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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
Beilstein:
1218575
EC Number:
229-479-6
MDL number:
MFCD00007433
UNSPSC Code:
12352100
PubChem Substance ID:
24847399
NACRES:
NA.22

Key Documents

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Assay

97%

form

solid

mp

92-94 °C (lit.)

solubility

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

SMILES string

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

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

InChI key

JAPYIBBSTJFDAK-UHFFFAOYSA-N

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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

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD1506
BCBF8907V
BCBK5860V
BCBB3721V
S43293V

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Analysis of glycerophosphonolipids in egg yolk.
Ternes W and Jaekel T.
European Food Research and Technology, 230(4), 559-570 (2010)
Tetrahedron Letters, 35, 765-765 (1994)
A General Route to 4-C-Substituted Pyrimidine Nucleosides
Ulrich Hennecke,et al.
Synthesis, 6, 929-935 (2007)
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)
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
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