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N-(Chloromethyl)phthalimide

Product Name
N-(Chloromethyl)phthalimide
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
Formula Weight
195.6
MOL File
17564-64-6.mol
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N-(Chloromethyl)phthalimide Property

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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
232424
Product name
N-(Chloromethyl)phthalimide
Purity
97%
Packaging
10g
Price
$105
Updated
2024/03/01
Sigma-Aldrich
Product number
232424
Product name
N-(Chloromethyl)phthalimide
Purity
97%
Packaging
50g
Price
$369
Updated
2024/03/01
TCI Chemical
Product number
A5504
Product name
N-Chloromethylphthalimide [for HPLC Labeling]
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$131
Updated
2024/03/01
Alfa Aesar
Product number
A12018
Product name
N-(Chloromethyl)phthalimide, 97%
Packaging
25g
Price
$66.65
Updated
2024/03/01
Alfa Aesar
Product number
A12018
Product name
N-(Chloromethyl)phthalimide, 97%
Packaging
100g
Price
$274
Updated
2024/03/01
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N-(Chloromethyl)phthalimide Chemical Properties,Usage,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

Raw materials

Preparation Products

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N-(Chloromethyl)phthalimide Suppliers

Carbosynth
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View Lastest Price from N-(Chloromethyl)phthalimide manufacturers

Hebei Chuanghai Biotechnology Co,.LTD
Product
N-(Chloromethyl)phthalimide 17564-64-6
Price
US $9.00/KG
Min. Order
1KG
Purity
99.9
Supply Ability
1 ton
Release date
2024-07-30
Career Henan Chemical Co
Product
N-(Chloromethyl)phthalimide 17564-64-6
Price
US $1.00/KG
Min. Order
1KG
Purity
≥98%
Supply Ability
200kg
Release date
2019-08-30

17564-64-6, N-(Chloromethyl)phthalimideRelated Search:


  • 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]
  • 1-[(2R,4S,5S)-5-(fluoromethyl)-4-hydroxy-2-oxolanyl]-5-methylpyrimidine-2,4-dione
  • 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)
  • N-Chloromethylphthalimide [for HPLC Labeling]&gt
  • 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