1-(1-Hydroxynaphthalen-2-yl)-2-phenylethan-1-one

Base Information

• Chemical Name: 1-(1-Hydroxynaphthalen-2-yl)-2-phenylethan-1-one
• CAS No.: 3669-44-1
• Molecular Formula: C18H14O2
• Molecular Weight: 262.308
• DSSTox Substance ID: DTXSID70495282
• Nikkaji Number: J1.201.236E
• Mol file: 3669-44-1.mol

Synonyms:3669-44-1;1-(1-Hydroxynaphthalen-2-yl)-2-phenylethan-1-one;1-(1-HYDROXYNAPHTHALEN-2-YL)-2-PHENYLETHANONE;DTXSID70495282

Chemical Property of 1-(1-Hydroxynaphthalen-2-yl)-2-phenylethan-1-one

Chemical Property:

• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 262.099379685
• Heavy Atom Count: 20
• Complexity: 332

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(=O)C2=C(C3=CC=CC=C3C=C2)O

Technology Process of 1-(1-Hydroxynaphthalen-2-yl)-2-phenylethan-1-one

There total 11 articles about 1-(1-Hydroxynaphthalen-2-yl)-2-phenylethan-1-one 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: 94.0%

phenylacetic acid (103-82-2) + α-naphthol (90-15-3) → 1-(1-hydroxynaphthalen-2-yl)-2-phenylethanone (3669-44-1)

Guidance literature:

With ytterbium(III) triflate; at 160 ℃; for 6h; Neat (no solvent); Inert atmosphere;

DOI:10.3184/030823409X12511347683523

Reference yield: 90.0%

phenyl acetic acid naphthalen-1-yl ester (93654-98-9) → 1-(1-hydroxynaphthalen-2-yl)-2-phenylethanone (3669-44-1)

Guidance literature:

With ethyloxirane; iodine; In ethyl acetate; at 25 ℃; for 50h; Inert atmosphere; Irradiation;

DOI:10.1021/acs.joc.9b03298

Reference yield: 46.0%

phenyl acetic acid naphthalen-1-yl ester (93654-98-9) → 1-(1-hydroxynaphthalen-2-yl)-2-phenylethanone (3669-44-1) + 1-(4-hydroxy-1-naphthyl)-2-phenylethan-1-one (3669-43-0)

Guidance literature:

With aluminium trichloride; In carbon disulfide;

DOI:10.1016/S0040-4020(00)00512-3

upstream raw materials:

phenylacetic anhydride

α-naphthol

phenyl acetic acid naphthalen-1-yl ester

phenylacetic acid

Downstream raw materials:

3-phenyl-4H-benzo[h]chromen-4-one

Refernces

• 1、 Jin, Can,Li, Jie,Su, Weike. "Ytterbium triflate catalysed Friedel-Crafts reaction using carboxylic acids as acylating reagents under solvent-free conditions". experimental part. p. 607 - 611. Retrieved 2011/02/26.
• 2、 Warrier,Kaanumalle, Lakshmi S.,Ramamurthy. "Alkali metal ion controlled product selectivity during photorearrangements of 1-naphthyl phenyl acylates and dibenzyl ketones within zeolites". . p. 620 - 631. Retrieved 2007/10/03.