6738-27-8

Basic information

• Product Name: 2,6-di-tert-butyl-4-ethylidenecyclohexa-2,5-en-1-one
• Synonyms: 2,6-di-tert-butyl-4-ethylidenecyclohexa-2,5-en-1-one;2,6-Di-tert-butyl-4-ethylidene-2,5-cyclohexadien-1-one;2,6-di-tert-butyl-4-ethylidenecyclohexa-2,5-dienone;2,6-Di-tert-butyl-4-ethylidene-2,5-cyclohexadiene-1-one;4-ethylidene-2,6-ditert-butyl-cyclohexa-2,5-dien-1-one
• CAS NO: 6738-27-8
• Molecular Formula: C₁₆H₂₄O
• Molecular Weight: 232.3612
• EINECS: 229-795-4
• Mol File: 6738-27-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 324.8°Cat760mmHg
• Flash Point: 134.4°C
• Appearance: /
• Density: 0.987g/cm³
• Vapor Pressure: 0.000239mmHg at 25°C
• Refractive Index: 1.544
• CAS DataBase Reference: 2,6-di-tert-butyl-4-ethylidenecyclohexa-2,5-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-di-tert-butyl-4-ethylidenecyclohexa-2,5-en-1-one(6738-27-8)
• EPA Substance Registry System: 2,6-di-tert-butyl-4-ethylidenecyclohexa-2,5-en-1-one(6738-27-8)

Safety Data

• Hazardous Substances Data: 6738-27-8(Hazardous Substances Data)

Usage

General Description

2,6-di-tert-butyl-4-ethylidenecyclohexa-2,5-en-1-one is a chemical compound with the molecular formula C16H24O. It is a cyclohexenone derivative with two tert-butyl groups and an ethylidene group attached to the cyclohexene ring. 2,6-di-tert-butyl-4-ethylidenecyclohexa-2,5-en-1-one is commonly used as a fragrance ingredient in various products, including perfumes, soaps, and cosmetics. It has a sweet, floral odor and is known for its long-lasting scent. Additionally, 2,6-di-tert-butyl-4-ethylidenecyclohexa-2,5-en-1-one is used in the synthesis of other organic compounds and as a chemical intermediate in the production of pharmaceuticals and other fine chemicals.

InChI:InChI=1/C16H24O/c1-8-11-9-12(15(2,3)4)14(17)13(10-11)16(5,6)7/h8-10H,1-7H3

Upstream product

• 4130-42-1 2,6-di-tert-butyl-4-ethylphenol 
• 128-39-2 2,6-di-tert-butylphenol 
• 75-07-0 acetaldehyde 
• 13325-48-9 4-Aethyl-2,6-di-tert-butyl-phenoxyl-Radikal 

Downstream Products

• 95563-51-2 2,6-Di-tert.-butyl-4-(1-benzyloxy-aethyl)-phenol 
• 13325-48-9 4-Aethyl-2,6-di-tert-butyl-phenoxyl-Radikal 

Relevant articles and documents

Isothiourea-catalyzed enantioselective α-alkylation of esters via 1,6-conjugate addition to para-quinone methides

The isothiourea-catalyzed enantioselective 1,6-conjugate addition of para-nitrophenyl esters to 2,6-disubstituted para-quinone methides is reported. para-Nitrophenoxide, generated in situ from initial N-acylation of the isothiourea by the para-nitrophenyl ester, is proposed to facilitate catalyst turnover in this transformation. A range of para-nitrophenyl ester products can be isolated, or derivatized in situ by addition of benzylamine to give amides at up to 99% yield. Although low diastereocontrol is observed, the diastereoisomeric ester products are separable and formed with high enantiocontrol (up to 94:6 er).

1,6-Addition Arylation of para-Quinone Methides: An Approach to Unsymmetrical Triarylmethanes

A 1,6-addition arylation reaction of para-quinone methides with α-isocyanoacetamides and electron-rich aromatic compounds under metal-free conditions has been developed. BF3·Et2O plays two roles in the reaction: catalyzing the cyclization of α-isocyanoacetamides to give oxazoles, and activating the para-quinone methides to achieve the 1,6-addition arylation process. The reaction shows good functional group tolerance, scalability, and regioselectivity. It is a consice protocol for the synthesis of diverse unsymmetrical triarylmethanes. Further transformation of the resulting triarylmethanes provides an efficient route to some functionalized molecules.

Synthesis of spiro[2.5]octa-4,7-dien-6-one with consecutive quaternary centers via 1,6-conjugate addition induced dearomatization of para-quinone methides

An efficient one-pot approach for the synthesis of spiro[2.5]octa-4,7-dien-6-ones by employing para-quinone methides has been developed. The reaction proceeded smoothly in high yields under mild conditions without the use of metals. Moreover, all products obtained herein contained two or three consecutive quaternary centers.