16386-93-9

Basic information

• Product Name: 2,2-Dimethyl-4-pentenoic acid
• Synonyms: RARECHEM AL BE 0684;2,2-DIMETHYL-4-PENTENOIC ACID;2,2-Dimethyl-pent-4-enoic acid;4-Pentenoic acid, 2,2-dimethyl-;2,2-DiMethyl-4-pentenoic acid;2,2-Dimethyl-4-pentenoic acid 95%;2,2-Dimethy1-4-pentenoic acid, 95%;EOS-61425
• CAS NO: 16386-93-9
• Molecular Formula: C₇H₁₂O₂
• Molecular Weight: 128.17
• Product Categories: C7;Carbonyl Compounds;Carboxylic Acids;Building Blocks;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks
• Mol File: 16386-93-9.mol
• Article Data: 30

Chemical Properties

• Melting Point: -9.25°C (estimate)
• Boiling Point: 104-108 °C20 mm Hg(lit.)
• Flash Point: 191 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 0.933 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.123mmHg at 25°C
• Refractive Index: n20/D 1.431(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 4.75±0.10(Predicted)
• Water Solubility: Soluble in water.
• CAS DataBase Reference: 2,2-Dimethyl-4-pentenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Dimethyl-4-pentenoic acid(16386-93-9)
• EPA Substance Registry System: 2,2-Dimethyl-4-pentenoic acid(16386-93-9)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 16386-93-9(Hazardous Substances Data)

Usage

Description

2,2-Dimethyl-4-pentenoic acid, also known as 2,2-dimethyl-4-pentynoic acid, is a colorless liquid organic compound with the molecular formula C7H12O2. It is characterized by its unique structure, featuring a carboxylic acid group and a methyl group at the 2nd carbon position on a pentenoic acid backbone. 2,2-Dimethyl-4-pentenoic acid is known for its versatile chemical properties, making it a valuable intermediate in the synthesis of various pharmaceuticals and other chemical products.

Uses

Used in Pharmaceutical Industry:
2,2-Dimethyl-4-pentenoic acid is used as a pharmaceutical intermediate for the synthesis of various drugs and medications. Its unique chemical structure allows for acid-catalyzed esterification, which is a crucial step in the production of certain pharmaceutical compounds. This process enhances the drug's efficacy, bioavailability, and overall therapeutic potential.
Used in Chemical Synthesis:
As a colorless liquid with versatile chemical properties, 2,2-Dimethyl-4-pentenoic acid is also utilized in the chemical synthesis of various products. Its reactivity and functional groups make it a valuable building block for creating a wide range of chemical compounds, including those used in the fragrance, flavor, and specialty chemical industries.

InChI:InChI=1/C7H12O2/c1-4-5-7(2,3)6(8)9/h4H,1,5H2,2-3H3,(H,8,9)

Upstream product

• 15727-77-2 Prop-2-enyl 2-methylpropionate 
• 86549-27-1 2,2-dimethylpent-4-enoic acid ethyl ester 
• 591-87-7 Allyl acetate 
• 31469-25-7 1,1-bis(trimethylsiloxy)-2-methylprop-1-ene 
• 5497-67-6 2,2-dimethyl-4-pentenal 
• 24850-33-7 allyltributylstanane 
• 1955-45-9 pivalolactone 
• 106-95-6 allyl bromide 
• 79-31-2 isobutyric Acid 
• 39240-84-1 2-methyl-1,1,1-triethoxypropane 
• 107-18-6 allyl alcohol 
• 933-52-8 2,2,4,4-tetramethyl-1,3-cyclobutanedione 
• 88708-26-3 C₁₄H₁₈Cl₂O₃Te 
• 80765-44-2 phenyl 2-allyl-2-methylpropionate 

Downstream Products

• 88708-26-3 C₁₄H₁₈Cl₂O₃Te 
• 3420-42-6 2,2-dimethylpent-4-en-1-ol 
• 1121-05-7 2,3-dimethylcyclopent-2-enone 
• 17197-84-1 5,5-dimethylcyclopent-2-enone 
• 80277-53-8 3-chloro-2,2-dimethylcyclopentanone 
• 80277-57-2 5,5-dimethyl-2-cyclopentenyl 2,6-dichlorobenzoate 
• 37617-33-7 rac-2,2-dimethylcyclopentanol 
• 4541-32-6 2,2-dimethylcyclopentanone 
• 88708-31-0 5-(4-Methoxy-phenyltellanylmethyl)-3,3-dimethyl-dihydro-furan-2-one 
• 139607-63-9 7,7-bis(phenylthio)-2,10,10-trimethyl-cis,anti,cis-tricyclo<6.3.0.0^2,6>undecan-3,11-dione 
• 35944-01-5 6-<2-methoxyethyl>-2,2,5,7-tetramethylindan-1-one 
• 34169-69-2 pterosin Z 
• 214853-50-6 2,2-Dimethyl-pent-4-enoic acid 2-hex-5-enoyl-6-oxo-cyclohex-1-enyl ester 
• 214853-58-4 2,2-Dimethyl-pent-4-enoic acid 4-tert-butyl-cyclohexyl ester 

Relevant articles and documents

Neopentyl Esters as Robust Linkers for Introducing Functionality to Bis-MPA Dendrimers

A series of neopentyl carboxylic acids bearing functionality amenable to click chemistry were prepared and then appended to high-generation bis-MPA dendrons via fluoride-promoted esterification. The nucleophilic stability of neopentyl and non-neopentyl dendrons in acidic to basic phosphate buffers was compared by monitoring degradation via quantitative 1H nuclear magnetic resonance (NMR). The neopentyl periphery dendrons were found to be highly resistant to hydrolysis under all experimental conditions. The neopentyl groups also did not impede click functionalization onto the dendrons.

mCPBA-mediated dioxygenation of unactivated alkenes for the synthesis of 5-imino-2-tetrahydrofuranyl methanol derivatives

A mCPBA-mediated, metal-free, intramolecular dioxygenation reaction of unactivated alkenes is reported. In the presence of m-chlorobenzoic peracid, different unsaturated amide substrates could be cyclized via epoxide intermediates, producing the corresponding 5-imino-2-tetrahydrofuranyl methanol products in up to 94% yield at room temperature.

Iridium-Catalyzed Intramolecular Oxidative Cyclization of Alkenyl Amides and Alkenoic Acids

An iridium/dppf complex efficiently catalyzed the oxidative cyclization of N sulfonyl alkenyl amides and alkenoic acids. Electron deficiena?t alkenes were effective as sacrificial hydrogen acceptors. High selectivity of the oxidative cyclization over the