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1128-23-0

1128-23-0 Structure

1128-23-0 Structure
IdentificationMore
[Name]

L(+)-Gulonic acid gamma-lactone
[CAS]

1128-23-0
[Synonyms]

L-(+)-GULONIC ACID GAMMA-LACTONE
L-GULONIC ACID GAMMA-LACTONE
L-GULONIC GAMMA-LACTONE
L-GULONIC-G-LACTONE
L(+)-GULONO-1,4-LACTONE
L-GULONO-1,4-LACTONE
L-GULONO-GAMMA-LACTONE
L-GULONOLACTONE
L-Gulonic acid γ-lactone
L(+)-GULONIC ACID GAMMA-LACTONE 97%
L-GulonicAcid-y-Lactone
L-Gulonicacid-1,4-lactone
(3S,4S,5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-oxolan-2-one
L-(+)-GLUTONIC ACID GAMMA-LACTONE
L-(+)-GLUTONIC ACID-LACTONE
L-GULONO-1,4-LACTONE extrapure
L-Gulonic acid γ-lactone, L-(+)-Gulono-1,4-lactone
(3S)-3β,4β-Dihydroxy-5β-[(S)-1,2-dihydroxyethyl]-4,5-dihydro-2(3H)-furanone
[EINECS(EC#)]

1592732-453-0
[Molecular Formula]

C6H10O6
[MDL Number]

MFCD00064331
[Molecular Weight]

178.14
[MOL File]

1128-23-0.mol
Chemical PropertiesBack Directory
[Appearance]

White Solid
[Melting point ]

187-190 °C(lit.)
[alpha ]

54.5 º (c=2, water 57.5 ºC)
[Boiling point ]

230.35°C (rough estimate)
[density ]

1.3253 (rough estimate)
[refractive index ]

56 ° (C=2, H2O)
[storage temp. ]

0-6°C
[solubility ]

DMSO (Slightly), Methanol (Slightly), Water (Sparingly)
[form ]

Viscous Solution
[pka]

12.06±0.60(Predicted)
[color ]

White to Off-white
[Optical Rotation]

[α]19/D +55°, c = 4 in H2O
[Water Solubility ]

Soluble in water
[BRN ]

83002
[InChI]

InChI=1/C6H10O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-5,7-10H,1H2/t2-,3+,4-,5+/s3
[InChIKey]

SXZYCXMUPBBULW-QICJDPMJNA-N
[SMILES]

[C@H]1([C@@H](O)CO)OC(=O)[C@@H](O)[C@H]1O |&1:0,1,8,10,r|
[CAS DataBase Reference]

1128-23-0(CAS DataBase Reference)
Safety DataBack Directory
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[HS Code ]

29400090
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

L-Gulono-1,4-lactone is a precursor in the biosynthesis of ascorbic acid, one of the many forms of Vitamin C.
[Definition]

ChEBI: L-gulono-1,4-lactone is the furanose form of gulonolactone having L-configuration. It has a role as a human metabolite and a mouse metabolite. It is functionally related to a L-gulonic acid.
[Synthesis]

Ascorbic Acid

50-81-7

L(+)-Gulonic acid gamma-lactone

1128-23-0

The general procedure for the synthesis of L-gulosonic acid-γ-lactone from L-ascorbic acid was as follows: 10% Pd/C catalyst (8.3 g) was added to a solution of L-ascorbic acid (83.9 g, 0.477 mol) in water (600 mL). The reaction mixture was placed in a Parr hydrogenator and hydrogenated for 62 hours at 48 psi hydrogen pressure and 18°C. Upon completion of the reaction, the reaction mixture was filtered to remove the catalyst and the filtrate was concentrated under vacuum to afford L-gulosonic acid-γ-lactone (81.0 g, 96% yield) as an off-white solid. The resulting solid was dried in a vacuum oven at 50 °C for 18 h. The melting point was measured to be 182-184 °C.

[storage]

Store at 2-8°C
[References]

[1] Journal of Organic Chemistry, 1981, vol. 46, # 14, p. 2976 - 2977
[2] Patent: US2004/54172, 2004, A1
[3] Patent: US2003/232889, 2003, A1. Location in patent: Page/Page column 12
[4] Synlett, 2017, vol. 28, # 8, p. 970 - 972
[5] Tetrahedron Asymmetry, 1996, vol. 7, # 9, p. 2711 - 2720
Spectrum DetailBack Directory
[Spectrum Detail]

L(+)-Gulonic acid gamma-lactone(1128-23-0)MS
L(+)-Gulonic acid gamma-lactone(1128-23-0)1HNMR
L(+)-Gulonic acid gamma-lactone(1128-23-0)IR1
L(+)-Gulonic acid gamma-lactone(1128-23-0)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

L(+)-Gulonic acid gamma-lactone, 97%(1128-23-0)
[Sigma Aldrich]

1128-23-0(sigmaaldrich)
[TCI AMERICA]

L-(+)-Gulonic Acid gamma-Lactone,>98.0%(GC)(1128-23-0)
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