CAS 550-44-7 N-Methylphthalimide (HCID 11074)

Names & identifiers

Preferred name: N-Methylphthalimide
IUPAC: 2-methylisoindole-1,3-dione
English name: N-Methylphthalimide
Molecular formula: C9H7NO2
Molecular weight: 161.16

Names & synonyms

N-Methylphthalimide550-44-7Phthalimide, N-methyl-1H-Isoindole-1,3(2H)-dione, 2-methyl-N-methyl phthalimideEINECS 208-982-42-methyl-isoindole-1,3-dioneDTXSID5027198NSC 44059NSC-44059BRN 0124428AI3-01393

Show more names

METHYL PHTHALIMIDET56 BVNVJ C1n-methyl-phthalimidPHTHALIMIDE-N-METHYLN-Methylphthalimide>MethylisoindolinedioneRivaroxaban Impurity 202-Methyl-1H-isoindole-1

647UP45J2U5-21-10-00273 (Beilstein Handbook Reference)DTXCID807198RefChem:830764208-982-42-Methylisoindoline-1,3-dione2-methylisoindole-1,3-dioneMFCD00023063

Database identifiers

CAS: 550-44-7
PubChem CID: 11074
DTXSID: DTXSID5027198
ChEMBL: CHEMBL172614
UNII: 647UP45J2U
EC Number: 208-982-4
Nikkaji: J1.112.734G、J113.035H

Properties

Computed structural properties

XLogP: 1.3
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: 213

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

LogP1.31

Physical DescriptionDry Powder

Collision Cross Section129.0 Å² [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID5027198]

Physicochemical properties

Melting point: 129 · 129-132 °C (lit.)
Boiling point: 286.05 °C · 286.05°C
Density: 1.2443 · 1.2443 (rough estimate)
refractive index: 1.45 · 1.4500 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: DMSO (Slightly), Methanol (Slightly)
pka: -2.09 · -2.09±0.20(Predicted)
form: Solid
color: White to Off-White
BRN: 124428 · 124428
InChI: InChI=1S/C9H7NO2/c1-10-8(11)6-4-2-3-5-7(6)9(10)12/h2-5H,1H3
InChIKey: ZXLYYQUMYFHCLQ-UHFFFAOYSA-N
SMILES: C1(=O)C2=C(C=CC=C2)C(=O)N1C
CAS DataBase Reference: 550 · 550-44-7(CAS DataBase Reference)
FDA UNII: 647 UP45J2U · 647UP45J2U
NIST Chemistry Reference: 1 H-Isoindole-1,3 · 1H-Isoindole-1,3(2H)-dione, 2-methyl-(550-44-7)
EPA Substance Registry System: 1 H-Isoindole-1,3 · 1H-Isoindole-1,3(2H)-dione, 2-methyl- (550-44-7)
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
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 1 · 1
RTECS: 5602700 · TI5602700
TSCA: TSCA listed
HazardClass: IRRITANT
HS Code: 29251900 · 29251900
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (98.6%): 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 71 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 1 item

1H-Isoindole-1,3(2H)-dione, 2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1H-Isoindole-1,3(2H)-dione, 2-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Hazard Classes and CategoriesSkin Irrit. 2 (98.6%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 1
tsca: TSCA listed
rtecs: TI5602700
hs_code: 29251900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 7,800,000 lb

Industry UsesIntermediate

General Manufacturing Information · 2 items

Plastics Material and Resin Manufacturing

1H-Isoindole-1,3(2H)-dione, 2-methyl-: ACTIVE

Applications · 2 items

UsesPhotoreduction of N-methylphthalimide (NMP) with 2,3-dimethyl-2-butene h and the selective electroreduction of N-methylphthalimide to 3-hydroxy-2-methyl-isoindolin-1-one have been studied.

General DescriptionPhotoreduction of N-methylphthalimide (NMP) with 2,3-dimethyl-2-butene has been studied. The selective electroreduction of N-methylphthalimide to 3-hydroxy-2-methyl-isoindolin-1-one in ionic liquids and phenol as a proton donor under silent and ultrasonic conditions has been reported. Single electron transfer (SET)-induced photochemical reaction of NMP with silyl enol ether has been investigated. Nitration of NMP is reported to afford “exclusively” 3-nitro-derivative.