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Merck
CN

119490

2,4,6-Triisopropylbenzenesulfonyl chloride

97%

Synonym(s):

2,4,6-Tris(1-methylethyl)benzenesulfonyl chloride, Tripsyl chloride

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About This Item

Linear Formula:
[(CH3)2CH]3C6H2SO2Cl
CAS Number:
6553-96-4
Molecular Weight:
302.86
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24847399
EC Number:
229-479-6
Beilstein/REAXYS Number:
1218575
MDL number:
MFCD00007433
Assay:
97%
Form:
solid

Key Documents

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InChI key

JAPYIBBSTJFDAK-UHFFFAOYSA-N

InChI

1S/C15H23ClO2S/c1-9(2)12-7-13(10(3)4)15(19(16,17)18)14(8-12)11(5)6/h7-11H,1-6H3

SMILES string

CC(C)c1cc(C(C)C)c(c(c1)C(C)C)S(Cl)(=O)=O

assay

97%

form

solid

mp

92-94 °C (lit.)

solubility

ethanol: soluble 5%, clear, colorless to light yellow

Quality Level

200

Related Categories

Application

2,4,6-Triisopropylbenzenesulfonyl chloride can be used in the analysis of phosphonolipids in eggyolk by HPLC/MS technique.
It can also be used to synthesize:
  • Dimeric neomycin-neomycin conjugate with a flexible linker, 2,2′-(ethylenedioxy)bis(ethylamine).
  • Coupling reagents for the synthesis of oligonucleotides.
  • Sulfonates of pyrimidine nucleosides. These sulfonates can be displaced by nucleophiles in the presence of palladium-catalysts.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP4202
BCCD1506
BCBF8907V
BCBK5860V
BCBB3721V

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Studies on Polynucleotides. LII. 1 The Use of 2, 4, 6-Triisopropylbenzenesulfonyl Chloride for the Synthesis of Internucleotide Bonds2.
Lohrmann R and Khorana HG.
Journal of the American Chemical Society, 88(4), 829-833 (1966)
A General Route to 4-C-Substituted Pyrimidine Nucleosides
Ulrich Hennecke,et al.
Synthesis, 6, 929-935 (2007)
Analysis of glycerophosphonolipids in egg yolk.
Ternes W and Jaekel T.
European Food Research and Technology, 230(4), 559-570 (2010)
Sunil Kumar et al.
Journal of the American Chemical Society, 133(19), 7361-7375 (2011-04-29)
A dimeric neomycin-neomycin conjugate 3 with a flexible linker, 2,2'-(ethylenedioxy)bis(ethylamine), has been synthesized and characterized. Dimer 3 can selectively bind to AT-rich DNA duplexes with high affinity. Biophysical studies have been performed between 3 and different nucleic acids with varying
Edward Richmond et al.
Organic letters, 14(11), 2762-2765 (2012-05-16)
The reaction of chiral N-arylnitrones with carbocyclic alkylarylketenes generates spirocyclic oxindoles in good yields and with excellent levels of enantioselectivity (90-99% ee) via a pericyclic cascade process.
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