N-(Chloromethyl)phthalimide, 97%
N-(Chloromethyl)phthalimide, 97%
N-(Chloromethyl)phthalimide, 97%
Thermo Scientific Chemicals

N-(Chloromethyl)phthalimide, 97%

CAS: 17564-64-6 | C9H6ClNO2 | 195.602 g/mol
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Catalog number A12018.14
also known as A12018-14
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25 g
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Price (USD)
97.65
Online Exclusive
108.00
Save 10.35 (10%)
Each
Chemical Identifiers
CAS17564-64-6
IUPAC Name2-(chloromethyl)-2,3-dihydro-1H-isoindole-1,3-dione
Molecular FormulaC9H6ClNO2
InChI KeyJKGLRGGCGUQNEX-UHFFFAOYSA-N
SMILESClCN1C(=O)C2=CC=CC=C2C1=O
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SpecificationsSpecification SheetSpecification Sheet
Assay (GC)≥96.0%
Melting Point (clear melt)129.0-139.0?C
Appearance (Color)White to pale cream
FormCrystals or powder or crystalline powder
Assay (Titration ex Chloride)≥96.0 to ≤104.0%
It is used as an agrochemical and medicine intermediates and is used in organic synthesis. Microporous membranes prepared from chemically modified polysulfone, which is a derivative of this compound have better streaming potential.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
It is used as an agrochemical and medicine intermediates and is used in organic synthesis. Microporous membranes prepared from chemically modified polysulfone, which is a derivative of this compound have better streaming potential.

Solubility
Insoluble in water.

Notes
Store in cool place. Keep away from oxidizing agents. Incompatible with bases.
RUO – Research Use Only

General References:

  1. Ekkehard Hinke.; Eberhard Staude. Streaming potential of microporous membranes made from homogeneously functionalized polysulfone. J. Appl. Polym. Sci. 1991, 42 (11),2951-2958.
  2. M. Hariharan.; S. Chaberek.; A. E. Martella. Synthesis of Phosphonopeptide Derivatives. Synth. Commun. 1973, 3 (5),375-379.
  3. Reagent for carboxyl protection, e.g. in peptide synthesis, by reaction in the presence of an amine: Rec. Trav. Chim., 82, 941 (1963); or with KF in DMF: Synth. Commun., 8, 515 (1978). The phthalimidomethyl ester can be cleaved in various ways including hydrazinolysis, HBr in acetic acid or Zn/AcOH. See also N-(Hydroxymethyl) phthalimide, B21292 and Appendix 6.
  4. Also reported for the protection of thiols as the S-phthalimidomethyl (Pim) derivative. Cleavage is by hydrazinolysis, followed by Hg(II), Cu(II) or I2: Chem. Lett., 2139 (1994).
  5. Reagent for the amidomethylation of aromatic systems. For reviews of amidomethylation, see: Org. React., 14, 52 (1965); Synthesis, 49 (1970); 85, 181 (1984).