Product Name

  • Name

    (R)-BETA-METHYL-GAMMA-BUTYROLACTONE

  • EINECS
  • CAS No. 65284-00-6
  • Article Data97
  • CAS DataBase
  • Density 1.04 g/cm3
  • Solubility
  • Melting Point
  • Formula C5H8O2
  • Boiling Point 206.624 °C at 760 mmHg
  • Molecular Weight 100.117
  • Flash Point 74.98 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 65284-00-6 ((R)-BETA-METHYL-GAMMA-BUTYROLACTONE)
  • Hazard Symbols
  • Synonyms 2(3H)-Furanone,dihydro-4-methyl-, (R)-;(R)-beta-Methyl-g-butyrolactone;
  • PSA 26.30000
  • LogP 0.56940

Synthetic route

(R)-(+)-3-methyl-4-methoxymethyloxybutanenitrile
222539-30-2

(R)-(+)-3-methyl-4-methoxymethyloxybutanenitrile

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
With sulfuric acid In acetic acid for 1.5h; Heating;93%
1-(2-Methylpropyl) 4-hydrogen (S)-2-methylbutanedioate

1-(2-Methylpropyl) 4-hydrogen (S)-2-methylbutanedioate

A

(S)-3-methyl-4-butanolide
64190-48-3

(S)-3-methyl-4-butanolide

B

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
With lithium borohydride In tetrahydrofuran at 50℃; for 1h;A 69%
B n/a
methyl (S)-(+)-3-methyl-5-oxohexanoate
89393-67-9

methyl (S)-(+)-3-methyl-5-oxohexanoate

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
Stage #1: methyl (S)-(+)-3-methyl-5-oxohexanoate With 3-chloro-benzenecarboperoxoic acid In chloroform at 20℃; for 48h; Baeyer-Villager oxidation;
Stage #2: With potassium hydroxide In methanol for 4h; Heating;
Stage #3: With hydrogenchloride pH=3 - 4;
68%
(3R)-4-(tert-butyldimethylsilanyloxy)-3-methylbutyronitrile
172668-98-3

(3R)-4-(tert-butyldimethylsilanyloxy)-3-methylbutyronitrile

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
With sulfuric acid In acetic acid Heating;60%
(S)-3-Methyl-4-<(tetrahydropyranyl)oxy>butanenitrile
110171-23-8

(S)-3-Methyl-4-<(tetrahydropyranyl)oxy>butanenitrile

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
With hydrogenchloride In methanol for 7h; Heating;46%
Multi-step reaction with 2 steps
1: aq. HCl / methanol / 4 h / Heating
2: 32.0 g / aq. NaOH / 5 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: aq. KOH / ethane-1,2-diol / 6 h / Heating
2: aq. HCl / 0.25 h / 100 °C
View Scheme
(R)-4-(iodomethyl)dihydrofuran-2(3H)-one
88557-21-5

(R)-4-(iodomethyl)dihydrofuran-2(3H)-one

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
With hydrogen; calcium carbonate; Raney Ni W-7 In ethanol for 0.5h; Ambient temperature;8.8%
methyl (R)-3-hydroxy-2-methylpropionate
72657-23-9

methyl (R)-3-hydroxy-2-methylpropionate

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

(R)-3-Methyl-4-[((E)-propenyl)oxy]-butyraldehyde
132364-20-6, 132364-47-7, 132437-73-1, 132437-98-0

(R)-3-Methyl-4-[((E)-propenyl)oxy]-butyraldehyde

A

(S)-3-methyl-4-butanolide
64190-48-3

(S)-3-methyl-4-butanolide

B

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
Jones oxidation; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
(R)-(+)-4-tert. butoxy-3-methylbutyric acid
60610-08-4

(R)-(+)-4-tert. butoxy-3-methylbutyric acid

A

(S)-3-methyl-4-butanolide
64190-48-3

(S)-3-methyl-4-butanolide

B

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 1.5h; Heating; Yield given. Title compound not separated from byproducts;
trans-(R)-2-Octen-4-ol
84621-55-6

trans-(R)-2-Octen-4-ol

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
Multistep reaction;
(R)-4-Hydroxy-3-methyl-N-((R)-1-phenyl-ethyl)-butyramide
90897-90-8

(R)-4-Hydroxy-3-methyl-N-((R)-1-phenyl-ethyl)-butyramide

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
With hydrogenchloride; potassium hydroxide Multistep reaction;
(2R,3S)-3,4,6-Trimethyl-2-phenyl-3,4,6,7-tetrahydro-2H-furo[3,2-f][1,4]oxazepin-5-one

(2R,3S)-3,4,6-Trimethyl-2-phenyl-3,4,6,7-tetrahydro-2H-furo[3,2-f][1,4]oxazepin-5-one

A

(S)-3-methyl-4-butanolide
64190-48-3

(S)-3-methyl-4-butanolide

B

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
In tetrahydrofuran at -100℃; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
(R)-4-Hydroxy-3-methyl-butyric acid
108772-87-8

(R)-4-Hydroxy-3-methyl-butyric acid

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
With hydrogenchloride at 100℃; for 0.25h; Yield given;
(-)-ethyl (R)-(E)-3,6-dimethyl-4-heptenoate
92232-04-7

(-)-ethyl (R)-(E)-3,6-dimethyl-4-heptenoate

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
With sodium tetrahydroborate; ozone 1.) EtOH, CHCl3, -78 degC; Yield given. Multistep reaction;
(S)-4-Methyl-2-oxo-tetrahydro-furan-3-carboxylic acid
96540-43-1, 147139-95-5

(S)-4-Methyl-2-oxo-tetrahydro-furan-3-carboxylic acid

A

(S)-3-methyl-4-butanolide
64190-48-3

(S)-3-methyl-4-butanolide

B

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
at 180 - 200℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
(R)-(+)-3-methyldihydrofuran-2,5-dione
83247-83-0

(R)-(+)-3-methyldihydrofuran-2,5-dione

A

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

B

(R)-3-methyl-dihydro-furan-2-one
55254-35-8

(R)-3-methyl-dihydro-furan-2-one

Conditions
ConditionsYield
With hydrogen; magnesium sulfate; triethylamine; Ru2Cl4(DIOP)3 In toluene at 120℃; for 10h; Yield given. Title compound not separated from byproducts;
(R)-3-Methyl-4-(tetrahydro-pyran-2-yloxy)-butyramide

(R)-3-Methyl-4-(tetrahydro-pyran-2-yloxy)-butyramide

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
With sodium hydroxide for 5h; Cyclization; Lactonization; Hydrolysis; Heating;32.0 g
(R)-4-hydroxy-3-methyl-butyronitrile
217189-83-8

(R)-4-hydroxy-3-methyl-butyronitrile

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
Stage #1: (R)-4-hydroxy-3-methyl-butyronitrile With sodium hydroxide In ethanol Heating;
Stage #2: With toluene-4-sulfonic acid In benzene Heating;
(E)-4-hydroxy-3-methylbut-2-enoic acid
44647-19-0

(E)-4-hydroxy-3-methylbut-2-enoic acid

A

(S)-3-methyl-4-butanolide
64190-48-3

(S)-3-methyl-4-butanolide

B

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
Stage #1: (E)-4-hydroxy-3-methylbut-2-enoic acid With chiral ruthenium catalyst; hydrogen; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl
Stage #2: With hydrogen cation Further stages.;
With Ru(OAc)2((R)-BINAP); hydrogen Title compound not separated from byproducts.;
4-methyl-2(5H)-furanone
6124-79-4

4-methyl-2(5H)-furanone

A

(S)-3-methyl-4-butanolide
64190-48-3

(S)-3-methyl-4-butanolide

B

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
With sodium tetrahydroborate; methyl-bis-((S)-4-phenyl-4,5-dihydro-oxazol-2-yl)-amine; cobalt(II) chloride In ethanol at 20℃; for 24h; Title compound not separated from byproducts;
With C32H12BF24(1-)*C37H44IrN2OP(1+); hydrogen In dichloromethane at 20℃; under 75007.5 Torr; for 24h; optical yield given as %ee; enantioselective reaction;
(R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-thiobutyric acid S-ethyl ester
917590-87-5

(R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-thiobutyric acid S-ethyl ester

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 5h;
With tetrabutyl ammonium fluoride In tetrahydrofuran
4-methyl-2(5H)-furanone
6124-79-4

4-methyl-2(5H)-furanone

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
With Glycine max p51 reductase; NADPH In phosphate buffer at 36℃; for 12h; pH=7.0;
(3R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-thiobutyric acid S-methyl ester

(3R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-thiobutyric acid S-methyl ester

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride
3-Methylbutenoic acid
541-47-9

3-Methylbutenoic acid

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 45 percent / SeO2
2.1: H2; BINAP; chiral ruthenium catalyst
2.2: H(1+)
View Scheme
MOM ether of (S)-(+)-methyl 3-hydroxy-2-methylpropionate
105164-20-3

MOM ether of (S)-(+)-methyl 3-hydroxy-2-methylpropionate

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 79 percent / LiAlH4 / diethyl ether / 4 h / Ambient temperature
2: 90 percent / pyridine / 0 - 5 °C
3: 90 percent / dimethylsulfoxide / 50 °C
4: 93 percent / aq. H2SO4 / aq. acetic acid / 1.5 h / Heating
View Scheme
(R)-(+)-2-methyl-3-methoxymethyloxypropan-1-ol
126308-33-6

(R)-(+)-2-methyl-3-methoxymethyloxypropan-1-ol

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 90 percent / pyridine / 0 - 5 °C
2: 90 percent / dimethylsulfoxide / 50 °C
3: 93 percent / aq. H2SO4 / aq. acetic acid / 1.5 h / Heating
View Scheme
(S)-(+)-2-methyl-3-methoxymethyloxypropan-1-yl tosylate
222539-28-8

(S)-(+)-2-methyl-3-methoxymethyloxypropan-1-yl tosylate

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / dimethylsulfoxide / 50 °C
2: 93 percent / aq. H2SO4 / aq. acetic acid / 1.5 h / Heating
View Scheme
(R)-(+)-3-methyldihydrofuran-2,5-dione
83247-83-0

(R)-(+)-3-methyldihydrofuran-2,5-dione

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) calcium sulfate hemihydrate, 2.) molecular sieves 4 Angstroem / 1.) dioxane, 22 deg C, 45 h, lipozyme from Mucor miehei, 2.) cyclohexane, 22 deg C, 43 h, Novozym 435 from Candida antarctica
2: LiBH4 / tetrahydrofuran / 1 h / 50 °C
View Scheme
Multi-step reaction with 2 steps
1: calcium sulfate hemihydrate / dioxane / 45 h / 22 °C / lipozyme from Mucor miehei
2: LiBH4 / tetrahydrofuran / 1 h / 50 °C
View Scheme
(R)-3-(tetrahydro-2-pyranyloxy)-2-methyl-1-propanol
88728-99-8

(R)-3-(tetrahydro-2-pyranyloxy)-2-methyl-1-propanol

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 95 percent / pyridine
2: 70 percent / dimethylsulfoxide / 48 h / Ambient temperature
3: 46 percent / conc. HCl / methanol / 7 h / Heating
View Scheme
(S)-3-(tetrahydro-2-pyranyloxy)-2-methylpropyl p-toluenesulfonate
88557-54-4, 96947-43-2

(S)-3-(tetrahydro-2-pyranyloxy)-2-methylpropyl p-toluenesulfonate

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 70 percent / dimethylsulfoxide / 48 h / Ambient temperature
2: 46 percent / conc. HCl / methanol / 7 h / Heating
View Scheme
(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

4-bromo-3-methyl-butyric acid ethyl ester
56703-10-7

4-bromo-3-methyl-butyric acid ethyl ester

Conditions
ConditionsYield
With hydrogen bromide In ethanol for 16h; Ambient temperature;96%
With hydrogen bromide In ethanol
ethanol
64-17-5

ethanol

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

ethyl (R)-(+)-4-bromo-3-methylbutanoate
89363-48-4

ethyl (R)-(+)-4-bromo-3-methylbutanoate

Conditions
ConditionsYield
With hydrogen bromide for 16h; Ambient temperature;96%
Isobutyl iodide
513-38-2

Isobutyl iodide

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

(2R)-2,6-dimethylheptan-1-ol
59983-44-7

(2R)-2,6-dimethylheptan-1-ol

Conditions
ConditionsYield
Stage #1: Isobutyl iodide With tert.-butyl lithium In diethyl ether; pentane at -78 - 20℃;
Stage #2: (R)-3-methyl-γ-butyrolactone In diethyl ether; pentane at -78℃; for 3h; Further stages;
79%
1-Iodooctane
629-27-6

1-Iodooctane

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

(R)-2-methyldodecan-1-ol
109034-03-9

(R)-2-methyldodecan-1-ol

Conditions
ConditionsYield
Stage #1: 1-Iodooctane With tert.-butyl lithium In diethyl ether; pentane at -78 - 20℃; for 1.5h;
Stage #2: (R)-3-methyl-γ-butyrolactone In diethyl ether; pentane at -78℃; for 3h; Further stages;
78%
(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

1-Iodohexane
638-45-9

1-Iodohexane

(R)-(+)-2-methyl-1-decanol
80698-14-2

(R)-(+)-2-methyl-1-decanol

Conditions
ConditionsYield
Stage #1: 1-Iodohexane With tert.-butyl lithium In diethyl ether; pentane at -78 - 20℃; for 1.5h;
Stage #2: (R)-3-methyl-γ-butyrolactone In diethyl ether; pentane at -78℃; for 3h; Further stages;
75%
(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

prenyl bromide
870-63-3

prenyl bromide

A

(2R,3R)-3-methyl-2-(3-methyl-2-butenyl)-4-butanolide
142746-33-6

(2R,3R)-3-methyl-2-(3-methyl-2-butenyl)-4-butanolide

B

(2S,3R)-3-methyl-2-(3-methyl-2-butenyl)-4-butanolide
142795-62-8

(2S,3R)-3-methyl-2-(3-methyl-2-butenyl)-4-butanolide

Conditions
ConditionsYield
With lithium diisopropyl amide 1) THF, -78 deg C, 1 h, 2) -78 deg C, 1 h; Yield given. Multistep reaction. Yields of byproduct given;
methyl cyanoformate
17640-15-2

methyl cyanoformate

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

3(R)-carbomethoxy-4(R)-methyldihydro-2(3H)-furanone
115047-73-9

3(R)-carbomethoxy-4(R)-methyldihydro-2(3H)-furanone

Conditions
ConditionsYield
With lithium diisopropyl amide 1.) THF, -78 deg C, 1.5 h, 2.) THF, -78 deg C, 3h; Yield given. Multistep reaction;
eschenmoser's salt
33797-51-2

eschenmoser's salt

(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

(R)-3-Dimethylaminomethyl-4-methyl-dihydro-furan-2-one

(R)-3-Dimethylaminomethyl-4-methyl-dihydro-furan-2-one

Conditions
ConditionsYield
With lithium diisopropyl amide 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, a) -78 deg C, 1 h, b) RT, overnight; Multistep reaction;
(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

(-)-(2E,4R)-5-methyl-2-hexen-4-ol
92283-72-2

(-)-(2E,4R)-5-methyl-2-hexen-4-ol

4(R)-methyl-5(R)-(1(S),4-dimethyl-2(E)-pentenyl)dihydro-2(3H)furanone
106237-56-3

4(R)-methyl-5(R)-(1(S),4-dimethyl-2(E)-pentenyl)dihydro-2(3H)furanone

Conditions
ConditionsYield
Multistep reaction;
(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

(-)-(2E,4R)-5-methyl-2-hexen-4-ol
92283-72-2

(-)-(2E,4R)-5-methyl-2-hexen-4-ol

A

(3R,4S)-3-((E)-(S)-1,4-Dimethyl-pent-2-enyl)-4-methyl-dihydro-furan-2-one
106237-50-7, 106356-22-3, 106356-23-4, 106356-24-5, 110455-54-4, 110455-55-5, 115115-38-3, 122292-21-1

(3R,4S)-3-((E)-(S)-1,4-Dimethyl-pent-2-enyl)-4-methyl-dihydro-furan-2-one

B

4(R)-methyl-3(R)-(1(S),4-dimethyl-2(E)-pentenyl)dihydro-2(3H)-furanone
110455-54-4

4(R)-methyl-3(R)-(1(S),4-dimethyl-2(E)-pentenyl)dihydro-2(3H)-furanone

C

4(S)-methyl-3(S)-(1(S),4-dimethyl-2(E)-pentenyl)dihydro-2(3H)-furanone
106237-50-7

4(S)-methyl-3(S)-(1(S),4-dimethyl-2(E)-pentenyl)dihydro-2(3H)-furanone

D

4(R)-methyl-3(S)-(1(S),4-dimethyl-2(E)-pentenyl)dihydro-2(3H)-furanone
110455-55-5

4(R)-methyl-3(S)-(1(S),4-dimethyl-2(E)-pentenyl)dihydro-2(3H)-furanone

Conditions
ConditionsYield
In toluene at 110℃; for 48h; Product distribution; Mechanism; investigation of the steric course Claisen rearrangements of lactone;
With acid In toluene at 110℃; for 48h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

trans-(R)-2-Octen-4-ol
84621-55-6

trans-(R)-2-Octen-4-ol

(3R,4S)-4-Methyl-3-((E)-(S)-1-methyl-hept-2-enyl)-dihydro-furan-2-one
84564-83-0, 97277-06-0, 97277-07-1, 97277-08-2

(3R,4S)-4-Methyl-3-((E)-(S)-1-methyl-hept-2-enyl)-dihydro-furan-2-one

Conditions
ConditionsYield
With potassium tert-butylate; tert-butyl alcohol; Trimethylacetic acid 1) toluene, reflux, 2 d, 2) Et2O, 3 h, 25 degC; Yield given. Multistep reaction;
(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

trans-(R)-2-Octen-4-ol
84621-55-6

trans-(R)-2-Octen-4-ol

A

4(R)-methyl-3(R)-(1(S)-methyl-2(E)-heptenyl)dihydro-2(3H)-furanone
97277-06-0

4(R)-methyl-3(R)-(1(S)-methyl-2(E)-heptenyl)dihydro-2(3H)-furanone

B

4(R)-methyl-3(S)-(1(S)-methyl-2(E)-heptenyl)dihydro-2(3H)-furanone
97277-07-1

4(R)-methyl-3(S)-(1(S)-methyl-2(E)-heptenyl)dihydro-2(3H)-furanone

Conditions
ConditionsYield
Multistep reaction. Title compound not separated from byproducts;
(R)-3-methyl-γ-butyrolactone
65284-00-6

(R)-3-methyl-γ-butyrolactone

trans-(R)-2-Octen-4-ol
84621-55-6

trans-(R)-2-Octen-4-ol

4(R)-methyl-3(S)-(1(S)-methyl-2(E)-heptenyl)dihydro-2(3H)-furanone
97277-07-1

4(R)-methyl-3(S)-(1(S)-methyl-2(E)-heptenyl)dihydro-2(3H)-furanone

Conditions
ConditionsYield
Multistep reaction. Title compound not separated from byproducts;

2(3H)-Furanone,dihydro-4-methyl-, (4R)- Specification

The systematic name of 2(3H)-Furanone,dihydro-4-methyl-, (4R)- is (4S)-4-methyldihydrofuran-2(3H)-one. With the CAS registry number 65284-00-6, it is also named as (R)-beta-Methyl-gamma-butyrolactone. In addition, its molecular formula is C5H8O2 and its molecular weight is 100.11582.

The other characteristics of 2(3H)-Furanone,dihydro-4-methyl-, (4R)- can be summarized as: (1)ACD/LogP: -0.10; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0; (4)ACD/LogD (pH 7.4): 0; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 17; (8)ACD/KOC (pH 7.4): 17; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.431; (14)Molar Refractivity: 24.891 cm3; (15)Molar Volume: 96.249 cm3; (16)Polarizability: 9.867×10-24cm3; (17)Surface Tension: 29.379 dyne/cm; (18)Density: 1.04 g/cm3; (19)Flash Point: 74.98 °C; (20)Enthalpy of Vaporization: 44.287 kJ/mol; (21)Boiling Point: 206.624 °C at 760 mmHg; (22)Vapour Pressure: 0.235 mmHg at 25 °C.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=C1OC[C@@H](C)C1
(2)InChI: InChI=1/C5H8O2/c1-4-2-5(6)7-3-4/h4H,2-3H2,1H3/t4-/m0/s1
(3)InChIKey: ALZLTHLQMAFAPA-BYPYZUCNBA
(4)Std. InChI: InChI=1S/C5H8O2/c1-4-2-5(6)7-3-4/h4H,2-3H2,1H3/t4-/m0/s1
(5)Std. InChIKey: ALZLTHLQMAFAPA-BYPYZUCNSA-N

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