All Photos(1)
Synonym(s):
D(+)-Ribono-1,4-lactone
Empirical Formula (Hill Notation):
C5H8O5
CAS Number:
Molecular Weight:
148.11
Beilstein:
82057
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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)
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)
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
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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