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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.)

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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

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