2-Ethynylbenzyl alcohol

Base Information

• Chemical Name: 2-Ethynylbenzyl alcohol
• CAS No.: 10602-08-1
• Molecular Formula: C9H8 O
• Molecular Weight: 132.162
• Hs Code.: 2906299090
• European Community (EC) Number: 628-431-5
• DSSTox Substance ID: DTXSID60451579
• Nikkaji Number: J1.084.350B
• Wikidata: Q82271661
• Mol file: 10602-08-1.mol

Synonyms:2-Ethynylbenzyl alcohol;(2-ethynylphenyl)methanol;10602-08-1;2-Ethynyl-benzenemethanol;2-ETHYNYLBENZYL ALCOHOL 97;2-ethynyl-benzyl alcohol;2-(ethynyl)benzyl alcohol;SCHEMBL149728;2-Ethynylbenzyl alcohol, 95%;DTXSID60451579;ZKCWIJQOZHADEM-UHFFFAOYSA-N;AKOS015912570;BS-45036;CS-0188006;A50664;EN300-1856550;J-001524

Chemical Property of 2-Ethynylbenzyl alcohol

Chemical Property:

• Vapor Pressure: 0.00917mmHg at 25°C
• Melting Point: 66-70 °C(lit.)
• Boiling Point: 254°C at 760 mmHg
• PKA: 14.10±0.10(Predicted)
• Flash Point: 117.7°C
• PSA: 20.23000
• Density: 1.08g/cm³
• LogP: 1.16020
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 132.057514874
• Heavy Atom Count: 10
• Complexity: 142

Purity/Quality:

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

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC=CC=C1CO

Technology Process of 2-Ethynylbenzyl alcohol

There total 16 articles about 2-Ethynylbenzyl alcohol 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%

{2-[2-(trimethylsilyl)ethynyl]phenyl}methanol (229027-92-3) → 2-ethynylbenzyl alcohol (10602-08-1)

Guidance literature:

With potassium carbonate; In methanol; for 3h;

DOI:10.1016/j.tet.2003.04.003

Reference yield: 97.0%

2-ethynylbenzaldehyde (38846-64-9) → 2-ethynylbenzyl alcohol (10602-08-1)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 ℃; for 1h;

DOI:10.1021/jo980976i

Reference yield: 91.0%

o-bromobenzyl alcohol (18982-54-2) + trimethylsilylacetylene (1066-54-2) → 2-ethynylbenzyl alcohol (10602-08-1)

Guidance literature:

o-bromobenzyl alcohol; trimethylsilylacetylene; With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; at 60 ℃; for 18h; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1039/c4cc05163g

upstream raw materials:

2-(2-Ethynyl-benzyloxy)-tetrahydro-pyran

formaldehyd

phenylacetylene

{2-[2-(trimethylsilyl)ethynyl]phenyl}methanol

Downstream raw materials:

1-Chloromethyl-2-ethynyl-benzene

2-<2-<2-(Hydroxymethyl)phenyl>ethynyl>benzaldehyde

1-(1-azido-methyl)-2-ethynyl-benzene

isochroman-3-one

Refernces

• 1、 Albano, Gianluigi,Morelli, Martina,Aronica, Laura Antonella. "Synthesis of Functionalised 3-Isochromanones by Silylcarbocyclisation/Desilylation Reactions". . p. 3473 - 3480. Retrieved 2017.
• 2、 Wang, Hongkai,Zeng, Tianlong,Chang, Weixing,Liu, Lingyan,Li, Jing. "Au(I)/(R)-BINOL-Ti(IV) concerted catalyzed asymmetric cascade cycloaddition reaction of arylalkynols". supporting information. p. 3573 - 3577. Retrieved 2021/05/31.
• 3、 Deng, Changchang,Duan, Shengguo,Jie, Yuchen,Luo, Huan,Xiang, Qiaoyi,Xu, Ze-Feng. "Synthesis of phthalan derivatives via a formal intramolecular 1,3-insertion of rhodium(II) azavinyl carbenes into O[sbnd]Si bond". supporting information. . Retrieved 2021/08/30.