254614

N-(Phenylseleno)phthalimide

technical grade

• Synonym(s): 2-(Phenylseleno)-1H-isoindole-1,3(2H)-dione, 2-Phenylselanylisoindole-1,3-dione, N-Phenylselenylphthalimide
• Empirical Formula (Hill Notation): C₁₄H₉NO₂Se
• CAS Number: 71098-88-9
• Molecular Weight: 302.19
• MDL number: MFCD00010406
• UNSPSC Code: 12352100
• PubChem Substance ID: 24855397
• NACRES: NA.22

Properties

• grade: technical grade
• Quality Level: 100
• mp: 181-184 °C (lit.)
• functional group: imide
• storage temp.: −20°C
• SMILES string: O=C1N([Se]c2ccccc2)C(=O)c3ccccc13
• InChI: 1S/C14H9NO2Se/c16-13-11-8-4-5-9-12(11)14(17)15(13)18-10-6-2-1-3-7-10/h1-9H
• InChI key: TYZFQSLJTWPSDS-UHFFFAOYSA-N

Description

Application

N-(Phenylseleno)phthalimide is a versatile selenamide reagent and has been used:

• to selectively derivatize thiols for mass spectrometric analysis
• to derivatize thiol peptides in protein digests
• in L-prolinamide or pyrrolidine trifluoromethanesulfonamide promoted α-selenenylation reactions of aldehydes and ketones
• for introducing PhSe into protected glycals, ketones, aldehydes, stannanes and exocyclic alkenes

Safety Information

• Pictograms: GHS06,GHS08,GHS09
• Signal Word: Danger
• Hazard Statements: H301 + H331,H373,H410
• Precautionary Statements: P260 - P264 - P273 - P301 + P310 - P304 + P340 + P311 - P314
• Hazard Classifications: Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2
• Storage Class Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves