2'-Hydroxy-5'-methyl-3'-nitroacetophenone

Base Information

• Chemical Name: 2'-Hydroxy-5'-methyl-3'-nitroacetophenone
• CAS No.: 66108-30-3
• Molecular Formula: C9H9NO4
• Molecular Weight: 195.175
• Hs Code.: 29147000
• European Community (EC) Number: 625-607-3
• DSSTox Substance ID: DTXSID90352944
• Nikkaji Number: J879.310G
• Wikidata: Q82130379
• Mol file: 66108-30-3.mol

Synonyms:2'-Hydroxy-5'-methyl-3'-nitroacetophenone;66108-30-3;1-(2-hydroxy-5-methyl-3-nitrophenyl)ethanone;2-hydroxy-5-methyl-3-nitroacetophenone;2-ACETYL-4-METHYL-6-NITROPHENOL;1-(2-hydroxy-5-methyl-3-nitrophenyl)ethan-1-one;Ethanone,1-(2-hydroxy-5-methyl-3-nitrophenyl)-;SCHEMBL4132017;SCHEMBL17347339;DTXSID90352944;XSHQMMIEZHWNAK-UHFFFAOYSA-N;MFCD00192216;AKOS006220491;AKOS015912489;AS-37913;CS-0172085;FT-0641048;H1479;1-(2-hydroxy-5-methyl-3-nitro-phenyl)-ethanone;1-(5-methyl-3-nitro-2-oxidanyl-phenyl)ethanone;2'-Hydroxy-5'-methyl-3'-nitroacetophenone, 99%;A835338;InChI=1/C9H9NO4/c1-5-3-7(6(2)11)9(12)8(4-5)10(13)14/h3-4,12H,1-2H

Chemical Property of 2'-Hydroxy-5'-methyl-3'-nitroacetophenone

Chemical Property:

• Melting Point: 133-136 °C(lit.)
• Boiling Point: 254 °C at 760 mmHg
• PKA: 7?+-.0.38(Predicted)
• Flash Point: 106 °C
• PSA: 83.12000
• Density: 1.323 g/cm³
• LogP: 2.33460
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 195.05315777
• Heavy Atom Count: 14
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

2''-Hydroxy-5’-methyl-3’-nitroacetophenone ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)[N+](=O)[O-])O)C(=O)C

Technology Process of 2'-Hydroxy-5'-methyl-3'-nitroacetophenone

There total 2 articles about 2'-Hydroxy-5'-methyl-3'-nitroacetophenone 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: 90.0%

5-methyl-2-hydroxyacetophenone (1450-72-2) → 2-hydroxy-5-methyl-3-nitroacetophenone (66108-30-3)

Guidance literature:

With nitric acid; In acetic acid; for 2.5h; Ambient temperature;

DOI:10.1055/s-1982-30007

Reference yield:

1-acetoxy-4-methylbenzene (140-39-6) → 2-hydroxy-5-methyl-3-nitroacetophenone (66108-30-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / 1.) AlCl₃ / 1.) 70 -> 80 deg C, 2 h, 2.) 120 deg C, 40 min

2: 90 percent / HNO₃ (100percent) / acetic acid / 2.5 h / Ambient temperature

With aluminium trichloride; nitric acid; In acetic acid;

DOI:10.1055/s-1982-30007

Reference yield: 95.0%

piperonal (120-57-0,30024-74-9) + 2-hydroxy-5-methyl-3-nitroacetophenone (66108-30-3) → 2'-hydroxy-5'-methyl-3,4-methylenedioxy-3'-nitro-trans-chalcone (75794-04-6)

Guidance literature:

With sodium hydroxide; In ethanol; water;

DOI:10.1016/j.bmcl.2006.12.011

upstream raw materials:

5-methyl-2-hydroxyacetophenone

1-acetoxy-4-methylbenzene

Downstream raw materials:

2'-hydroxy-5'-methyl-3,4-methylenedioxy-3'-nitro-trans-chalcone

3-acetyl-2-hydroxy-5-methylaniline

3-benzoyl-6-methyl-8-nitro-2-phenyl-chromen-4-one

1-(2-methoxy-5-methyl-3-nitro-phenyl)-ethanone