2'-HYDROXYACETOPHENONE

Base Information

• Chemical Name: 2'-HYDROXYACETOPHENONE
• CAS No.: 104809-67-8
• Molecular Formula: C₈H₈O₂
• Molecular Weight: 136.15
• Mol file: 104809-67-8.mol

Synonyms:FEMA 3548;AKOS 90575;AKOS BBS-00003239;2-HYDROXYPHENYL METHYL KETONE;2-ACETOPHENOL;O-HYDROXYACETOPHENONE;O-ACETOPHENOL

Chemical Property of 2'-HYDROXYACETOPHENONE

Chemical Property:

• Vapor Pressure: ~0.2 mm Hg ( 20 °C)
• Melting Point: 3-6 °C(lit.)
• Refractive Index: n20/D 1.558(lit.)
• Boiling Point: 213 °C717 mm Hg(lit.)
• Flash Point: >230℉
• PSA: 37.30000
• Density: 1.131g/mLat25℃(lit.)
• LogP: 1.59480

Purity/Quality:

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

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2'-HYDROXYACETOPHENONE

There total 223 articles about 2'-HYDROXYACETOPHENONE 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: 71.0%

2-(2-hydroxy-4-phenylbut-3-yn-2-yl)phenol → 1,4-diphenyl-1,3-butadiyne (886-66-8) + o-hydroxyacetophenone (118-93-4,104809-67-8)

Guidance literature:

With copper(II) acetate monohydrate; In acetonitrile; for 4h; Reflux;

DOI:10.3184/174751913X13739011239995

Reference yield: 47.0%

phenylethane 1,2-diol (93-56-1) → methyl 2-oxo-2-phenylacetate (15206-55-0) + o-hydroxyacetophenone (118-93-4,104809-67-8) + Benzoylformic acid (611-73-4)

Guidance literature:

With sodium tetrahydroborate; 1% Pd/C; water; potassium hydroxide; In methanol; at 20 ℃; for 9h; In air;

DOI:10.1055/s-0029-1217115

Reference yield: 45.0%

2-(1-hydroxyethyl)phenol (87804-23-7,62019-23-2) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + o-hydroxyacetophenone (118-93-4,104809-67-8) + benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9)

Guidance literature:

With Amberlite IRA-120; urea-hydrogen peroxide; 1-n-butyl-3-methylimidazolim bromide; at 70 ℃; for 0.916667h;

DOI:10.1246/cl.2008.496

upstream raw materials:

3-methyl-benzofuran

1-benzopyran-4(4H)-one

sodium ethanolate

methyl magnesium iodide

Downstream raw materials:

3-Pyrrolidino-1--propanon-(1)

1-{2-[3-(2-Acetyl-phenoxymethyl)-oxetan-3-ylmethoxy]-phenyl}-ethanone

2-acetylphenyl furan-2-carboxylate

2-hydroxyacetophenone morpholine-3-thiosemicarbazone

Refernces

• 1、 Li, Yong,Yang, Zhengyin. "DNA-binding properties and antioxidant activity of lanthanide complexes with the Schiff base derived from 3-carbaldehyde chromone and isonicotinyl hydrazine". . p. 1960 - 1968. Retrieved 2010.
• 2、 Burange, Anand S.,Jayaram, Radha V.,Shukla, Rakesh,Tyagi, Avesh K.. "Oxidation of benzylic alcohols to carbonyls using tert-butyl hydroperoxide over pure phase nanocrystalline CeCrO3". . p. 27 - 31. Retrieved 2013.
• 3、 Heidekum, Alfred,Harmer, Mark A.,Hoelderich, Wolfgang F.. "Highly selective fries rearrangement over zeolites and nafion in silica composite catalysts: A comparison". . p. 260 - 263. Retrieved 1998.
• 4、 Subba Rao, Yarlagadda V.. "Highly selective fries rearrangement over modified ZSM-5 catalysts". . p. 7799 - 7800. Retrieved 1993.
• 5、 Du, Zhen-Ting,Lu, Jing,Yu, Hong-Rui,Xu, Yan,Li, An-Pai. "A facile demethylation of ortho substituted aryl methyl ethers promoted by AlCl3". . p. 222 - 227. Retrieved 2010.
• 6、 Garcia, Hermenegildo,Primo, Jaime,Miranda, Miguel Angel. "The Photo-Fries Rearrangement in the Presence of Potassium Carbonate: A Convenient Synthesis of ortho-Hydroxyacetophenones". . p. 901 - 902. Retrieved 1985.
• 7、 Zhu, Jian Rong,Xue, Ji Jun,Li, Wen Ze,Chen, Xue Song,Li, Ying. "Selective cleavage of phenolic tert-butyldimethylsilyl ethers using simple organic nitrogen bases". . p. 273 - 276. Retrieved 2010.
• 8、 Anderson,Reese. "-". . p. 1781,1783. Retrieved 1963.
• 9、 Murata, Shigeo,Takagi, Mio,Takita, Ryo,Watanabe, Ayako,Watanabe, Kohei. "Cu(I)/sucrose-catalyzed hydroxylation of arenes in water: The dual role of sucrose". . p. 7827 - 7831. Retrieved 2020.
• 10、 Li, Yong,Yang, Zheng-Yin,Liao, Zhen-Chuan,Han, Zi-Chao,Liu, Zeng-Chen. "Synthesis, crystal structure, DNA binding properties and antioxidant activities of transition metal complexes with 3-carbaldehyde-chromone semicarbazone". . p. 1213 - 1216. Retrieved 2010.