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698-10-2

3-Hydroxy-4-methyl-5-ethyl-2(5H)furanone, also known as Abhexone, is a light yellow liquid with a sweet, fruity taste and brown maple note. It is found in coffee and has a bouillon-like, coffee, and lovage aroma, depending on its concentration. It can be prepared starting from alkyl 2-oxobutanoate through self-condensation followed by decarbomethoxylation or by condensation with propionaldehyde and subsequent cyclization. Alkyl 2-oxobutanoate is available from acrylaldehyde and sodium cyanide via alkyl 2-hydroxy-3-butenoate or by reaction of dialkyloxalate with ethyl magnesium bromide.
Usage:
Used in Food Industry:
3-Hydroxy-4-methyl-5-ethyl-2(5H)furanone is used as a flavoring agent for its sweet, maple, caramel odor and aroma, enhancing the taste and aroma of various food products.
Used in Aromatization of Food:
3-Hydroxy-4-methyl-5-ethyl-2(5H)furanone is used for aromatization of food, providing a unique and pleasant flavor profile to food products, particularly those with coffee, maple, or caramel notes.

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    Cas No: 698-10-2

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  • 698-10-2 Structure

  • Basic information

    1. Product Name: 3-Hydroxy-4-methyl-5-ethyl-2(5H)furanone
    2. Synonyms: MAPLE FURANONE;Emoxyfurone;ETHYL FENUGREEK LACTONE;FEMA 3153;3-hydroxy-4-methyl-5-ethyl-2(5h)furanone;3-HYDROXY-4-METHYL-5-ETHYL-2-FURANONE;5-ETHYL-4-METHYL-3-HYDROXYFURANONE;5-ETHYL-3-HYDROXY-4-METHYL-2(5H)-FURANONE
    3. CAS NO:698-10-2
    4. Molecular Formula: C7H10O3
    5. Molecular Weight: 142.15
    6. EINECS: 211-811-6
    7. Product Categories: Alphabetical Listings;E-F;Flavors and Fragrances;food additive
    8. Mol File: 698-10-2.mol

  • Chemical Properties

    1. Melting Point: 31-35 °C(lit.)
    2. Boiling Point: 83-86 °C0.5 mm Hg(lit.)
    3. Flash Point: >230 °F
    4. Appearance: light yellow liquid
    5. Density: 1.1643 (rough estimate)
    6. Vapor Pressure: 0.00387mmHg at 25°C
    7. Refractive Index: n20/D 1.49(lit.)
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. PKA: 9.28±0.40(Predicted)
    11. CAS DataBase Reference: 3-Hydroxy-4-methyl-5-ethyl-2(5H)furanone(CAS DataBase Reference)
    12. NIST Chemistry Reference: 3-Hydroxy-4-methyl-5-ethyl-2(5H)furanone(698-10-2)
    13. EPA Substance Registry System: 3-Hydroxy-4-methyl-5-ethyl-2(5H)furanone(698-10-2)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: 24/25
    4. RIDADR: UN 3335
    5. WGK Germany: 3
    6. RTECS:
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 698-10-2(Hazardous Substances Data)

698-10-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 698-10-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,9 and 8 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 698-10:
(5*6)+(4*9)+(3*8)+(2*1)+(1*0)=92
92 % 10 = 2
So 698-10-2 is a valid CAS Registry Number.
InChI:InChI=1/C7H10O3/c1-3-5-4(2)6(8)7(9)10-5/h4-5H,3H2,1-2H3/t4-,5-/m0/s1

698-10-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Ethyl-3-hydroxy-4-methyl-2(5H)-furanone

1.2 Other means of identification

Product number -
Other names 2-ethyl-4-hydroxy-3-methyl-2H-furan-5-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:698-10-2 SDS

698-10-2Synthetic route

2-ethyl-4-hydroxy-3-methyl-5-oxo-2,5-dihydrofuran-2-carboxylic acid

2-ethyl-4-hydroxy-3-methyl-5-oxo-2,5-dihydrofuran-2-carboxylic acid

5-ethyl-3-hydroxy-4-methyl-(5H)-furan-2-one
698-10-2

5-ethyl-3-hydroxy-4-methyl-(5H)-furan-2-one

Conditions
ConditionsYield
at 150℃; for 10h;86%
2-hydroxy-4-(methoxycarbonyl)-3-methyl-2-hexen-4-olid
112026-00-3

2-hydroxy-4-(methoxycarbonyl)-3-methyl-2-hexen-4-olid

5-ethyl-3-hydroxy-4-methyl-(5H)-furan-2-one
698-10-2

5-ethyl-3-hydroxy-4-methyl-(5H)-furan-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: KOH / H2O / 1 h / 20 °C
2: 86 percent / 10 h / 150 °C
View Scheme
5-ethyl-3-hydroxy-4-methyl-(5H)-furan-2-one
698-10-2

5-ethyl-3-hydroxy-4-methyl-(5H)-furan-2-one

A

5-ethyl-3-hydroxy-4-methyl-2(5H)-furanone
144831-61-8

5-ethyl-3-hydroxy-4-methyl-2(5H)-furanone

B

(R)-5-ethyl-3-hydroxy-4-methylfuran-2(5H)-one
144831-60-7

(R)-5-ethyl-3-hydroxy-4-methylfuran-2(5H)-one

Conditions
ConditionsYield
With CHIRALPAK IA In ethyl acetate; isopropyl alcohol at 25℃; Resolution of racemate; optical yield given as %ee;

698-10-2Downstream Products

698-10-2Relevant articles and documents

Method for synthesizing ethyl cucurbituride lactone spice

-

Paragraph 0046-0061, (2021/11/14)

Compared with the existing similar products, the method comprises the following steps: preparing 2 -oxobutyric acid ethyl ester by Grignard reaction under the condition of absolute ethyl acetate as a starting raw material and carrying out Grignard reaction on potassium carbonate. After the needed carbon skeleton is cyclized under the action of acetaldehyde, ethylcucurbituric acid lactone is obtained, and the technological process is reduced. The reaction solvent and the extractant are recycled, so that the cost is reduced, the purity of the product is 98.36% through gas chromatography, and higher reaction yield is ensured.

Synthesis of 2-Hydroxy-3-methyl-2-hexen-4-olid

Stach, Hans,Huggenberg, Walter,Hesse, Manfred

, p. 369 - 374 (2007/10/02)

The title compound 13a, a substance used in food-flavoring, was synthesized in 89percent overall yield, starting from methyl 2-hydroxy-3-butenoate (3a).The key step in this transformation is the isomerization of the C=C bond in 3a which yielded methyl 2-oxobutanoate as an intermediate.The latter underwent a self-condensation yielding 2-hydroxy-4-(methoxycarbonyl)-3-methyl-2-hexen-4-olid (11a), which, after hyrolysis and decarboxylation, gave 13a.In addition the syntheses of five other compounds related to 13a are reported.

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