13991-37-2

Basic information

• Product Name: TRANS-2-PENTENOIC ACID
• Synonyms: (E)-pent-2-en-1-oicacid;2-Pentenoic acid, (E)-;2-Pentenoicacid,(E)-;2-PENTENOIC ACID;FEMA 4193;(E)-2-PENTENOIC ACID;BETA-ETHYL ACRYLIC ACID;TRANS-PENT-2-ENOIC ACID
• CAS NO: 13991-37-2
• Molecular Formula: C₅H₈O₂
• Molecular Weight: 100.12
• EINECS: 237-791-9
• Mol File: 13991-37-2.mol
• Article Data: 35

Chemical Properties

• Melting Point: 9-11 °C(lit.)
• Boiling Point: 106 °C20 mm Hg(lit.)
• Flash Point: 102 °C
• Appearance: Clear colorless to light yellow/Liquid
• Density: 0.99 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.107mmHg at 25°C
• Refractive Index: n20/D 1.452(lit.)
• Storage Temp.: Store below +30°C.
• Solubility: 60g/l
• PKA: pK1:4.70 (25°C)
• Explosive Limit: 1.6%(V)
• BRN: 1720312
• CAS DataBase Reference: TRANS-2-PENTENOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-2-PENTENOIC ACID(13991-37-2)
• EPA Substance Registry System: TRANS-2-PENTENOIC ACID(13991-37-2)

Safety Data

• Hazard Codes: C
• Statements: 22-34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 3
• WGK Germany: 3
• RTECS: SB2750000
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 13991-37-2(Hazardous Substances Data)

Usage

Chemical Description

Trans-2-pentenoic acid is an organic compound with the formula C5H8O2.

Chemical Properties

Different sources of media describe the Chemical Properties of 13991-37-2 differently. You can refer to the following data:
1. clear colorless to light yellow liquid
2. Colorless liquid; sour caramellic aroma.

Occurrence

Reported found in banana and beer.

Uses

2-Pentenoic acid has been used in preparation of new nonsteroidal human androgen receptor (hAR) agonists from an hAR antagonist pharmacophore, 2(1H)-piperidino[3,2-g]quinolinone.

Aroma threshold values

Medium strength odor, cheese type; recommend smelling in a 1% solution or less.

Taste threshold values

Sour acetic buttery taste at 25 ppm in water.

InChI:InChI=1/C5H8O2/c1-2-3-4-5(6)7/h3-4H,2H2,1H3,(H,6,7)/p-1/b4-3+

Upstream product

• 91-22-5 quinoline 
• 141-82-2 malonic acid 
• 123-38-6 propionaldehyde 
• 42482-20-2 3-hydroxyvaleric acid 
• 1576-86-9 2-pentenal 
• 5963-77-9 pent-2-ynoic acid 
• 64-19-7 acetic acid 
• 106-98-9 1-butylene 
• 1822-71-5 n-pentylsodium 
• 109-66-0 pentane 
• 107-01-7 butene-2 
• 927-80-0 1-ethoxyacetylene 
• 5204-64-8 3-pentenoic acid 
• 1576-96-1 (E)-2-penten-1-ol 

Downstream Products

• 15790-87-1 Methyl (E)-2-pentenoate 
• 38073-87-9 (+/-)-trans-6-ethyl-cyclohex-3-enecarboxylic acid 
• 2445-93-4 ethyl 2-pentenoate 
• 15790-87-1 methyl 2-pentenoate 
• 74502-25-3 (1R,6S)-2-Acetoxy-6-ethyl-cyclohex-3-enecarboxylic acid 
• 78-59-1 3,5,5-Trimethylcyclohex-2-en-1-one 
• 40920-68-1 3-methyl-5-ethylcyclohex-2-en-1-one 
• 137204-61-6 5-ethyl-3-phenyl-2-cyclohexenone 
• 137204-63-8 3,5-diphenyl-5-methyl-2-cyclohexenone 
• 31849-78-2 (Z)-1-bromo-1-butene 
• 79912-57-5 (2R*,3S*)-2,3-dibromopentanoic acid 
• 1576-96-1 (E)-2-penten-1-ol 
• 18664-78-3 3-aminopentanoic acid 
• 1026226-31-2 β-Phenylmercapto-n-pentansaeure 

Relevant articles and documents

A Convenient Synthetic Route to (E)-2-Penten-1-ol

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Direct and Selective Synthesis of Adipic and Other Dicarboxylic Acids by Palladium-Catalyzed Carbonylation of Allylic Alcohols

A general and direct synthesis of dicarboxylic acids including industrially important adipic acid by palladium-catalyzed dicarbonylation of allylic alcohol is reported. Specifically, the combination of PdCl2 and a bisphosphine ligand (HeMaRaphos) promotes two different carbonylation reactions with high activity and excellent selectivity.

Palladium catalyzed carbonylations of alkenyl halides with formic acid to get corresponding Α,Β-unsaturated carboxylic acids and esters

Palladium-catalysed carbonylation reactions have been developed in the presence of formic acid as carbon monoxide source. α,β-Unsaturated carboxylic acids and esters were synthesized by the transformation of alkenyl halides in moderate to good yields. The selection of the base proved to be crucial regarding the reaction outcome. A set of various substrates were proven under optimised reaction conditions. Compared to aliphatic alcohols, phenols showed excellent reactivity as O-nucleophiles.

Selective Isomerization of Terminal Alkenes to (Z)-2-Alkenes Catalyzed by an Air-Stable Molybdenum(0) Complex

Positional and stereochemical selectivity in the isomerization of terminal alkenes to internal alkenes is observed using the cis-Mo(CO)4(PPh3)2 precatalyst. A p-toluenesulfonic acid (TsOH) cocatalyst is essential for catalyst activity. Various functionalized terminal alkenes have been converted to the corresponding 2-alkenes, generally favoring the Z isomer with selectivity as high as 8:1 Z:E at high conversion. Interrogation of the catalyst initiation mechanism by 31P NMR reveals that cis-Mo(CO)4(PPh3)2 reacts with TsOH at elevated temperatures to yield a phosphine-ligated Mo hydride (MoH) species. Catalysis may proceed via 2,1-insertion of a terminal alkene into a MoH group and stereoselective β-hydride elimination to yield the (Z)-2-alkene.