1'-Hydroxy-2'-acetonaphthone

Base Information

• Chemical Name: 1'-Hydroxy-2'-acetonaphthone
• CAS No.: 711-79-5
• Molecular Formula: C12H10O2
• Molecular Weight: 186.21
• Hs Code.: 29145000
• European Community (EC) Number: 211-918-8
• NSC Number: 4973
• UNII: N3BKY69086
• DSSTox Substance ID: DTXSID4061044
• Nikkaji Number: J1.557.078D,J79.921A
• Wikidata: Q27284501
• ChEMBL ID: CHEMBL569194
• Mol file: 711-79-5.mol

Synonyms:1'-hydroxy-2'-acetonaphthone

Chemical Property of 1'-Hydroxy-2'-acetonaphthone

Chemical Property:

• Vapor Pressure: 6.37E-05mmHg at 25°C
• Melting Point: 98-100 °C(lit.)
• Refractive Index: 1.65
• Boiling Point: 334.9 °C at 760 mmHg
• PKA: pK1: 13.40 (30°C)
• Flash Point: 142.4 °C
• PSA: 37.30000
• Density: 1.213 g/cm³
• LogP: 2.74800
• Water Solubility.: Insoluble in water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 186.068079557
• Heavy Atom Count: 14
• Complexity: 224

Purity/Quality:

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

1'-Hydroxy-2'-acetonaphthone >98.0%(GC) ^*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: CC(=O)C1=C(C2=CC=CC=C2C=C1)O
• Uses: 2-acetyl-1-naphthol and 1-acetyl-2-naphthol with triphosgene gave naphtho[1,2-e]-1,3-oxazines, naphtho[2,1-e]-1,3-oxazines or their spiro dimers depending on the molar ratio of triphosgene used for the cyclization.

Technology Process of 1'-Hydroxy-2'-acetonaphthone

There total 80 articles about 1'-Hydroxy-2'-acetonaphthone 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: 97.0%

chloro-trimethyl-silane (75-77-4) + N,N-diethyl-1-hydroxy-2-naphthamide (26639-33-8) → 1-hydroxy-2-acetonaphthone (711-79-5)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.201404495

Reference yield: 95.0%

α-naphthol (90-15-3) + acetic acid (64-19-7,77671-22-8) → 1-hydroxy-2-acetonaphthone (711-79-5)

Guidance literature:

With aluminum oxide; In methanesulfonic acid; at 140 ℃; for 0.5h;

Reference yield: 95.0%

1-naphthyl acetate (830-81-9) → 1-hydroxy-2-acetonaphthone (711-79-5)

Guidance literature:

for 0.116667h; microwave irradiation;

DOI:10.1039/a902507c

upstream raw materials:

malonic acid

α-naphthol

1-naphthyl acetate

propionyl chloride

Downstream raw materials:

1-[1-(4-nitro-benzoyloxy)-[2]naphthyl]-ethanone

3t-(4-benzyloxy-phenyl)-1-(1-hydroxy-[2]naphthyl)-propenone

1-(1-hydroxy-[2]naphthyl)-3-(3-nitro-phenyl)-propenone

3-hydroxy-1-(1-hydroxy-[2]naphthyl)-3-(3-nitro-phenyl)-propan-1-one

Refernces

• 1、 Baudry, Denise Barbier,Dormond, Alain,Duris, Fanny,Bernard, Jean Marie,Desmurs, Jean Roger. "Lanthanide bis(trifluoromethanesulfonyl)amides, synthesis, characterization and catalytic activity". . p. 233 - 238. Retrieved 2003.
• 2、 Sun, Jie,Li, Tian-rong,Yang, Zheng-yin. "A novel fluorescent probe based on 7,8-benzochromone-3-carbaldehyde-(rhodamine B carbonyl) hydrazone for detection of trivalent cations and Zn2+ in different systems". . . Retrieved 2021.
• 3、 Dong, Jinyun,Wang, Zengtao,Cui, Jiahua,Meng, Qingqing,Li, Shaoshun. "Synthesis and structure-activity relationship studies of α-naphthoflavone derivatives as CYP1B1 inhibitors". . . Retrieved 2019/12/11.
• 4、 Trammell, Rachel,D'Amore, Lorenzo,Cordova, Alexandra,Polunin, Pavel,Xie, Nan,Siegler, Maxime A.,Belanzoni, Paola,Swart, Marcel,Garcia-Bosch, Isaac. "Directed Hydroxylation of sp2 and sp3 C-H Bonds Using Stoichiometric Amounts of Cu and H2O2". . p. 7584 - 7592. Retrieved 2019/06/11.