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About This Item
Empirical Formula (Hill Notation):
Ag2O
CAS Number:
Molecular Weight:
231.74
EC Number:
MDL number:
UNSPSC Code:
12352303
PubChem Substance ID:
NACRES:
NA.21
Quality Level
product line
ReagentPlus®
assay
99%
form
powder or chunks
reaction suitability
reagent type: catalyst
core: silver
SMILES string
[Ag]O[Ag]
InChI
1S/2Ag.O
InChI key
KHJDQHIZCZTCAE-UHFFFAOYSA-N
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Application
Mediates monoprotection of symmetrical diols with alkyl halides in good to excellent yield.
Silver(I) oxide may be used to mediate the following processes:
- Selective monoalkylation of symmetric diols in the presence of alkyl halide.
- Palladium catalyzed cross-coupling of aryl- and alkenylsilanols with organic halides.
- Palladium-catalyzed reaction of aryl and alkenyl halides with terminal alkynes to form arylated or alkenylated alkynes, respectively.
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
signalword
Danger
hcodes
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Ox. Sol. 1
wgk_germany
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
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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A New Transformation of Silanols. Palladium-Catalyzed Cross-Coupling with Organic Halides in the Presence of Silver (I) Oxide
Hirabayashi K, et al.
Organic Letters, 1(2), 299-302 (1999)
Highly selective silver (I) oxide mediated monoprotection of symmetrical diols
Bouzide A and Sauve G.
Tetrahedron Letters, 38(34), 5945-5948 (1997)
Abderrahim Bouzide et al.
Organic letters, 4(14), 2329-2332 (2002-07-06)
[reaction: see text] The reaction of symmetrical diols and oligo(ethylene glycol)s with a stoichiometric amount of p-toluenesulfonyl chloride in the presence of silver(I) oxide and a catalytic amount of potassium iodide led selectively to the monotosylate derivatives in high yields.
Eagleson M.
Concise Encyclopedia Chemistry, 124-124 (1994)
Bouzide, A. Sauve, G.
Tetrahedron Letters, 38, 5945-5945 (1997)
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