2,2,2-trifluoroethyl naphthalene-1-carboxylate

Base Information

• Chemical Name: 2,2,2-trifluoroethyl naphthalene-1-carboxylate
• CAS No.: 80054-94-0
• Molecular Formula: C₁₃H₉F₃O₂
• Molecular Weight: 254.208
• Mol file: 80054-94-0.mol

Synonyms:NSC 24751

Chemical Property of 2,2,2-trifluoroethyl naphthalene-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.000944mmHg at 25°C
• Boiling Point: 303.2°C at 760 mmHg
• Flash Point: 120.3°C
• Density: 1.308g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,2,2-trifluoroethyl naphthalene-1-carboxylate

There total 5 articles about 2,2,2-trifluoroethyl naphthalene-1-carboxylate 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%

2,2,2-trifluoroethanol (75-89-8) + 1-naphthalene methanol (4780-79-4) → 2,2,2-trifluoroethyl 1-naphthoate (80054-94-0)

Guidance literature:

With iodine; potassium carbonate; at 50 ℃; for 14h;

DOI:10.1055/s-2004-817789

Reference yield: 90.0%

→ 2,2,2-trifluoroethyl 1-naphthoate (80054-94-0)

Guidance literature:

With tert.-butylnitrite; trifluoroethylamine; at 20 ℃; for 10h;

Reference yield: 46.0%

4-methyl-N'-(2,2,2-trifluoroethylidene)benzenesulfonohydrazide + 1-naphthalenecarboxylic acid (86-55-5) → 2,2,2-trifluoroethyl 1-naphthoate (80054-94-0)

Guidance literature:

1-naphthalenecarboxylic acid; With copper(I) bromide dimethylsulfide complex; triethylamine; In benzene; for 2h; Inert atmosphere; Schlenk technique; Reflux;

4-methyl-N'-(2,2,2-trifluoroethylidene)benzenesulfonohydrazide; In benzene; for 2h; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1021/acs.orglett.9b03471

upstream raw materials:

2,2,2-trifluorodiazoethane

1-naphthalenecarboxylic acid

2,2,2-trifluoroethanol

naphthalene-1-carbonic acid chloride

Refernces

• 1、 -. "Aromatic carboxylic acid trifluoro ethyl ester compound and its preparation method (by machine translation)". Paragraph 0035-0037; 0045; 0055. . Retrieved 2018/10/04.
• 2、 Mori, Naoshi,Togo, Hideo. "Facile conversion of alcohols to the corresponding 2,2,2-trifluoroethyl esters with molecular iodine and potassium carbonate in 2,2,2-trifluoroethanol". . p. 880 - 882. Retrieved 2007/10/03.