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367826

Sigma-Aldrich

1-(p-Toluenesulfonyl)azetidine

97%

Synonym(s):

1-Tosylazetidine

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About This Item

Empirical Formula (Hill Notation):
C10H13NO2S
CAS Number:
7730-45-2
Molecular Weight:
211.28
Beilstein/REAXYS Number:
177046
MDL number:
MFCD00022359
UNSPSC Code:
12352100
PubChem Substance ID:
24862845
NACRES:
NA.22

assay

97%

form

solid

mp

119-122 °C (lit.)

functional group

sulfonamide

SMILES string

Cc1ccc(cc1)S(=O)(=O)N2CCC2

InChI

1S/C10H13NO2S/c1-9-3-5-10(6-4-9)14(12,13)11-7-2-8-11/h3-6H,2,7-8H2,1H3

InChI key

VKCBXONEZGIOSP-UHFFFAOYSA-N

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General description

1-(p-Toluenesulfonyl)azetidine is a heterocyclic building block. Ag(I)-catalyzed ring-opening of 1-(p-toluenesulfonyl)azetidine (N-tosylazetidine) with alcohols, amines, thiols and related tethered 1,2-ethane dinucleophiles has been reported.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKBW2175V
MKBR3136V
18121LE
06306HX
00606AZ

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Milan Bera et al.
The Journal of organic chemistry, 76(5), 1475-1478 (2011-02-05)
[Ag(COD)(2)]PF(6) catalyzes the ring-opening of N-tosylaziridines and -azetidines with alcohols, amines, thiols, and related tethered 1,2-ethane dinucleophiles. Initial rate studies and DFT-based evaluation of stepwise energetics suggest an inverse relationship between the nucleophilic reactivity of a heteroatom donor and its

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