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40834-42-2

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40834-42-2 Usage

Chemical Properties

Brownish Yellow Semi Solid

Uses

5-Hydroxy-4-methyl-2(5H)-furanone is a non-halogenated furanone used in studies to verify the mutagenicity of halogen substituted furanones.

Check Digit Verification of cas no

The CAS Registry Mumber 40834-42-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,0,8,3 and 4 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 40834-42:
(7*4)+(6*0)+(5*8)+(4*3)+(3*4)+(2*4)+(1*2)=102
102 % 10 = 2
So 40834-42-2 is a valid CAS Registry Number.
InChI:InChI=1/C5H6O3/c1-3-2-4(6)8-5(3)7/h2,5,7H,1H3

40834-42-2SDS

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-Hydroxy-4-Methyl-2(5H)Furanone

1.2 Other means of identification

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

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:40834-42-2 SDS

40834-42-2Synthetic route

ethyl (E/Z)-4,4-dimethoxy-3-methylbut-2-enoate
83803-81-0

ethyl (E/Z)-4,4-dimethoxy-3-methylbut-2-enoate

5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

Conditions
ConditionsYield
With hydrogenchloride; iodine for 3h; Heating;100%
C14H26O3Si

C14H26O3Si

5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

Conditions
ConditionsYield
With amberlyst-15; water Ambient temperature;81%
propionaldehyde
123-38-6

propionaldehyde

Glyoxilic acid
298-12-4

Glyoxilic acid

5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

Conditions
ConditionsYield
With morpholine; hydrogenchloride In water at 20℃; for 13h; Reflux;76%
With morpholine In 1,4-dioxane; water
Stage #1: Glyoxilic acid With morpholine In n-heptane; water at 0 - 20℃;
Stage #2: propionaldehyde In n-heptane; water at 20 - 45℃;
Stage #3: With hydrogenchloride In n-heptane; water at 20℃;
propionaldehyde
123-38-6

propionaldehyde

2,2-dihydroxyacetic acid
563-96-2

2,2-dihydroxyacetic acid

5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

Conditions
ConditionsYield
With morpholin hydrochloride In 1,4-dioxane; water 1) RT, 1 h, 2) 24 h, reflux;76%
citraconic acid anhydride
616-02-4

citraconic acid anhydride

A

5-Hydroxy-3-methyl-5H-furan-2-one
931-23-7

5-Hydroxy-3-methyl-5H-furan-2-one

B

5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

Conditions
ConditionsYield
With lithium tri-t-butoxyaluminum hydride In tetrahydrofuran at -30 - -15℃; for 3h; Inert atmosphere;A 7%
B 60%
citraconic acid anhydride
616-02-4

citraconic acid anhydride

A

5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

B

4-methyl-2(5H)-furanone
6124-79-4

4-methyl-2(5H)-furanone

C

3-methyl-5H-furan-2-one
22122-36-7

3-methyl-5H-furan-2-one

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran THF, 0 deg C, 45 min; room temperature, 45 min;A 5%
B 43%
C 5%
γ-morpholinobutenolide
78920-07-7

γ-morpholinobutenolide

5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

Conditions
ConditionsYield
With hydrogenchloride for 0.25h; Heating; Yield given;
2-ethoxy-3-methyl-2H-furan-5-one
78920-13-5

2-ethoxy-3-methyl-2H-furan-5-one

5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

Conditions
ConditionsYield
With hydrogenchloride for 0.25h; Heating; Yield given;
L-menthyl glyoxylate
26315-61-7

L-menthyl glyoxylate

(E)-1-(N-morpholino)propene
51043-49-3

(E)-1-(N-morpholino)propene

A

5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

B

(E)-3-Methyl-4-oxo-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester
109745-72-4

(E)-3-Methyl-4-oxo-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Conditions
ConditionsYield
With sulfuric acid; toluene-4-sulfonic acid Multistep reaction. Yields of byproduct given;
With sulfuric acid; toluene-4-sulfonic acid Yield given. Multistep reaction;
4-methyl-2-(triisopropyl)silyloxy-furan
203131-19-5

4-methyl-2-(triisopropyl)silyloxy-furan

5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 78 percent / dimethyldioxirane / acetone; CH2Cl2
2: 81 percent / H2O, Amberlyst-15 / Ambient temperature
View Scheme
1,1-diethoxypropane
4744-08-5

1,1-diethoxypropane

morpholin hydrochloride
10024-89-2

morpholin hydrochloride

glyoxalic acid monohydrate
6000-59-5

glyoxalic acid monohydrate

5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; aqueous sodium chloride; ethyl acetate
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

BF4OEt3

BF4OEt3

(Z)-3-Methyl-4-oxo-but-2-enoic acid ethyl ester
62054-50-6

(Z)-3-Methyl-4-oxo-but-2-enoic acid ethyl ester

Conditions
ConditionsYield
With sodium hydride95%
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

thiophenol
108-98-5

thiophenol

4-methyl-5-(phenylthio)furan-2(5H)-one

4-methyl-5-(phenylthio)furan-2(5H)-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 80℃; for 15h;90%
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

3-(triphenylphosphoranylidene)butan-2-one
26487-92-3

3-(triphenylphosphoranylidene)butan-2-one

4-Methyl-5-(1-methyl-2-oxo-propyl)-5H-furan-2-one
58661-11-3

4-Methyl-5-(1-methyl-2-oxo-propyl)-5H-furan-2-one

Conditions
ConditionsYield
In toluene Heating;85%
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

methyl iodide
74-88-4

methyl iodide

methyl (Z)-3-methyl-4-oxo-2-butenoate
96928-85-7

methyl (Z)-3-methyl-4-oxo-2-butenoate

Conditions
ConditionsYield
With sodium hydride In N,N,N,N,N,N-hexamethylphosphoric triamide85%
With sodium hydride 1.) HMPA, 0 deg C, 1 h, 2.) 20 min; Yield given. Multistep reaction;
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

triethylsilyl chloride
994-30-9

triethylsilyl chloride

5-triethylsilyloxy-4-methyl-2(5H)-furanone
958300-33-9

5-triethylsilyloxy-4-methyl-2(5H)-furanone

Conditions
ConditionsYield
With pyridine In dichloromethane at 0℃; for 1h;82%
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

3-methyl-5,6-diaza-2,4-cyclohexadien-1-one
54709-94-3

3-methyl-5,6-diaza-2,4-cyclohexadien-1-one

Conditions
ConditionsYield
With hydrazine In tetrahydrofuran at 20 - 60℃;80%
With hydrazine In tetrahydrofuran at 20 - 60℃;80%
Multi-step reaction with 4 steps
1: tetrahydrofuran / 4 h / Heating
2: conc. HCl / 0.25 h / Heating
3: HCl(g) / 12 h / Heating
4: 60 percent / H2N-NH2*H2O / aq. ethanol / 3 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: HCl(g) / 12 h / Heating
2: 60 percent / H2N-NH2*H2O / aq. ethanol / 3 h / Heating
View Scheme
3-amino-5-tert-butylisoxazole
55809-36-4

3-amino-5-tert-butylisoxazole

5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

5-(5-tert-butyl-1,2-isoxazol-3-yl)amino-4-methyl-2,5-dihydrofuran-2-one

5-(5-tert-butyl-1,2-isoxazol-3-yl)amino-4-methyl-2,5-dihydrofuran-2-one

Conditions
ConditionsYield
In toluene for 8h; Reflux;71%
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

benzyl alcohol
100-51-6

benzyl alcohol

5-(benzyloxy)-4-methylfuran-2(5H)-one

5-(benzyloxy)-4-methylfuran-2(5H)-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In 1,4-dioxane; toluene for 5h; Heating;70%
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

benzylamine
100-46-9

benzylamine

1-benzyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one
42855-59-4

1-benzyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one

Conditions
ConditionsYield
Stage #1: 5-hydroxy-4-methyl-5H-furan-2-one; benzylamine In isopropyl alcohol at 40℃; for 1h;
Stage #2: With sodium tetrahydroborate; sodium hydroxide In water; isopropyl alcohol at 0 - 25℃; for 1.5h;
Stage #3: With acetic acid at 50℃; for 16h; pH=7-8;
69%
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

5-chloro-4-(trifluoromethyl)pyridin-2-amine
1095823-39-4

5-chloro-4-(trifluoromethyl)pyridin-2-amine

5-(5-chloro-4-trifluoromethylpyridin-2-yl)amino-4-methyl-2,5-dihydrofuran-2-one

5-(5-chloro-4-trifluoromethylpyridin-2-yl)amino-4-methyl-2,5-dihydrofuran-2-one

Conditions
ConditionsYield
In toluene for 16h; Reflux;68%
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

t-butyldimethylsiyl triflate
69739-34-0

t-butyldimethylsiyl triflate

5-tert-butyldimethylsilyloxy-4-methyl-2(5H)-furanone
958300-34-0

5-tert-butyldimethylsilyloxy-4-methyl-2(5H)-furanone

Conditions
ConditionsYield
With 2,6-dimethylpyridine In dichloromethane at 0℃; for 2h;64%
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

trichloroacetonitrile
545-06-2

trichloroacetonitrile

3-methyl-5-oxo-2,5-dihydrofuran-2-yl 2,2,2-trichloroacetimidate
861899-14-1

3-methyl-5-oxo-2,5-dihydrofuran-2-yl 2,2,2-trichloroacetimidate

Conditions
ConditionsYield
With sodium hydride In dichloromethane at 20℃; for 4h;63%
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

1-(4-methoxybenzyl)-4-methyl-1,5-dihydro-2H-pyrrol-2-one

1-(4-methoxybenzyl)-4-methyl-1,5-dihydro-2H-pyrrol-2-one

Conditions
ConditionsYield
Stage #1: 5-hydroxy-4-methyl-5H-furan-2-one; 4-methoxy-benzylamine In isopropyl alcohol at 40℃; for 1h;
Stage #2: With sodium tetrahydroborate; sodium hydroxide In water; isopropyl alcohol at 0 - 25℃; for 1.5h;
Stage #3: With acetic acid In water; isopropyl alcohol at 50℃; for 16h; pH=7-8;
63%
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

[13C]methyl iodide
4227-95-6

[13C]methyl iodide

4-methyl-5-(methyl-13C)furan-2(5H)-one

4-methyl-5-(methyl-13C)furan-2(5H)-one

Conditions
ConditionsYield
Stage #1: [13C]methyl iodide With magnesium In diethyl ether at 40℃; for 1h; Inert atmosphere;
Stage #2: 5-hydroxy-4-methyl-5H-furan-2-one In diethyl ether at 0 - 20℃;
57%
vinyl acetate
108-05-4

vinyl acetate

5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

(-)-5-(R)-acetoxy-4-methyl-2(5H)-furanone
180063-09-6

(-)-5-(R)-acetoxy-4-methyl-2(5H)-furanone

Conditions
ConditionsYield
With lipase R immobilized on Hyflo Super Cell In diethyl ether for 240h; Ambient temperature;52%
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

(-)-menthol
2216-51-5

(-)-menthol

A

5-menthyloxy-4-methyl-2<5H>-furanone
120262-97-7, 120263-06-1, 120263-07-2, 120262-96-6

5-menthyloxy-4-methyl-2<5H>-furanone

B

(5S)-5-(l-menthyloxy)-4-methyl-2(5H)-furanone
120262-97-7

(5S)-5-(l-menthyloxy)-4-methyl-2(5H)-furanone

Conditions
ConditionsYield
A 39%
B n/a
at 120℃; for 72h; Yield given. Yields of byproduct given;
at 120℃; for 72h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

(2E)-3-phenyl-2-propen-1-ol
4407-36-7

(2E)-3-phenyl-2-propen-1-ol

4-methyl-5-cinnamyloxy-2(5H)-furanone

4-methyl-5-cinnamyloxy-2(5H)-furanone

Conditions
ConditionsYield
With toluene-4-sulfonic acid for 24h; Heating;34%
(E)-5-(furan-3-yl)-2-methylpent-2-en-1-ol
22391-29-3

(E)-5-(furan-3-yl)-2-methylpent-2-en-1-ol

5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

ursinanolide
83882-99-9

ursinanolide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane for 72h; Ambient temperature;27%
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

Z-(3,7-dimethylocta-2,6-dienyl)diphenylphosphine oxide
70143-03-2

Z-(3,7-dimethylocta-2,6-dienyl)diphenylphosphine oxide

2Z,4Z,6Z-3,7,11-trimethyldideca-2,4,6,10-tetraenoic acid
70143-09-8

2Z,4Z,6Z-3,7,11-trimethyldideca-2,4,6,10-tetraenoic acid

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran for 3h;10%
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

E-(3,7-dimethylocta-2,6-dienyl)diphenylphosphine oxide
13303-62-3

E-(3,7-dimethylocta-2,6-dienyl)diphenylphosphine oxide

2Z,4E,6E-3,7,11-trimethyldideca-2,4,6,10-tetraenoic acid
70143-08-7

2Z,4E,6E-3,7,11-trimethyldideca-2,4,6,10-tetraenoic acid

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran7%
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

Methyl diethylphosphonoacetate
1067-74-9

Methyl diethylphosphonoacetate

(2Z,4E)-5-methoxycarbonyl-3-methyl-2,4-petadienone acid
3555-79-1

(2Z,4E)-5-methoxycarbonyl-3-methyl-2,4-petadienone acid

Conditions
ConditionsYield
With sodium methylate In methanol; diethyl ether
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

cyclohex-1-enylmethyl-triphenyl-phosphonium; bromide
57380-65-1

cyclohex-1-enylmethyl-triphenyl-phosphonium; bromide

(2Z,4E)-5-Cyclohex-1-enyl-3-methyl-penta-2,4-dienoic acid
41438-10-2

(2Z,4E)-5-Cyclohex-1-enyl-3-methyl-penta-2,4-dienoic acid

Conditions
ConditionsYield
(i) PhLi, (ii) /BRN= 1561665/; Multistep reaction;
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

triphenyl((2,6,6-trimethylcyclohex-1-enyl)methyl)phosphonium bromide
56013-01-5

triphenyl((2,6,6-trimethylcyclohex-1-enyl)methyl)phosphonium bromide

(2Z,4E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-en-1'-yl)-2,4-pentadienoic acid
14398-44-8

(2Z,4E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-en-1'-yl)-2,4-pentadienoic acid

Conditions
ConditionsYield
(i) PhLi, (ii) /BRN= 1561665/; Multistep reaction;
5-hydroxy-4-methyl-5H-furan-2-one
40834-42-2

5-hydroxy-4-methyl-5H-furan-2-one

trans-β-formyl crotonic acid
54168-84-2

trans-β-formyl crotonic acid

Conditions
ConditionsYield
With sodium methylate In methanol

40834-42-2Relevant articles and documents

Begley et al.

, p. 4279 (1975)

Synthesis of a 13C-labelled seed-germination inhibitor (3,4,5-trimethylfuran-2(5H)-one) for the mode of action elucidation

Po?ta, Martin,Soós, Vilmos,Beier, Petr

, p. 1475 - 1480 (2018)

Abstract: It has been found that the butenolide 3,4,5-trimethylfuran-2(5H)-one, isolated from plant-derived smoke, efficiently inhibits seed germination and significantly reduces the effect of the highly active germination promotor karrikinolide (KAR

Synthesis of γ-hydroxybutenolides applying crossed aldol condensation in the presence of a bulky Lewis acid and their anti-tumor activity

Yamano, Yumiko,Fujita, Yumi,Mizuguchi, Yukari,Nakagawa, Kimie,Okano, Toshio,Ito, Masayoshi,Wada, Akimori

, p. 1365 - 1370 (2008/09/16)

An improved synthesis of γ-hydroxybutenolides 1a - d was achieved via crossed aldol condensation between aldehydes 2a - d and the protected γ-hydroxy-β-methylbutenolides 3 or 4 using the bulky Lewis acid, aluminum tris(2,6-diphenylphenoxide) (ATPH). Using this same methodology, the γ-hydroxybutenolides 17a - d having various heteroaromatic rings were synthesized and their anti-tumor activities were evaluated.

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