Chloromethylphthalimide (HCID 87154)

Names & identifiers

Preferred name: Chloromethylphthalimide
IUPAC: 2-(chloromethyl)isoindole-1,3-dione
English name: N-(Chloromethyl)phthalimide
Molecular formula: C9H6ClNO2
Molecular weight: 195.6

Names & synonyms

17564-64-6N-(Chloromethyl)phthalimideChloromethylphthalimide1H-Isoindole-1,3(2H)-dione, 2-(chloromethyl)-N-Chloromethyltrimellitimide2-(Chloromethyl)-1H-isoindole-1,3(2H)-dionePhthalimide, N-(chloromethyl)-Phthalimide, N-chloromethyl-CCRIS 7991DTXSID3027790EINECS 241-541-4NSC 29558

Show more names

AKOS BBS-00000871TIMTEC-BB SBB000346N-(Chloromethyl)phthalimide,97%N-(Chloromethyl)phthalimide 97%N-(Chloromethyl)phthalimide, 98+%

N45CYY145ENSC-29558DTXCID807790PHTHALIMIDOMETHYL CHLORIDENChloromethylphthalimideRefChem:575906Phthalimide, NchloromethylPhthalimide, N(chloromethyl)

Database identifiers

CAS: 17564-64-6
PubChem CID: 87154
DTXSID: DTXSID3027790
ChEMBL: CHEMBL369138
UNII: N45CYY145E
EC Number: 241-541-4
Nikkaji: J26.866F

Properties

Computed structural properties

XLogP: 2.2
Topological polar surface area: 37.4 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 13
Formal charge: 0
Complexity: 230

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Other Nitrogen Rings

SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy

Physical DescriptionWhite powder; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 131 · 131-135 °C (lit.)
Boiling point: 305.2 · 305.2±25.0 °C(Predicted)
Density: 1.3228 · 1.3228 (rough estimate)
refractive index: 1.579 · 1.5790 (estimate)
storage temp.: 2 · 2-8°C
solubility: 50 mg/mL · chloroform: soluble50mg/mL
form: powder to crystal
pka: -2.63 · -2.63±0.20(Predicted)
color: White to Almost white
Water Solubility: slightly soluble
BRN: 140942 · 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 · 17564-64-6(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 45 CYY145E · N45CYY145E
NIST Chemistry Reference: N-(chloromethyl)phthalimide(17564-64-6)
EPA Substance Registry System: 1 H-Isoindole-1,3 · 1H-Isoindole-1,3(2H)-dione, 2-(chloromethyl)- (17564-64-6)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 6 · GHS06
Signal word: Danger
Hazard statements: 301 · H301-H315-H317-H319-H335
Precautionary statements: 280 · P280-P301+P310+P330-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes: Xi,Xn
Risk Statements: 36 · 36/37/38-52/53-43-22
Safety Statements: 26 · 26-36-37/39-61-45
RIDADR: 2811 · UN 2811 6.1 / PGIII
WGK Germany: 3 · 3
F: 9 · 9-21
TSCA: TSCA listed
HS Code: 29251995 · 29251995
Storage Class: 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications: 3 OralEye · Acute Tox. 3 OralEye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (88.9%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P272, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazards SummaryA skin and strong eye irritant; [Alfa Aesar MSDS] See Phthalimide. See 1,2,3,6-Tetrahydrophthalimide and Folpet.

Hazard Classes and CategoriesAcute Tox. 3 (88.9%)

Safety data

F: 9-21
PPE: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk: 3
tsca: TSCA listed
ridadr: UN 2811 6.1 / PGIII
hs_code: 29251995
risk_code: 36/37/38-52/53-43-22
Signal word: Danger
Symbol(GHS): GHS06
hazard_code: Xi,Xn
safety_code: 26-36-37/39-61-45
Storage Class: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
target organs: Respiratory system
Hazard statements: H301-H315-H317-H319-H335
Hazard Classifications: Acute Tox. 3 OralEye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
Precautionary statements: P280-P301+P310+P330-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing Information1H-Isoindole-1,3(2H)-dione, 2-(chloromethyl)-: ACTIVE

Applications · 1 item

UsesN-(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.