1-yn-1-yl)benzonitrile (170859-72-0)

Guidance literature:

With pyridine; copper(l) iodide; triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; at 75 ℃; for 6h;

Reference yield: 94.0%

3-(3-hydroxyprop-1-yn-1-yl)benzonitrile (170859-72-0) + β-naphthol (135-19-3) → C20H13NO (1402044-03-4)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.08.053

upstream raw materials:

3-cyanobromobenzene

propargyl alcohol

3-iodobenzonitrile

Downstream raw materials:

3-ethynylbenzonitrile

3-(3-cyanophenyl)-2-(E)-propen-1-ol

3-(3-cyanophenyl)-1-propanol

C₂₀H₁₃NO

Refernces

• 1、 Chen, Caiyou,Huang, Yi,Zhang, Zongpeng,Dong, Xiu-Qin,Zhang, Xumu. "Cobalt-catalyzed (Z)-selective semihydrogenation of alkynes with molecular hydrogen". supporting information. p. 4612 - 4615. Retrieved 2017/04/28.
• 2、 Peng, Jianwen,Gao, Yang,Hu, Weigao,Gao, Yinglan,Hu, Miao,Wu, Wanqing,Ren, Yanwei,Jiang, Huanfeng. "Palladium-catalyzed multicomponent reaction (MCR) of propargylic carbonates with isocyanides". supporting information. p. 5924 - 5927. Retrieved 2016/11/29.