Ethyl 2-(3,3,5,5-tetramethylcyclohexylidene)acetate

Base Information

Chemical Name:Ethyl 2-(3,3,5,5-tetramethylcyclohexylidene)acetate
CAS No.:198132-55-7
Molecular Formula:C14H24O2
Molecular Weight:224.343
Hs Code.:
DSSTox Substance ID:DTXSID50571215
Nikkaji Number:J1.355.706C

Synonyms:Ethyl 2-(3,3,5,5-tetramethylcyclohexylidene)acetate;198132-55-7;SCHEMBL3084109;DTXSID50571215;CCRRWMXDTVMKJD-UHFFFAOYSA-N;EN300-1455313;ethyl 3,3,5,5-tetramethylcyclohexylideneacetate;Ethyl (3,3,5,5-tetramethylcyclohexylidene)acetate

Suppliers and Price of Ethyl 2-(3,3,5,5-tetramethylcyclohexylidene)acetate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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price

Total 2 raw suppliers

Chemical Property of Ethyl 2-(3,3,5,5-tetramethylcyclohexylidene)acetate

Chemical Property:

XLogP3:3.8
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:224.177630004
Heavy Atom Count:16
Complexity:280

Purity/Quality:: 99%, ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCOC(=O)C=C1CC(CC(C1)(C)C)(C)C

Technology Process of Ethyl 2-(3,3,5,5-tetramethylcyclohexylidene)acetate

There total 5 articles about Ethyl 2-(3,3,5,5-tetramethylcyclohexylidene)acetate 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: 83.0%

: 78-59-1
3,5,5-Trimethylcyclohex-2-en-1-one

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 917-54-4
methyllithium

: 198132-55-7
(3,3,5,5-tetramethylcyclohexyliden)acetic acid ethyl ester

Guidance literature:: 3,5,5-Trimethylcyclohex-2-en-1-one; methyllithium; With copper(l) iodide; In diethyl ether; hexane; at -78 - -15 ℃; for 2.5h;

diethoxyphosphoryl-acetic acid ethyl ester; In diethyl ether; hexane; Further stages.;
DOI:10.1002/1099-0690(200007)2000:13<2417::AID-EJOC2417>3.0.CO;2-X

Reference yield: 73.0%

: 1-ethoxyethynyl-3,3,5,5-tetramethyl-cyclohexanol

: 198132-55-7
(3,3,5,5-tetramethylcyclohexyliden)acetic acid ethyl ester

Guidance literature:: With gold(III) chloride; In ethanol; dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1021/ol0616743

Reference yield:

: 14376-79-5
3,3,5,5-tetramethylcyclohexanone

: 198132-55-7
(3,3,5,5-tetramethylcyclohexyliden)acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1.58 h / -78 - 0 °C

1.2: tetrahydrofuran; hexane / 4 h / -78 - 20 °C

2.1: 73 percent / AuCl₃ / CH₂Cl₂; ethanol / 0.5 h / 20 °C

With gold(III) chloride; n-butyllithium; In tetrahydrofuran; ethanol; hexane; dichloromethane; 2.1: Meyer-Schuster rearrangement;
DOI:10.1021/ol0616743