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543993

Sigma-Aldrich

N-(5-Hexynyl)phthalimide

≥95%

Synonym(s):

6-Phthalimido-1-hexyne, N-Hex-5-ynylphthalimide

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About This Item

Empirical Formula (Hill Notation):
C14H13NO2
CAS Number:
6097-08-1
Molecular Weight:
227.26
MDL number:
MFCD00671372
UNSPSC Code:
12352100
PubChem Substance ID:
24878283
NACRES:
NA.22

Assay

≥95%

mp

68-72 °C (lit.)

functional group

imide

SMILES string

O=C1N(CCCCC#C)C(=O)c2ccccc12

InChI

1S/C14H13NO2/c1-2-3-4-7-10-15-13(16)11-8-5-6-9-12(11)14(15)17/h1,5-6,8-9H,3-4,7,10H2

InChI key

WALVSJIWVWDFCU-UHFFFAOYSA-N

General description

N-(5-Hexynyl)phthalimide is an N-alkyl substituted phthalimide derivative.

Application

N-(5-Hexynyl)phthalimide may be used as a precursor to form silicon-carbon monolayers on silicon nanowires (SiNWs). It may also be used in the preparation of N-(5-(phenylamino)hexyl)phthalimide.
Reactant for:
  • TBAF-catalyzed monoreduction
  • Ruthenium-catalyzed hydrative conjugative addition to alkenes
  • Regioselective nickel-catalyzed carbocyanation reactions
  • Zinc-catalyzed intermolecular hydroaminations
  • Copper catalyzed cycloaddition with azides

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP7296
MKCK9285
MKBV5574V
MKBQ7251V
MKBN7218V

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Selective Biofunctionalization all-(111) Surface Silicon Nanowires
Masood M, et al.
MRS Proceedings, 1236 (2009)
General Zinc?Catalyzed Intermolecular Hydroamination of Terminal Alkynes.
Alex K, et al.
ChemSusChem, 1(4), 333-338 (2008)

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