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Merck
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重要文件

158623

Sigma-Aldrich

苯氧乙酰氯

98%

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About This Item

線性公式:
C6H5OCH2COCl
CAS號碼:
分子量::
170.59
Beilstein:
607585
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

98%

折射率

n20/D 1.534 (lit.)

bp

225-226 °C (lit.)

密度

1.235 g/mL at 25 °C (lit.)

官能基

acyl chloride
phenoxy

SMILES 字串

ClC(=O)COc1ccccc1

InChI

1S/C8H7ClO2/c9-8(10)6-11-7-4-2-1-3-5-7/h1-5H,6H2

InChI 密鑰

PKUPAJQAJXVUEK-UHFFFAOYSA-N

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應用

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

象形圖

CorrosionExclamation mark

訊號詞

Danger

危險聲明

危險分類

Skin Corr. 1B - STOT SE 3

標靶器官

Respiratory system

安全危害

儲存類別代碼

8A - Combustible corrosive hazardous materials

水污染物質分類(WGK)

WGK 3

個人防護裝備

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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分析證明 (COA)

Lot/Batch Number

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Natarajan Arumugam et al.
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)
H Vanderhaeghe et al.
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
Yupeng Fan et al.
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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