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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

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)

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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"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)
"Enantioselective synthesis of (R)-(-)-praziquantel (PZQ)"
Roszkowski P, et al.
Tetrahedron Asymmetry, 17(09), 1415-1419 (2006)

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