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65284-00-6

Basic Information
CAS No.: 65284-00-6
Name: (R)-BETA-METHYL-GAMMA-BUTYROLACTONE
Article Data: 97
Molecular Structure:
Molecular Structure of 65284-00-6 ((R)-BETA-METHYL-GAMMA-BUTYROLACTONE)
Formula: C5H8O2
Molecular Weight: 100.117
Synonyms: 2(3H)-Furanone,dihydro-4-methyl-, (R)-;(R)-beta-Methyl-g-butyrolactone;
Density: 1.04 g/cm3
Boiling Point: 206.624 °C at 760 mmHg
Flash Point: 74.98 °C
PSA: 26.30000
LogP: 0.56940
Synthetic route
222539-30-2

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

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

A

64190-48-3

(S)-3-methyl-4-butanolide

B

65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
With lithium borohydride In tetrahydrofuran at 50℃; for 1h;A 69%
B n/a
89393-67-9

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

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%
172668-98-3

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

65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
With sulfuric acid In acetic acid Heating;60%
110171-23-8

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

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
88557-21-5

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

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%
72657-23-9

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

65284-00-6

(R)-3-methyl-γ-butyrolactone

132364-20-6, 132364-47-7, 132437-73-1, 132437-98-0

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

A

64190-48-3

(S)-3-methyl-4-butanolide

B

65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
Jones oxidation; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
60610-08-4

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

A

64190-48-3

(S)-3-methyl-4-butanolide

B

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;
84621-55-6

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

65284-00-6

(R)-3-methyl-γ-butyrolactone

Conditions
ConditionsYield
Multistep reaction;
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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