1-Acetoxyacenaphthene

Base Information

• Chemical Name: 1-Acetoxyacenaphthene
• CAS No.: 14966-36-0
• Molecular Formula: C14H12O2
• Molecular Weight: 212.248
• Hs Code.: 2915390090
• DSSTox Substance ID: DTXSID30381758
• Nikkaji Number: J1.331.721F
• Mol file: 14966-36-0.mol

Synonyms:14966-36-0;1-ACETOXYACENAPHTHENE;1,2-dihydroacenaphthylen-1-yl acetate;1-Acenaphthylenol, 1,2-dihydro-, 1-acetate;acenaphthen-1-yl acetate;Acenaphthenol acetate;1-Acetoxyacenaphthene,tech.;?1-ACETOXYACENAPHTHENE;SCHEMBL10267902;DTXSID30381758;1,2-dihydroacenaphthylen-1-ylacetate;AKOS024287559;FT-0637164;A808937

Chemical Property of 1-Acetoxyacenaphthene

Chemical Property:

• Vapor Pressure: 3.22E-05mmHg at 25°C
• Refractive Index: 1.636
• Boiling Point: 355 °C at 760 mmHg
• Flash Point: 162.2 °C
• PSA: 26.30000
• Density: 1.21 g/cm³
• LogP: 3.00010
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 212.083729621
• Heavy Atom Count: 16
• Complexity: 287

Purity/Quality:

99.3% ^*data from raw suppliers

1,2-Dihydroacenaphthylen-1-yl acetate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1CC2=CC=CC3=C2C1=CC=C3

Technology Process of 1-Acetoxyacenaphthene

There total 21 articles about 1-Acetoxyacenaphthene 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: 95.0%

1-acenaphthenol (6306-07-6) + acetic anhydride (108-24-7) → 1-acetoxyacenaphthene (14966-36-0)

Guidance literature:

With dmap; In triethylamine; 0 degC -> r.t., overnight;

DOI:10.1016/0040-4020(95)00061-C

Reference yield: 70.0%

1-acenaphthenol (6306-07-6) + ethyl acetate (141-78-6) → 1-acetoxyacenaphthene (14966-36-0)

Guidance literature:

1-acenaphthenol; With potassium tert-butylate; In dimethyl sulfoxide; at 20 ℃; for 0.5h; Inert atmosphere;

ethyl acetate; In dimethyl sulfoxide; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2016.10.088

Reference yield: 36.0%

acenaphthene (83-32-9) → 1,8-Naphthalic anhydride (81-84-5) + 1-acetoxyacenaphthene (14966-36-0) + trans-1,2-dichloroacenaphthene (5448-26-0,35468-33-8,49601-80-1,54075-01-3,54161-50-1,54161-56-7)

Guidance literature:

With *5H2O; lithium chloride; In acetic acid; at 100 ℃; for 0.5h;

DOI:10.1246/bcsj.62.3567

upstream raw materials:

Isopropyl acetate

1-acenaphthenol

vinyl acetate

Isopropenyl acetate

Downstream raw materials:

(R)-1,2-dihydroacenaphthylen-1-ol

1(2H)-acenaphthylenone

1-(2-chloro-phenyl)-acenaphthen-1-ol

1-(2-chloro-phenyl)-acenaphthene

Refernces

• 1、 -. "1-acenaphthenol synthesis and enantiomer separation method". Paragraph 0012. . Retrieved 2017/08/27.
• 2、 Houiene, Zahia,Merabet-Khelassi, Mounia,Bouzemi, Nassima,Riant, Olivier,Aribi-Zouioueche, Louisa. "A green route to enantioenriched (S)-arylalkyl carbinols by deracemization via combined lipase alkaline-hydrolysis/Mitsunobu esterification". . p. 290 - 296. Retrieved 2013/04/23.