CAS 3481-09-2 N-Chlorophthalimide (HCID 18997)

Names & identifiers

Preferred name: N-Chlorophthalimide
IUPAC: 2-chloroisoindole-1,3-dione
English name: N-Chlorophthalimide
Molecular formula: C8H4ClNO2
Molecular weight: 181.58

Names & synonyms

N-CHLOROPHTHALIMIDE3481-09-2EINECS 222-459-8NSC 76078DTXSID90188346RefChem:163115DTXCID20110837222-459-82-Chloroisoindoline-1,3-dione1H-Isoindole-1,3(2H)-dione, 2-chloro-2-chloroisoindole-1,3-dioneMFCD00023027

Show more names

ncpPhthalimidoyl chlorideN-Chlorophthalimide,95%N-Chlorophthalimide 96%

Phthalimide chloridePhthalimide, N-chloro-NSC76078NSC-76078CS-W016001Chlorophtalimiden-chlorphthalimid2-chloranylisoindole-1,3-dione

Database identifiers

CAS: 3481-09-2
PubChem CID: 18997
DTXSID: DTXSID90188346
UNII: QE46AJ59DY
EC Number: 222-459-8
Nikkaji: J208.214D

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 37.4 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 12
Formal charge: 0
Complexity: 217

Experimental & physicochemical properties

SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy

Physicochemical properties

Melting point: 188 · 188-198 °C (lit.)
Boiling point: 315.1 · 315.1±25.0 °C(Predicted)
Density: 1.56 · 1.56±0.1 g/cm3(Predicted)
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2-8°C
form: powder to crystal
pka: -3.53 · -3.53±0.20(Predicted)
color: White to Almost white
InChI: InChI=1S/C8H4ClNO2/c9-10-7(11)5-3-1-2-4-6(5)8(10)12/h1-4H
InChIKey: WDRFYIPWHMGQPN-UHFFFAOYSA-N
SMILES: C1(=O)C2=C(C=CC=C2)C(=O)N1Cl
CAS DataBase Reference: 3481 · 3481-09-2(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
RIDADR: 1759 · 1759
WGK Germany: 1 · 1
HazardClass: 8 · 8
PackingGroup: II
HS Code: 29349990 · 29349990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (97.5%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (97.5%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 1
ridadr: 1759
hs_code: 29349990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
hazard_class: 8
Storage Class: 11 - Combustible Solids
packing_group: II
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

UsesN-Chlorophthalimide may be employed in the synthesis of:α-amino acetalα-amino nitro compoundsvicinal diamineα,β-unsaturated vicinal haloamino nitro compoundIt may also be used as a chlorination reagent for the synthesis of 3-(methylthio)oxindoles.

General DescriptionN-Chlorophthalimide in anhydrous acetic acid serves as a useful oxidizing reagent for use in various direct titrimetric analyses. N-Chlorophthalimide can be synthesized by reacting phthalimide, t-butyl hypochlorite, water and t-butyl alcohol. It participates in the synthesis of 2-amino-3-benzoyl-α-(methylthio)phenylacetamide.