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636401

Sigma-Aldrich

Phthalylglycyl chloride

96%

Synonym(s):

1,3-Dioxo-2-isoindolineacetyl chloride, NSC 401729, Phthalylglycine acid chloride

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About This Item

Empirical Formula (Hill Notation):
C10H6ClNO3
CAS Number:
6780-38-7
Molecular Weight:
223.61
EC Number:
229-840-8
MDL number:
MFCD00192872
UNSPSC Code:
12352100
PubChem Substance ID:
24882779
NACRES:
NA.22

Quality Level

100

Assay

96%

form

solid

SMILES string

ClC(=O)CN1C(=O)c2ccccc2C1=O

InChI

1S/C10H6ClNO3/c11-8(13)5-12-9(14)6-3-1-2-4-7(6)10(12)15/h1-4H,5H2

InChI key

RHZBRCQIKQUQHQ-UHFFFAOYSA-N

Related Categories

General description

Phthalylglycyl chloride can be synthesized via reaction of phthalyl-glycine with thionyl chloride.

Application

Phthalylglycyl chloride can be used in the synthesis of N-Phthalimidoacetyl-β-phenylethylamnine.
Reactant involved in:
  • Synthesis of selenium-containing amino acid analogs with bactericidal and antifungal activity
  • Photoinduced single electron transfer cyclization for preparation of cyclic peptides
  • Arndt-Eistert synthesis
  • Mitsunobu and arbuzov-type multicomponent pathway
  • Remote C-H bond functionalization
  • Amido-alkylation for synthesis of benzofuran derivatives

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301,H314

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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)

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"Enantioselective synthesis of (R)-(-)-praziquantel (PZQ)"
Roszkowski P, et al.
Tetrahedron Asymmetry, 17(09), 1415-1419 (2006)
"Synthesis and stereochemistry of azeto [2, 1-a] isoquinolin-2-one derivatives"
Csomos P,et al.
ARKIVOC (Gainesville, FL, United States), 87, 93-93 (2003)

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