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2,2-Dimethyl-5-cyclohexylidene-1,3-dioxane-4,6-dione is a chemical compound characterized by the presence of a cyclohexylidene ring and two dioxane rings. It exhibits high reactivity and is primarily recognized for its role as a dienophile in Diels-Alder reactions, a class of chemical reactions that result in the formation of a six-membered ring through the combination of a diene and a dienophile. Additionally, this compound has garnered interest for its potential as a pharmaceutical intermediate, although it requires careful handling due to its potential health hazards.

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  • 3709-25-9 Structure
  • Basic information

    1. Product Name: 2,2-Dimethyl-5-cyclohexylidene-1,3-dioxane-4,6-dione
    2. Synonyms: 2,2-Dimethyl-5-cyclohexylidene-1,3-dioxane-4,6-dione;5-Cyclohexylidene-2,2-dimethyl-1,3-dioxane-4,6-dione
    3. CAS NO:3709-25-9
    4. Molecular Formula: C12H16O4
    5. Molecular Weight: 0
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 3709-25-9.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 2,2-Dimethyl-5-cyclohexylidene-1,3-dioxane-4,6-dione(CAS DataBase Reference)
    10. NIST Chemistry Reference: 2,2-Dimethyl-5-cyclohexylidene-1,3-dioxane-4,6-dione(3709-25-9)
    11. EPA Substance Registry System: 2,2-Dimethyl-5-cyclohexylidene-1,3-dioxane-4,6-dione(3709-25-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 3709-25-9(Hazardous Substances Data)

3709-25-9 Usage

Uses

Used in Chemical Synthesis:
2,2-Dimethyl-5-cyclohexylidene-1,3-dioxane-4,6-dione is used as a dienophile in Diels-Alder reactions for the synthesis of complex organic compounds. Its reactivity allows for the formation of six-membered rings, which are crucial in the creation of various pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,2-Dimethyl-5-cyclohexylidene-1,3-dioxane-4,6-dione is utilized as a pharmaceutical intermediate. Its unique structure and reactivity make it a valuable building block in the development of new drugs, contributing to the advancement of medicinal chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 3709-25-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,7,0 and 9 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 3709-25:
(6*3)+(5*7)+(4*0)+(3*9)+(2*2)+(1*5)=89
89 % 10 = 9
So 3709-25-9 is a valid CAS Registry Number.

3709-25-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-cyclohexylidene-2,2-dimethyl-1,3-dioxane-4,6-dione

1.2 Other means of identification

Product number -
Other names cyclohexylidene Meldru'm acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3709-25-9 SDS

3709-25-9Relevant articles and documents

Photocatalytic Hydromethylation and Hydroalkylation of Olefins Enabled by Titanium Dioxide Mediated Decarboxylation

Zhu, Qilei,Nocera, Daniel G.

supporting information, p. 17913 - 17918 (2020/12/04)

A versatile method for the hydromethylation and hydroalkylation of alkenes at room temperature is achieved by using the photooxidative redox capacity of the valence band of anatase titanium dioxide (TiO2). Mechanistic studies support a radical-based mechanism involving the photoexcitation of TiO2 with 390 nm light in the presence of acetic acid and other carboxylic acids to generate methyl and alkyl radicals, respectively, without the need for stoichiometric base. This protocol is accepting of a broad scope of alkene and carboxylic acids, including challenging ones that produce highly reactive primary alkyl radicals and those containing functional groups that are susceptible to nucleophilic substitution such as alkyl halides. This methodology highlights the utility of using heterogeneous semiconductor photocatalysts such as TiO2 for promoting challenging organic syntheses that rely on highly reactive intermediates.

Design, synthesis, and SAR studies of novel polycyclic acids as potent and selective inhibitors of human 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD-1)

Ye, Xiang-Yang,Chen, Stephanie Y.,Nayeem, Akbar,Golla, Rajasree,Seethala, Ramakrishna,Wang, Mengmeng,Harper, Timothy,Sleczka, Bogdan G.,Li, Yi-Xin,He, Bin,Kirby, Mark,Gordon, David A.,Robl, Jeffrey A.

supporting information; experimental part, p. 6699 - 6704 (2011/12/21)

Starting from high throughput screening hit 2-adamantyl acetic acid 3, a series of polycyclic acids have been designed and synthesized as novel, potent, and selective inhibitors of human 11β-HSD-1. Structure-activity relationships of two different regions

Convenient Access to Polysubstituted 1-Indanones by Sc(OTf) 3-Catalyzed Intramolecular Friedel-Crafts Acylation of Benzyl Meldrum's Acid Derivatives

Fillion, Eric,Fishlock, Dan

, p. 4653 - 4656 (2007/10/03)

(Matrix presented) The intramolecular Friedel-Crafts acylation of benzyl Meldrum's acids is catalyzed by Sc(OTf)3 under mild reaction conditions. Several polysubstituted 1-indanones have been prepared.

Studies on the Synthesis of Aphidicolin. The Diels-Alder Route to Spirocyclic Intermediates

Bell, Vivien L.,Holmes, Andrew B.,Hsu, Shih-Ying,Mock, Graham A.,Raphael, Ralph A.

, p. 1507 - 1514 (2007/10/02)

The isopropylidene cyclohexylidenemalonates (6; R1=R2=H; R2=OCH2CH2O; and R1, R2=SCH2CH2S) undergo cycloaddition with butadiene, 2-trimethylsilyloxybuta-1,3-diene, and 3-trimethylsilyloxypenta-2,4-diene to give the corresponding spirocyclic adducts (7; R1

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