4-Hydroxy-2-methylacetophenone

Base Information

• Chemical Name: 4-Hydroxy-2-methylacetophenone
• CAS No.: 875-59-2
• Molecular Formula: C9H10O2
• Molecular Weight: 150.177
• Hs Code.: 29145090
• European Community (EC) Number: 212-874-2
• NSC Number: 63364
• UNII: 8K85H86ZED
• DSSTox Substance ID: DTXSID60236363
• Nikkaji Number: J112K
• Wikidata: Q27159519
• Metabolomics Workbench ID: 137746
• ChEMBL ID: CHEMBL47807
• Mol file: 875-59-2.mol

Synonyms:875-59-2;4'-Hydroxy-2'-methylacetophenone;1-(4-Hydroxy-2-methylphenyl)ethanone;4-Hydroxy-2-methylacetophenone;Ethanone, 1-(4-hydroxy-2-methylphenyl)-;2-Methyl-4-hydroxyacetophenone;CHEBI:87314;4-Acetyl-3-methylphenol;1-(4-Hydroxy-2-methyl-phenyl)-ethanone;CHEMBL47807;1-(4-hydroxy-2-methylphenyl)ethan-1-one;8K85H86ZED;2'-methyl-4'-hydroxyacetophenone;EINECS 212-874-2;NSC-63364;1-(4-Hydroxy-2-methyl-phenyl)ethanone;4 inverted exclamation marka-Hydroxy-2 inverted exclamation marka-methylacetophenone;NSC63364;1-acetyl-4-hydroxy-2-methylbenzene;MFCD00002303;UNII-8K85H86ZED;SCHEMBL96129;2-methyl-4hydroxyacetophenone;DTXSID60236363;4'-hydroxy-2'-methyl acetophenone;4'-hydroxy-2'-methyl-acetophenone;(4-hydroxy-2-methylphenyl)ethanone;BCP22830;AM1211;BDBM50220613;CK2556;NSC 63364;STL444724;AKOS000112425;BCP9000042;CS-W010970;HY-W010254;SB39272;4'-Hydroxy-2'-methylacetophenone, 98%;1-(4-Hydroxy-2-methylphenyl)ethanone #;AS-17850;FT-0633053;H1124;EN300-137955;A842262;Q27159519;Z1255386683;2-{1-[(5-Methyl-2-furyl)methyl]-3-oxo-2-piperazinyl}aceticacid

Chemical Property of 4-Hydroxy-2-methylacetophenone

Chemical Property:

• Appearance/Colour: off-white to beige crystalline powder
• Melting Point: 129-131 °C(lit.)
• Refractive Index: 1.5369 (estimate)
• Boiling Point: 313 °C at 760 mmHg
• PKA: 8.28±0.18(Predicted)
• Flash Point: 127.9 °C
• PSA: 37.30000
• Density: 1.106 g/cm³
• LogP: 1.90320
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.6
• 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:

96% 1H NMR ^*data from raw suppliers

4''-Hydroxy-2''-methylacetophenone ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)O)C(=O)C
• Uses: 4''-Hydroxy-2''-methylacetophenone has been used in the preparation of morpholine ketone analogs as potent histamine H3 receptor inverse agonists with wake activity.

Technology Process of 4-Hydroxy-2-methylacetophenone

There total 38 articles about 4-Hydroxy-2-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: 85.0%

acetic acid (64-19-7,77671-22-8) + 3-methyl-phenol (108-39-4) → 4'-hydroxy-2'-methylacetophenone (6921-64-8) + 4'-hydroxy-2'methylacetophenone (875-59-2)

Guidance literature:

With phosphorus pentoxide; silica gel; for 0.166667h; microwave irradiation;

Reference yield: 63.0%

3-acetoxytoluene (122-46-3) → 4'-hydroxy-2'-methylacetophenone (6921-64-8) + 4'-hydroxy-2'methylacetophenone (875-59-2)

Guidance literature:

With trifluorormethanesulfonic acid; at 0 - 20 ℃; for 16h; regioselective reaction;

DOI:10.1016/j.tet.2010.11.047

Reference yield: 26.0%

1-acetoxy-4-methylbenzene (140-39-6) → p-cresol (106-44-5) + 4'-hydroxy-2'methylacetophenone (875-59-2)

Guidance literature:

In methanol; at 25 ℃; for 6h; Irradiation;

DOI:10.1055/s-1981-29630

upstream raw materials:

4'-hydroxy-2'-methylacetophenone

3-acetoxytoluene

acetic anhydride

1-methoxy-3-methyl-benzene

Downstream raw materials:

4'-hydroxy-2'-methylacetophenone

3-acetoxytoluene

4-ethyl-m-cresol

1-(4-hydroxy-2-methyl-phenyl)-ethanone oxime

Refernces

• 1、 Nawghare,Sakate,Lokhande. "A new method for the facile synthesis of hydroxylated flavones by using allyl protection". . p. 291 - 302. Retrieved 2014/04/17.
• 2、 Murashige, Ryo,Hayashi, Yuka,Ohmori, Syo,Torii, Ayuko,Aizu, Yoko,Muto, Yasuyuki,Murai, Yuta,Oda, Yuji,Hashimoto, Makoto. "Comparisons of O-acylation and Friedel-Crafts acylation of phenols and acyl chlorides and Fries rearrangement of phenyl esters in trifluoromethanesulfonic acid: Effective synthesis of optically active homotyrosines". experimental part. p. 641 - 649. Retrieved 2011/03/19.