221163
Silver(I) oxide
ReagentPlus®, 99%
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About This Item
Empirical Formula (Hill Notation):
Ag2O
CAS Number:
Molecular Weight:
231.74
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352303
EC Number:
243-957-1
MDL number:
Assay:
99%
Form:
powder or chunks
Product Name
Silver(I) oxide, ReagentPlus®, 99%
InChI key
KHJDQHIZCZTCAE-UHFFFAOYSA-N
InChI
1S/2Ag.O
SMILES string
[Ag]O[Ag]
product line
ReagentPlus®
assay
99%
form
powder or chunks
reaction suitability
reagent type: catalyst
core: silver
Quality Level
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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
Storage Class
5.1A - Strongly oxidizing hazardous materials
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
危险化学品
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Highly selective silver (I) oxide mediated monoprotection of symmetrical diols
Bouzide A and Sauve G.
Tetrahedron Letters, 38(34), 5945-5948 (1997)
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)
Eagleson M.
Concise Encyclopedia Chemistry, 90-90 (1994)
Non-Sonogashira-type palladium-catalyzed coupling reactions of terminal alkynes assisted by silver (I) oxide or tetrabutylammonium fluoride.
Mori A, et al.
Organic Letters, 2(19), 2935-2937 (2000)
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.
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