3-Hydroxyphenylacetylene

Base Information

• Chemical Name: 3-Hydroxyphenylacetylene
• CAS No.: 10401-11-3
• Molecular Formula: C8H6 O
• Molecular Weight: 118.135
• Hs Code.: 29071990
• Mol file: 10401-11-3.mol

Synonyms:Phenol,m-ethynyl- (7CI,8CI); 3-Ethynylphenol; 3-Hydroxy-1-ethynylbenzene;3-Hydroxyphenylacetylene; m-Ethynylphenol; m-Hydroxyethynylbenzene

Chemical Property of 3-Hydroxyphenylacetylene

Chemical Property:

• Appearance/Colour: Clear yellow liquid
• Vapor Pressure: 0.0424mmHg at 25°C
• Melting Point: 64-66 °C
• Refractive Index: n20/D 1.5840(lit.)
• Boiling Point: 230.9°Cat760mmHg
• PKA: 9.30±0.10(Predicted)
• Flash Point: 106.1°C
• PSA: 20.23000
• Density: 1.12g/cm³
• LogP: 1.37350
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Miscible with dimethylformamide.

Purity/Quality:

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

3-Ethynylphenol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-41-52/53
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 3-Hydroxyphenylacetylene is used as a fluorogenic and chromogenic probe for bacterial enzymes.

Technology Process of 3-Hydroxyphenylacetylene

There total 18 articles about 3-Hydroxyphenylacetylene 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: 95.0%

3-(2-triisopropylsilylethynyl)phenol → 3-hydroxy phenylacetylene (10401-11-3)

Guidance literature:

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

Reference yield: 88.0%

3-[2-(trimethylsilylethynyl)]phenol (388061-72-1) → 3-hydroxy phenylacetylene (10401-11-3)

Guidance literature:

With methanol; potassium hydroxide; In tetrahydrofuran; at 20 ℃; for 10h; Inert atmosphere;

Reference yield: 87.0%

4-(m-hydroxyphenylmethylidene)-3-methylisoxazol-5(4H)-one → 3-hydroxy phenylacetylene (10401-11-3)

Guidance literature:

at 800 ℃; under 0.000750075 Torr;

DOI:10.1071/CH15234

upstream raw materials:

(1S,2R)-3-Trimethylsilanylethynyl-cyclohexa-3,5-diene-1,2-diol

3-(3-hydroxyphenyl)-2-propynoic acid

3-Iodophenol

bromobenzene

Downstream raw materials:

3-(2'-deoxy-β-D-ribofuranosyl)-6-(3-hydroxyphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2(3H)-one

1-(cyclopropylmethoxy)-3-ethynylbenzene

6-chloro-8-((4-(3-hydroxyphenyl)-1H-1,2,3-triazol-1-yl)methyl)-2-oxo-1,2-dihydroquinoline-3-carboxylic acid

Refernces

• 1、 Dutta, Uttam,Maity, Soham,Kancherla, Rajesh,Maiti, Debabrata. "Aerobic oxynitration of alkynes with tBuONO and TEMPO". . p. 6302 - 6305. Retrieved 2014.
• 2、 Brittain, William D. G.,Cobb, Steven L.. "Tetrafluoropyridyl (TFP): a general phenol protecting group readily cleaved under mild conditions". supporting information. p. 2110 - 2115. Retrieved 2019/02/27.
• 3、 Wentrup, Curt,Wiedenstritt, Maria,Winter, Hans-Wilhelm. "Acetylenes from Aldehydes. Preparation of Ethynylphenols and Phenylacetylenes by Flash Vacuum Pyrolysis of Isoxazolones". . p. 1233 - 1236. Retrieved 2015/08/18.