2'-Hydroxy-5'-methylacetophenone

Base Information

• Chemical Name: 2'-Hydroxy-5'-methylacetophenone
• CAS No.: 1450-72-2
• Deprecated CAS: 1039415-68-3
• Molecular Formula: C9H10O2
• Molecular Weight: 150.177
• Hs Code.: 29147000
• European Community (EC) Number: 215-915-2
• NSC Number: 63363,26458
• UNII: 11661U1ZEN
• DSSTox Substance ID: DTXSID9061702
• Nikkaji Number: J128G
• Wikidata: Q27251292
• Metabolomics Workbench ID: 45633
• ChEMBL ID: CHEMBL4444601
• Mol file: 1450-72-2.mol

Synonyms:1450-72-2;2'-Hydroxy-5'-methylacetophenone;1-(2-Hydroxy-5-methylphenyl)ethanone;2-Hydroxy-5-methylacetophenone;o-Acetyl-p-cresol;Ethanone, 1-(2-hydroxy-5-methylphenyl)-;2-ACETYL-4-METHYLPHENOL;1-(2-Hydroxy-5-Methylphenyl)Ethan-1-One;1-Hydroxy-2-acetyl-4-methylbenzene;1-(2-Hydroxy-5-methyl-phenyl)-ethanone;MFCD00002380;Acetophenone, 2'-hydroxy-5'-methyl-;UNII-11661U1ZEN;11661U1ZEN;EINECS 215-915-2;NSC-26458;NSC-63363;2-Hydroxy-5-methyl acetophenone;NSC63363;2-Acetyl-p-cresol;ortho-acetyl-para-cresol;NCIOpen2_000252;SCHEMBL471440;CHEMBL4444601;DTXSID9061702;FEMA NO. 4594;Methyl 6-hydroxy-m-tolyl ketone;CHEBI:179659;2'-hydroxy-5'-methyl-acetophenone;NSC26458;NSC 26458;NSC 63363;STK727255;AKOS000266093;HY-W100681;SDCCGMLS-0065880.P001;1-(2-Hydroxy-5-methylphenyl)-Ethanone;2'-Hydroxy-5'-methylacetophenone, 98%;1-(2-Hydroxy-5-methylphenyl)ethanone #;5'-METHYL-2'-HYDROXYACETOPHENONE;BP-12459;SY048474;1-(2-Hydroxy-5-methylphenyl)ethanone, 9CI;CS-0153323;FT-0612556;H0790;EN300-18588;5D-073;J-008048;Q27251292;Z85923114;2 inverted exclamation mark -Hydroxy-5 inverted exclamation mark -methylacetophenone

Chemical Property of 2'-Hydroxy-5'-methylacetophenone

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Melting Point: 45-48 °C(lit.)
• Refractive Index: 1.5369 (estimate)
• Boiling Point: 243.4 °C at 760 mmHg
• PKA: 10.46±0.18(Predicted)
• Flash Point: 99.8 °C
• PSA: 37.30000
• Density: 1.079 g/cm³
• LogP: 1.90320
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

98% ^*data from raw suppliers

1-(2-Hydroxy-5-methylphenyl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)O)C(=O)C
• Uses: 2'-Hydroxy-5'-methylacetophenone is used to produce 2-ethyl-4-methyl-phenol. It is used as an intermediate in organic synthesis.

Technology Process of 2'-Hydroxy-5'-methylacetophenone

There total 76 articles about 2'-Hydroxy-5'-methylacetophenone 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: 98.0%

1-acetoxy-4-methylbenzene (140-39-6) → 5-methyl-2-hydroxyacetophenone (1450-72-2)

Guidance literature:

With aluminium trichloride; a) 130 deg C, 1 h, b) 25 deg C (ice cooling), 1 h;

DOI:10.1021/jo00337a030

Reference yield: 98.0%

p-cresol (106-44-5) + acetic acid (64-19-7,77671-22-8) → 5-methyl-2-hydroxyacetophenone (1450-72-2)

Guidance literature:

With boron trifluoride diethyl etherate; for 0.0283333h; microwave irradiation;

DOI:10.1246/bcsj.78.284

Reference yield: 98.0%

2-(2-hydroxy-5-methylphenyl)-2-methyl-1,3-dioxolane → 5-methyl-2-hydroxyacetophenone (1450-72-2)

Guidance literature:

With carbon tetrabromide; In water; acetonitrile; at 45 ℃; for 2h; sonication;

DOI:10.1016/S0040-4020(97)00993-9

upstream raw materials:

tetrachloromethane

meso-2,3-bis-(2-hydroxy-5-methyl-phenyl)-butane-2,3-diol

p-methylanizole

4-hydroxy-6-methylcoumarin

Downstream raw materials:

1-(2-ethoxy-5-methyl-phenyl)-ethanone

(E)-3-(benzo[d][1,3]dioxol-5-yl)-1-(2-hydroxy-5-methylphenyl)prop-2-en-1-one

4,4,4-trifluoro-1-(2-hydroxy-5-methyl-phenyl)-butane-1,3-dione

3,6-dibenzyl-10-methyl-1,4,7-trioxa-benz[de]anthracene-2,5-dione

Refernces

• 1、 Jia, Wei Zhen,Cheng, Feng,Zhang, Yin Jun,Ge, Jin Yan,Yao, Shao Q.,Zhu, Qing. "Rapid synthesis of flavone-based monoamine oxidase (MAO) inhibitors targeting two active sites using click chemistry". . p. 141 - 151. Retrieved 2017.
• 2、 Athare, Anil E.,Dare, Sushama B.,Kale, Nitin V.,Karale, Bhausaheb K.,Mhaske, Sadhana D.,Salve, Supriya P.,Takate, Sushama J.. "Bioactivity study of thiophene and pyrazole containing heterocycles". . p. 891 - 899. Retrieved 2021/09/08.
• 3、 Huang, He,Lambert, Tristan H.. "Electrophotocatalytic C?H Heterofunctionalization of Arenes". supporting information. p. 11163 - 11167. Retrieved 2021/04/19.