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

Definition

ChEBI: A branched-chain fatty acid consisting of 2-butenoic acid having a methyl group at position 2.

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 
• 32231-50-8 (R)-2-methylbutyric acid 
• 1730-91-2 (S)-2-Methylbutyric acid 
• 6712-02-3 2-methylbutanoyl-CoA 
• 1414882-89-5 (2E,4Z)-tert-butyl 6-benzylamino-4,5-dimethyl-6-oxohexa-2,4-dienoate 
• 1414882-61-3 (2E,4Z)-n-butyl 6-benzylamino-4,5-dimethyl-6-oxohexa-2,4-dienoate 
• 466634-65-1 5-allyl-2,3-dimethyl-cyclopent-2-enone 
• 77941-92-5 5,7-dimethoxy-2,3-dimethyl-2,3-dihydro-1H-inden-1-one 

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.