23182-07-2

Basic information

• Product Name: 3,4-Dimethyl-cyclohex-3-enecarboxylic acid
• Synonyms: 3,4-Dimethyl-cyclohex-3-enecarboxylic acid
• CAS NO: 23182-07-2
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.20626
• Mol File: 23182-07-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,4-Dimethyl-cyclohex-3-enecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dimethyl-cyclohex-3-enecarboxylic acid(23182-07-2)
• EPA Substance Registry System: 3,4-Dimethyl-cyclohex-3-enecarboxylic acid(23182-07-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 23182-07-2(Hazardous Substances Data)

Upstream product

• 70006-36-9 (+/-)-4-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)benzoic acid 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 814-68-6 acryloyl chloride 
• 79-10-7 acrylic acid 

Downstream Products

• 69815-57-2 chlorure de l'acide dimethyl-3,4 cyclohexene-3 carboxylique 
• 619-04-5 3,4-dimethylbenzoic acid 
• 96599-83-6 6-(4-tolyl-aminocarbonyl)-3,4-dimethyl-3-cyclohexene carboxylic acid 
• 102651-76-3 (3,4-Dimethyl-3-cyclohexen-1-yliden)acetaldehyd-dimethylhydrazon 

Relevant articles and documents

Highly-functionalized arene synthesis based on palladium on carbon-catalyzed aqueous dehydrogenation of cyclohexadienes and cyclohexenes

Transition metal-catalyzed dehydrogenation is a clean oxidation method requiring no additional oxidants. We have accomplished a heterogeneous Pd/C-catalyzed aqueous dehydrogenation of 1,4-cyclohexadienes and cyclohexenes to give the corresponding highly-functionalized arenes. Furthermore, various arenes could be efficiently constructed in a one-pot manner via a Diels-Alder reaction and the following dehydrogenation.

BORON-BASED CYCLOADDITION CATALYSTS AND METHODS FOR THE PRODUCTION OF BIO-BASED TEREPHTHALIC ACID, ISOPHTHALIC ACID AND POLY (ETHYLENE TEREPHTHALATE)

Methods for producing cycloaddition products comprising: reacting a diene with a dienophile in the presence of one or more boron-based catalysts of Formula I or Formula II are provided. In particular, the methods can be used to prepare 4-methyl-3-cyclohexene- 1-carboxylic acid and 3-methyl-3-cyclohexene-l-carboxylic acid, including bio-based versions thereof. The cycloaddition products can be advantageously used in the production of terephthalic acid and isophthalic acid, and ultimately, poly(ethylene terephthalate), and bio-based versions thereof. Formula I Formula II

Direct and waste-free amidations and cycloadditions by organocatalytic activation of carboxylic acids at room temperature

(Chemical Equation Presented) Taming carboxylic acids: ortho-Iodo- and ortho-bromophenylboronic acids are exceptional organocatalysts in atom-economical amidations between free carboxylic acids and amines, including functionalized ones, and can also provide LUMO-lowering activation in [4 + 2] cycloadditions of α,β-unsaturated carboxylic acids.

(R)- or (S)-4-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)benzoic acid as a new chiral auxiliary for solid phase asymmetric Diels-Alder reactions

The synthesis of enantiopure (R)- and (S)-4-(3-hydroxy-4,4-dimethyl-2- oxopyrrolidin-1-yl)benzoic acid is described and the corresponding supported chiral acrylate derivative has been used as a dienophile in solid phase asymmetric Diels-Alder reactions wi

Fructose-derived ionic liquids: Recyclable homogeneous supports

A new homogeneous support has been developed that is based on a fructose-derived ionic liquid. It has been applied to the preparation of a series of supported Diels-Alder adducts. The cleavage of these adducts from the ionic liquid has resulted in some interesting observations regarding the base stability of imidazolium cations. Using a transesterification cleavage, the ionic support can be recovered and recycled.

Acyloxyborane: An Activating Device for Carboxylic Acids

We chose α,β-unsaturated acids and investigated the reactivity of their borane adducts in Diels-Alder reactions.The reaction did proceed smoothly and has been found to be a useful method for synthesis of carboxylic acids.