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N-(Chloromethyl)phthalimide

N-(Chloromethyl)phthalimide Structure
CAS No.
17564-64-6
Chemical Name:
N-(Chloromethyl)phthalimide
Synonyms
AKOS BBS-00000871;TIMTEC-BB SBB000346;Chloromethylphthalimide;N-(CHLOROMETHYL)PHTHALIMIDE;N-Chloromethyltrimellitimide;Phthalimide, N-(chloromethyl)-;N-(Chloromethyl)phthalimide,97%;N-(Chloromethyl)phthalimide 97%;N-(Chloromethyl)phthalimide, 98+%;2-(Chloromethyl)isoindole-1,3-dione
CBNumber:
CB4220350
Molecular Formula:
C9H6ClNO2
Molecular Weight:
195.6
MOL File:
17564-64-6.mol
MSDS File:
SDS
Modify Date:
2024/7/3 16:00:59

N-(Chloromethyl)phthalimide Properties

Melting point 131-135 °C (lit.)
Boiling point 305.2±25.0 °C(Predicted)
Density 1.3228 (rough estimate)
refractive index 1.5790 (estimate)
storage temp. 2-8°C
solubility chloroform: soluble50mg/mL
form powder to crystal
pka -2.63±0.20(Predicted)
color White to Almost white
Water Solubility slightly soluble
BRN 140942
InChI InChI=1S/C9H6ClNO2/c10-5-11-8(12)6-3-1-2-4-7(6)9(11)13/h1-4H,5H2
InChIKey JKGLRGGCGUQNEX-UHFFFAOYSA-N
SMILES C1(=O)C2=C(C=CC=C2)C(=O)N1CCl
CAS DataBase Reference 17564-64-6(CAS DataBase Reference)
NIST Chemistry Reference N-(chloromethyl)phthalimide(17564-64-6)
EPA Substance Registry System 1H-Isoindole-1,3(2H)-dione, 2-(chloromethyl)- (17564-64-6)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H301-H315-H317-H319-H335
Precautionary statements  P280-P301+P310+P330-P302+P352-P305+P351+P338
Hazard Codes  Xi,Xn
Risk Statements  36/37/38-52/53-43-22
Safety Statements  26-36-37/39-61-45
RIDADR  UN 2811 6.1 / PGIII
WGK Germany  3
9-21
TSCA  Yes
HS Code  29251995
NFPA 704
0
2 0

N-(Chloromethyl)phthalimide price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 232424 N-(Chloromethyl)phthalimide 97% 17564-64-6 10G ₹6170.25 2022-06-14 Buy
Sigma-Aldrich(India) 232424 N-(Chloromethyl)phthalimide 97% 17564-64-6 10G ₹6170.25 2022-06-14 Buy
Sigma-Aldrich 232424 N-(Chloromethyl)phthalimide 97% 17564-64-6 50G ₹23295.4 2022-06-14 Buy
Sigma-Aldrich(India) 232424 N-(Chloromethyl)phthalimide 97% 17564-64-6 50G ₹23295.4 2022-06-14 Buy
ALFA India ALF-A12018-22 N-(Chloromethyl)phthalimide, 97% 17564-64-6 100g ₹18021 2022-05-26 Buy
Product number Packaging Price Buy
232424 10G ₹6170.25 Buy
232424 10G ₹6170.25 Buy
232424 50G ₹23295.4 Buy
232424 50G ₹23295.4 Buy
ALF-A12018-22 100g ₹18021 Buy

N-(Chloromethyl)phthalimide Chemical Properties,Uses,Production

Chemical Properties

white crystalline powder

Uses

N-(Chloromethyl)phthalimide 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.

Application

N-(Chloromethyl)phthalimide is a chlorine derivative of Phthalimide. Phthalimide and its derivatives are essential compounds in diverse fields. In pharmaceuticals, they are used as an intermediate material. In the medical field, they are used to synthesize compounds with antimicrobial activity, androgens, and other agents for treating tumor necrosis factor. Certain phthalimide derivatives are used as herbicides and to reduce bacterial contamination. They are widely used in industries to produce pesticides, plastics, resins, and surfactants. The N-substitution of the Phthalimide has a hypsochromic effect on color change and better color yields on poly fabrics because of the electron-donating property of the methyl group and the higher hydrophobicity of Phthalimide. Its chlorine derivative is used as an intermediate for producing medicine, pharmacy, dyes, pesticides, fire retardants, and photocopying chemicals. In particular, N-(bromomethyl)phthalimide and N-(chloromethyl)phthalimide play a vital role in anti-inflammatory, analgesic, and hypolipidimic activities[1].

Purification Methods

Purify the imide by recrystallisation from EtOAc or CCl4 or via the 1:1 complex with pyridine [Sakellarios J Am Chem Soc 70 2822 1948, B.hme et al. Chem Ber 92 1258 1959]. [Beilstein 21/10 V 372.]

References

[1] V. Balachandran , S. Rajeswari, S. Lalitha . “Density functional theory, comparative vibrational spectroscopic studies, NBO, HOMO–LUMO analyses and thermodynamic functions of N-(bromomethyl)phthalimide and N-(chloromethyl)phthalimide.” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 91 (2012): Pages 146-157.

N-(Chloromethyl)phthalimide Preparation Products And Raw materials

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AKOS BBS-00000871 2-(CHLOROMETHYL)-1H-ISOINDOLE-1,3(2H)-DIONE TIMTEC-BB SBB000346 N-(CHLOROMETHYL)PHTHALIMIDE 1H-Isoindole-1,3(2H)-dione, 2-(chloromethyl)- 2-(chloromethyl)-1h-isoindole-3(2h)-dione Chloromethylphthalimide N-Chloromethyltrimellitimide Phthalimide, N-(chloromethyl)- N-Chloromethylphthalimide [for HPLC Labeling] 2-(ChloroMethyl)isoindoline-1,3-dione N-(Chloromethyl)phthalimide, 98+% 2-(Chloromethyl)isoindole-1,3-dione 2-(Chloromethyl)-2H-isoindole-1,3-dione N-(Chloromethyl)phthalimide,97% N-(Chloromethyl)-1H-Isoindole-1,3(2H)-dione N-(Chloromethyl)phthalimide 97% 2-(Chloromethyl)-1H-isoindol-1,3(2H)-dione 2-(2-Chloromethyl)-1H-isoindole-1,3(2H)-dione N-(Chloromethyl)phthalimide≥ 98% (HPLC) 1-[(2R,4S,5S)-5-(fluoromethyl)-4-hydroxy-2-oxolanyl]-5-methylpyrimidine-2,4-dione N-Chloromethylphthalimide [for HPLC Labeling]> 17564-64-6 N-Substituted Phthalimides N-Substituted Maleimides, Succinimides & Phthalimides UV Detection (HPLC Labeling Reagents) HPLC Labeling Reagents Carboxyl Group Labeling Reagents for HPLC Cyclic Imides Organic Building Blocks Building Blocks Carbonyl Compounds API Intermediate Carbonyl Compounds Cyclic Imides Organic Building Blocks N-Substituted Maleimides, Succinimides & Phthalimides N-Substituted Phthalimides UV Detection (HPLC Labeling Reagents) Analytical Chemistry Carboxyl Group Labeling Reagents for HPLC HPLC Labeling Reagents