13201-46-2

Basic information

• Product Name: TIGLIC ACID
• Synonyms: E-2,3-DIMETHYLACRYLIC ACID;(E)-2-METHYL-2-BUTENOIC ACID;FEMA 3599;2-METHYL-2-BUTENOIC ACID;2-METHYLCROTONIC ACID;2-METHYLBUT-2-ENOIC ACID;2-METHYL-TRANS-2-BUTENOIC ACID;2,3-DIMETHYLACRYLIC ACID
• CAS NO: 13201-46-2
• Molecular Formula: C₅H₈O₂
• Molecular Weight: 100.12
• EINECS: 201-295-0
• Mol File: 13201-46-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 61-64 °C(lit.)
• Boiling Point: 95-96 °C12 mm Hg(lit.)
• Flash Point: 96 °C
• Appearance: /
• Density: 0.969 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.152mmHg at 25°C
• Refractive Index: 1.45
• PKA: pK1:4.96 (25°C)
• CAS DataBase Reference: TIGLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: TIGLIC ACID(13201-46-2)
• EPA Substance Registry System: TIGLIC ACID(13201-46-2)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 2
• RTECS: GQ5430000
• Hazardous Substances Data: 13201-46-2(Hazardous Substances Data)

Usage

Description

TIGLIC ACID, also known as 2-butenoic acid, is a branched-chain fatty acid with a methyl group at position 2. It is an organic compound that has various applications in different industries due to its unique chemical properties.

Uses

Used in Chemical Synthesis:
TIGLIC ACID is used as a chemical intermediate for the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structure allows it to be a versatile building block in the development of new molecules with potential applications.
Used in Flavor and Fragrance Industry:
TIGLIC ACID is used as a flavoring agent and a fragrance ingredient in the food, beverage, and cosmetics industries. Its distinct aroma and taste profile contribute to the creation of unique and appealing sensory experiences for consumers.
Used in Polymer Industry:
TIGLIC ACID is used as a monomer in the production of polymers, such as polyesters and polyamides. Its ability to form strong covalent bonds with other monomers allows for the development of materials with specific properties, such as improved strength, flexibility, and thermal stability.
Used in Pharmaceutical Industry:
TIGLIC ACID is used as an active pharmaceutical ingredient or as a key component in the synthesis of drug molecules. Its unique chemical properties enable it to interact with biological targets, making it a valuable candidate for the development of new therapeutic agents.
Used in Cosmetics Industry:
TIGLIC ACID is used in the formulation of cosmetics, such as creams, lotions, and serums, due to its emollient, moisturizing, and skin-conditioning properties. It helps to improve the texture, feel, and appearance of the skin, providing a smooth and hydrated finish.

InChI:InChI=1/C5H8O2/c1-3-4(2)5(6)7/h3H,1-2H3,(H,6,7)

Upstream product

• 124-38-9 carbon dioxide 
• 106-99-0 buta-1,3-diene 
• 75-07-0 acetaldehyde 
• 802294-64-0 propionic acid 

Downstream Products

• 1350468-10-8 3-methyl-1-tosyl-3-vinylpyrrolidine 
• 1350468-26-6 (E)-tert-butyl (2-methylbut-2-en-1-yl)(tosyl)carbamate 
• 1350468-27-7 (E)-N-(2-bromoethyl)-4-methyl-N-(2-methylbut-2-en-1-yl)benzenesulfonamide 
• 1350468-09-5 (E)-N-(2-iodoethyl)-4-methyl-N-(2-methylbut-2-en-1-yl)benzenesulfonamide 
• 86410-99-3 N-<(E)-2-methyl-2-butenyl>-p-tosylamide 
• 1414882-61-3 (2E,4Z)-n-butyl 6-benzylamino-4,5-dimethyl-6-oxohexa-2,4-dienoate 
• 1414882-89-5 (2E,4Z)-tert-butyl 6-benzylamino-4,5-dimethyl-6-oxohexa-2,4-dienoate 
• 32231-50-8 (R)-2-methylbutyric acid 
• 1730-91-2 (S)-2-Methylbutyric acid 
• 6712-02-3 2-methylbutanoyl-CoA 

Relevant articles and documents

Electrocatalytic asymmetric hydrogenation of α,β-unsaturated acids in a PEM reactor with cinchona-modified palladium catalysts

We have developed an electrocatalytic asymmetric hydrogenation reaction using a proton-exchange membrane (PEM) reactor that employs a polymer electrolyte fuel cell and industrial electrolysis technologies. Reasonable enantioselectivities and excellent current efficiencies were obtained in the asymmetric hydrogenation of α-phenylcinnamic acid under mild conditions without adding a supporting electrolyte. The current density was crucial to achieving the improved results observed.

Efficient one-to-one coupling of easily available 1,3-dienes with carbon dioxide

An efficient one-to-one coupling reaction of atmospheric pressure carbon dioxide with 1,3-dienes is realized for the first time through PSiP-pincer type palladium-catalyzed hydrocarboxylation. The reaction is applicable to various 1,3-dienes including easily available chemical feedstock such as 1,3-butadiene and isoprene. This protocol affords a highly useful method for the synthesis of β,γ-unsaturated carboxylic acid derivatives from CO2.

Process for the hydrogenation of ethylenically unsaturated organic compounds and ruthenium catalysts for carrying out said process

The present invention relates to a process for the hydrogenation of ethylenically unsaturated organic compounds. This process is carried out in a homogeneous medium containing a hydrogenation catalyst formed by a complex of ruthenium with a phosphine, which comprises two allylic groups as ligands on the Ru.