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2(5H)-Furanone

2(5H)-Furanone Structure
CAS No.
497-23-4
Chemical Name:
2(5H)-Furanone
Synonyms
FURANONE;FURAN-2(5H)-ONE;Butenolide;γ-Crotonolactone;2-Furanone;4-Hydroxy-2-butenoic acid gamma-lactone;CARMELAN;2-Butenolide;Crotonolactone;2H-furan-5-one
CBNumber:
CB3201475
Molecular Formula:
C4H4O2
Molecular Weight:
84.07
MOL File:
497-23-4.mol
Modify Date:
2024/7/23 18:28:04

2(5H)-Furanone Properties

Melting point 4-5 °C (lit.)
Boiling point 86-87 °C/12 mmHg (lit.)
Density 1.185 g/mL at 25 °C (lit.)
FEMA 4138 | 4-HYDROXY-2-BUTENOIC ACID GAMMA-LACTONE
refractive index n20/D 1.469(lit.)
Flash point 214 °F
storage temp. 2-8°C
solubility Chloroform, Ethyl Acetate (Slightly)
form Liquid
color Clear colorless to pale yellow or amber
Odor buttery
Odor Type buttery
Water Solubility Immiscible with water.
JECFA Number 2000
BRN 383585
Stability Moisture Sensitive
InChIKey VIHAEDVKXSOUAT-UHFFFAOYSA-N
LogP -0.600
CAS DataBase Reference 497-23-4(CAS DataBase Reference)
NIST Chemistry Reference 2(5H)-Furanone(497-23-4)
EPA Substance Registry System 2(5H)-Furanone (497-23-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P280a-P305+P351+P338-P321-P332+P313-P337+P313-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26
WGK Germany  3
RTECS  LU3453000
8-10
Hazard Note  Irritant
HS Code  29322980
NFPA 704
1
2 1

2(5H)-Furanone price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 283754 2(5H)-Furanone 98% 497-23-4 1G ₹4362.48 2022-06-14 Buy
Sigma-Aldrich(India) 283754 2(5H)-Furanone 98% 497-23-4 5G ₹20545.85 2022-06-14 Buy
TCI Chemicals (India) C1078 γ-Crotonolactone min. 93.0 % 497-23-4 5ML ₹10700 2022-05-26 Buy
TCI Chemicals (India) C1078 γ-Crotonolactone min. 93.0 % 497-23-4 25ML ₹20600 2022-05-26 Buy
ottokemi F 1895 2(5H)-Furanone 98% 497-23-4 1gm ₹4005 2022-05-26 Buy
Product number Packaging Price Buy
283754 1G ₹4362.48 Buy
283754 5G ₹20545.85 Buy
C1078 5ML ₹10700 Buy
C1078 25ML ₹20600 Buy
F 1895 1gm ₹4005 Buy

2(5H)-Furanone Chemical Properties,Uses,Production

Chemical Properties

2(5H)-Furanone is light brown liquid

Occurrence

Reported found in coffee

Uses

2(5H)-Furanone is a versatile reagent used in Michael addition reactions1 for synthesis of lignans.2 Also employed in three-component Michael-Aldol reactions with an aldehyde anda thiolate3 or carbanion.4

Definition

2(5H)-Furanone is a mycotoxin that contains an α,β-unsaturated lactone moiety.

General Description

Chiral urea compounds catalyzed hetero-Michael addition reaction of 2(5H)-furanone (γ-crotonolactone) to pyrrolidine. The quorum sensing inhibition activity by 2(5H)-furanone was studied using bioindicator strains.

Hazard

Extremely toxic.

Purification Methods

Fractionally distil the lactone under reduced pressure. IR: (CCl4) 1784 and 1742 cm-1, UV no max above 205nm ( 1160 cm-1 M-1) and 1HR: (CCl3) : 2.15 (pair of triplets 1H), 3.85 (pair of triplets 1H) and 5.03 (triplet 2H). [Price & Judge Org Synth Coll Vol V 255 1973, Smith & Jones Can J Chem 37 2007, 2092 1959, Beilstein 17/9 V 112.]

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.alpha.,.beta.-Crotonolactone γ-Crotonolactone, 2-Buten-1,4-olide 2,5-Dihydrofuranone 5-Oxo-2,5-dihydrofuran-3-yl ester a,b-Crotonolactone Crotonic acid, 4-hydroxy- 2,5-Dihydrofuran-2-one 2(5H)-Furanone,γ-Crotonolactone, 2-Buten-1,4-olide .gamma.-Hydroxycrotonicacidlactone .gamma.-Crotolactone .delta.,.alpha.,.beta.-Butenolide but-2-en-4-olide 2(5H)-Furanone 98% 2(5H)-FURANONE FOR SYNTHESIS 1 ML 2(5H)-Furanone 2-Oxo-2,5-dihydrofuran 2(5H)-Furanone (.gamma.-crotonolactone) AKOS BBS-00003279 GAMMA-CROTONOLACTONE 2-Butenoic acid, 4-hydroxy-, gamma-lactone 2-Butenoic acid-gamma-lactone 2-Butenoicacid,4-hydroxy-,.gamma.-lactone 2-Butenoicacid.gamma.-lactone 2-butenoicacidgamma-lactone 2-Oxo-2,5-dihydrofuran(2-[5H]-furanone) 4-Hydroxy-2-butenoic acid lactone 4-Hydroxy-2-butenoicacid.gamma.-lactone 4-hydroxy-2-butenoicacidgamma-lactone 4-Hydroxy-2-butenoicacidlactone 4-hydroxy-2-butenoicacigamma-lactone 4-hydroxy-crotonicacigamma-lactone 5H-Furan-2-one alpha,beta-Crotonolactone Crotonic acid, 4-hydroxy-, gamma-lactone Crotonicacid,4-hydroxy-,.gamma.-lactone delta,alpha,beta-Butenolide gamma-Crotolactone gamma-Hydroxycrotonic acid lactone gamma-hydroxycrotonicacidlactone Isocrotonolactone 2-BUTEN-1,4-OLIDE 2-OXO-2,5-DIHYDROFURAN 2(5H)-FURANONE 2,5-DIHYDRO-2-FURANONE 2(5H)-Furanone,98% 5-HYDROFURAN-2-ONE 2-Buten-1,4-olide~gamma-Crotonolactone g-Crotonolactone γ-Crotonolactone> 2(5H)-Furanone 497-23-4 2-Furanone FURAN-2(5H)-ONE FURANONE CARMELAN 2-Buten-4-olide 2-Butenolide 4-Hydroxy-2-butenoic acid gamma-lactone Butenolide Crotonolactone