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Merck
CN

380687

N,N-Bis[2-(p-tolylsulfonyloxy)ethyl]-p-toluenesulfonamide

97%

Synonym(s):

N,N-Bis[2-(tosyloxy)ethyl]-p-toluenesulfonamide, N,O,O′-Tritosyldiethanolamine

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About This Item

Linear Formula:
CH3C6H4SO2N(CH2CH2OSO2C6H4CH3)2
CAS Number:
16695-22-0
Molecular Weight:
567.69
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24863761
EC Number:
412-920-3
Beilstein/REAXYS Number:
2406580
MDL number:
MFCD00026000
Assay:
97%

Key Documents

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InChI key

VJDZYMIEDBLSDT-UHFFFAOYSA-N

InChI

1S/C25H29NO8S3/c1-20-4-10-23(11-5-20)35(27,28)26(16-18-33-36(29,30)24-12-6-21(2)7-13-24)17-19-34-37(31,32)25-14-8-22(3)9-15-25/h4-15H,16-19H2,1-3H3

SMILES string

Cc1ccc(cc1)S(=O)(=O)OCCN(CCOS(=O)(=O)c2ccc(C)cc2)S(=O)(=O)c3ccc(C)cc3

assay

97%

Quality Level

100

mp

92-98 °C (lit.)

functional group

sulfonamide, tosylate

Related Categories

Application

N,N-Bis[2-(p-tolylsulfonyloxy)ethyl]-p-toluenesulfonamide may be used in the preparation of :
  • 2-(p-benzamidobenzyl)-1,4,7-tris(p-tolylsulfonyl)-1,4,7-triazacyclononane, via reaction with N,N′-bis(p-tolylsulfonyl)-1-(p-benzamidobenzyl)ethylenediamine
  • selectively protected aza-macrocycles
  • carbon-bridged metallacarboranes
  • tetrakis(phosphonomethyl)-substituted cyclododecanes

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317,H413

Hazard Classifications

Aquatic Chronic 4 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP0688
MKBG7481V
09511DE
11614JG
10325EU

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T J McMurry et al.
Bioconjugate chemistry, 4(3), 236-245 (1993-05-01)
A synthesis of the bifunctional chelator 2-(p-thiocyanatobenzyl)-1,4,7-triazacyclononane-1,4,7-triacetic acid [2-(p-NCS-Bz)-NOTA] is described which illustrates the especial utility of the (4-methoxy-2,3,6-trimethylphenyl)sulfonyl (Mtr) protecting group as an alternative to the p-tolylsulfonyl (Ts) moiety commonly used for Richman-Atkins type cyclizations. Reaction of N,N'-bis(p-tolylsulfonyl)-1-(p-benzamidobenzyl)ethylenediami ne
Rec. Trav. Chim., 110, 124-124 (1991)
Inorganic Chemistry, 31, 3558-3558 (1992)
The Journal of Organic Chemistry, 56, 4904-4904 (1991)

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