ChemicalBook > CAS DataBase List > 2(5H)-Furanone

2(5H)-Furanone

Product Name
2(5H)-Furanone
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;2H-furan-5-one;Crotonolactone
CBNumber
CB3201475
Molecular Formula
C4H4O2
Formula Weight
84.07
MOL File
497-23-4.mol
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2(5H)-Furanone Property

Melting point:
4-5 °C (lit.)
Boiling point:
86-87 °C/12 mmHg (lit.)
Density 
1.185 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.469(lit.)
FEMA 
4138 | 4-HYDROXY-2-BUTENOIC ACID GAMMA-LACTONE
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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
RTECS 
LU3453000
F 
8-10
Hazard Note 
Irritant
HS Code 
29322980
Hazardous Substances Data
497-23-4(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
283754
Product name
2(5H)-Furanone
Purity
98%
Packaging
1g
Price
$89.1
Updated
2024/03/01
Sigma-Aldrich
Product number
283754
Product name
2(5H)-Furanone
Purity
98%
Packaging
5g
Price
$350
Updated
2024/03/01
TCI Chemical
Product number
C1078
Product name
gamma-Crotonolactone
Purity
>93.0%(GC)
Packaging
5mL
Price
$50
Updated
2024/03/01
TCI Chemical
Product number
C1078
Product name
gamma-Crotonolactone
Purity
>93.0%(GC)
Packaging
25mL
Price
$180
Updated
2024/03/01
Alfa Aesar
Product number
L13142
Product name
2(5H)-Furanone, 96%
Packaging
1g
Price
$62.65
Updated
2024/03/01
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2(5H)-Furanone Chemical Properties,Usage,Production

Chemical Properties

Colorless to pale brown-yellow clear liquid

Chemical Properties

2(5H)-Furanone is light brown liquid

Occurrence

Reported found in coffee

Uses

2(5H)-Furanone is employed in the preparation of 5-substituted 2(5H) furanones (gamma-butenolides) catalyzed by bifunctional aminothiourea and aminosquaramide organocatalysts through direct aldol reaction with aromatic aldehydes. Further, it is used in the synthesis of lignans by Michael addition reactions. In addition to this, it is used in three-component Michael-Aldol reactions with an aldehyde and thiolate or carbanion.

Uses

2(5H)-Furanone is a heterocyclic organic compound that is used widely in the synthetic preparation of pharmaceutical goods.

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.]

2(5H)-Furanone Preparation Products And Raw materials

Raw materials

Preparation Products

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2(5H)-Furanone Suppliers

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View Lastest Price from 2(5H)-Furanone manufacturers

Henan Fengda Chemical Co., Ltd
Product
2(5H)-Furanone 497-23-4
Price
US $5.00-2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-16
Hebei Duling International Trade Co. LTD
Product
2(5H)-Furanone 497-23-4
Price
US $30.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100tons
Release date
2022-10-25
Henan Aochuang Chemical Co.,Ltd.
Product
2(5H)-Furanone 497-23-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1Ton
Release date
2022-10-13

497-23-4, 2(5H)-FuranoneRelated Search:

Furan Furazolidone Benzofuran CYMARIN RUBRATOXIN B Citraconic anhydride DIGOXIN CIS-BUTENEDIOIC ANHYDRIDE Dichloromaleic anhydride 2,3-Dimethylmaleic anhydride DIGITOXIGENIN G-STROPHANTHIN Ascorbyl Palmitate Erythorbic Acid CIS-ACONITIC ANHYDRIDE 2,3-DIPHENYLMALEIC ANHYDRIDE 4-Methoxy-2,5-dimethyl-3(2H)-furanone Digitoxin

  • .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
  • 2(5H)-Furanone 2-Oxo-2,5-dihydrofuran
  • 2(5H)-FURANONE FOR SYNTHESIS 1 ML
  • 2-Furanone
  • 2(5H)-Furanone 98%
  • but-2-en-4-olide
  • 2H-furan-5-one
  • .delta.,.alpha.,.beta.-Butenolide
  • .gamma.-Crotolactone
  • .gamma.-Hydroxycrotonicacidlactone
  • 2(5H)-Furanone (.gamma.-crotonolactone)
  • AKOS BBS-00003279
  • FURAN-2(5H)-ONE
  • FURANONE
  • GAMMA-CROTONOLACTONE
  • CARMELAN
  • 2-Buten-4-olide
  • 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-Butenolide
  • 2-Oxo-2,5-dihydrofuran(2-[5H]-furanone)
  • 4-Hydroxy-2-butenoic acid gamma-lactone
  • 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
  • Butenolide
  • Crotonic acid, 4-hydroxy-, gamma-lactone
  • Crotonicacid,4-hydroxy-,.gamma.-lactone
  • Crotonolactone
  • 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&gt