158623
Phenoxyacetyl chloride
98%
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About This Item
Prodotti consigliati
Livello qualitativo
Saggio
98%
Indice di rifrazione
n20/D 1.534 (lit.)
P. eboll.
225-226 °C (lit.)
Densità
1.235 g/mL at 25 °C (lit.)
Gruppo funzionale
acyl chloride
phenoxy
Stringa SMILE
ClC(=O)COc1ccccc1
InChI
1S/C8H7ClO2/c9-8(10)6-11-7-4-2-1-3-5-7/h1-5H,6H2
PKUPAJQAJXVUEK-UHFFFAOYSA-N
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Categorie correlate
Applicazioni
Phenoxyacetyl chloride was used in the synthesis of:
- series of macrocyclic bis-β-lactams
- 5-phenyl-6-epiphenoxymethylpenicillin benzyl ester
- N-protected guanosine derivatives, useful in RNA synthesis
- phenyloxyketene, for cycloaddition to imines leading to β-lactams
Avvertenze
Danger
Indicazioni di pericolo
Classi di pericolo
Skin Corr. 1B - STOT SE 3
Organi bersaglio
Respiratory system
Rischi supp
Codice della classe di stoccaggio
8A - Combustible corrosive hazardous materials
Classe di pericolosità dell'acqua (WGK)
WGK 3
Dispositivi di protezione individuale
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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Medicinal chemistry (Shariqah (United Arab Emirates)), 10(7), 730-737 (2014-02-27)
A series of macrocyclic bis-β-lactams has been synthesized in three good yielding steps using a Staudinger [2+2] cycloaddition reaction of ketene derived from phenoxyacetyl chloride as the key step. The reaction provided a diastereomeric mixture of cis-anti-cis (C2-symmetry) and cis-syn-cis
Tetrahedron, 63, 3380-3380 (2007)
Journal of medicinal chemistry, 18(5), 486-490 (1975-05-01)
Cycloaddition of azidoacetyl chloride to benzyl D-5,5-dimethyl-5-phenyl-2-thiazoline-4-carboxylate (1a) gave 5-phenyl-6alpha-azidopenicillanate (2a). By catalytic reduction of 2a and reaction with phenoxyacetyl chloride, 5-phenyl-6-epiphenoxymethylpenicillin benzyl ester (4a) was obtained. Oxidation of 4a gave the sulfoxide 6, which was isomerized in the presence
Organic letters, 6(15), 2555-2557 (2004-07-17)
[reaction: see text] The formation of a guanosine derivative silylated at both the O6 and amino groups was identified by (15)N NMR. This intermediate allows facile reaction with acetyl chloride or phenoxyacetyl chloride to give in high yield the corresponding
Tetrahedron Letters, 48, 1657-1657 (2007)
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