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857297

Sigma-Aldrich

D-(+)-Ribonic γ-lactone

97%

Synonym(s):

D(+)-Ribono-1,4-lactone

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About This Item

Empirical Formula (Hill Notation):
C5H8O5
CAS Number:
5336-08-3
Molecular Weight:
148.11
Beilstein:
82057
EC Number:
226-256-5
MDL number:
MFCD00063241
UNSPSC Code:
12352202
PubChem Substance ID:
24888436
NACRES:
NA.22

Assay

97%

form

crystals

optical activity

[α]24/D +18°, c = 1 in H2O

mp

85-87 °C (lit.)

SMILES string

OC[C@H]1OC(=O)[C@H](O)[C@@H]1O

InChI

1S/C5H8O5/c6-1-2-3(7)4(8)5(9)10-2/h2-4,6-8H,1H2/t2-,3-,4-/m1/s1

InChI key

CUOKHACJLGPRHD-BXXZVTAOSA-N

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Application

Important building block for chiral acyclics, cyclopentenones, and oxabicyclic systems. Also employed in studies on nonlinear optical materials.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

857297-BULK:
857297-5G:
857297-100G:
857297-VAR:
857297-1G:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Aldrichimica Acta, 22, 49-49 (1989)
Chemistry of Materials, 5, 802-802 (1993)
P C Raveendranath et al.
Carbohydrate research, 253, 207-223 (1994-02-03)
A series of 3-C-alkyl- (and 3-C-phenyl-) 2,3-dideoxy-D-erythro-pentono-1,4-lactones, compounds which are important in the synthesis of modified nucleosides and antibiotic sugars, were synthesized from D-ribonolactone. By a route that proceeded via 5-O-protected D-ribonolactone, 5-O-protected 2,3-dideoxy-D-glycero-pent-2-enono-1,4-lactones were synthesized and reacted with R2CuLi
High resolution gas chromatographic/real-time high resolution mass spectrometric identification of organic acids in human urine.
S Lewis et al.
Analytical chemistry, 51(8), 1275-1285 (1979-07-01)
Nucleosides. CXLVIII. Synthesis of 6-(beta-D-ribofuranosyl)picolinamide. A novel C-nucleoside from D-ribonolactone.
M M Kabat et al.
Chemical & pharmaceutical bulletin, 36(2), 634-640 (1988-02-01)
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