text.skipToContent text.skipToNavigation

Maximum quantity allowed is 999

Please select the quantity

CAS RN: 6553-96-4 | Product Number: T0459

2,4,6-Triisopropylbenzenesulfonyl Chloride


Purity: >97.0%(T)
Synonyms:
Documents:
25G
$21.00
Contact Us 1   ≥40 
500G
$264.00
1   1   10  

* Items in stock locally ship in 1-2 business days. Items from Japan stock are able to ship from a US warehouse within 2 weeks. Please contact TCI for lead times on items not in stock. Excludes regulated items and items that ship on ice.
* To send your quote request for bulk quantities, please click on the "Request Quote" button. Please note that we cannot offer bulk quantities for some products.
*TCI frequently reviews storage conditions to optimize them. Please note that the latest information on the storage temperature for the products is described on our website.


Product Number T0459
Purity / Analysis Method >97.0%(T)
Molecular Formula / Molecular Weight C__1__5H__2__3ClO__2S = 302.86 
Physical State (20 deg.C) Solid
Storage Temperature 0-10°C
Store Under Inert Gas Store under inert gas
Condition to Avoid Light Sensitive,Moisture Sensitive,Heat Sensitive
CAS RN 6553-96-4
Reaxys Registry Number 1218575
PubChem Substance ID 87576405
SDBS (AIST Spectral DB) 10893
MDL Number

MFCD00007433

Specifications
Appearance White powder to lump
Purity(GC) min. 95.0 %
Purity(Argentometric Titration) min. 97.0 %
Melting point 94.0 to 99.0 °C
Solubility in Toluene almost transparency
Properties (reference)
Melting Point 96 °C
Solubility (soluble in) Toluene
GHS
Pictogram Pictogram
Signal Word Danger
Hazard Statements H314 : Causes severe skin burns and eye damage.
H290 : May be corrosive to metals.
Precautionary Statements P501 : Dispose of contents/ container to an approved waste disposal plant.
P260 : Do not breathe dusts or mists.
P234 : Keep only in original container.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.
P390 : Absorb spillage to prevent material damage.
P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower.
P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P363 : Wash contaminated clothing before reuse.
P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor.
P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor.
P406 : Store in corrosive resistant container with a resistant inner liner.
P405 : Store locked up.
Related Laws:
Transport Information:
UN Number (DOT-AIR) UN3261
Class (DOT-AIR) 8
Packing Group (TCI-A) III
HS Number 2904.10.3700
Application
Condensing Agent Effective for the Condensation of Hindered Amines

Experimental procedure: 2,4,6-Triisopropylbenzenesulfonyl chloride (144 mg, 0.48 mmol) is added in three portions every 30 min to a mixture of 1 (100 mg, 0.31 mmol), triethylamine (0.13 mL, 0.93 mmol), DMAP (5 mg) and 2 (104 mg, 0.63 mmol) in chloroform (ethanol free, 5 mL) at reflux temperature. After heating at reflux for 4 h, the reaction mixture is cooled to room temperature, poured into 1 mol/L HCl, and extracted with dichloromethane. The extracts are successively washed with dilute aq. NaHCO3, water and brine, and then dried over Na2SO4. Evaporation of the solvent affords a residue, which is purified over silica gel column chromatography (dichloromethane : acetone = 5:1 - 7:3) to yield a residue, which is crystallized from a mixture of acetone and ether to afford 147 mg (100% yield) of the product 3 as crystals.

References

  • A Facile Synthesis of a Sterically Congested Amide: A Convenient Method of Steroidal 17β-Amide Synthesis from 17β-Carboxylic Acid and a Hindered Amine with 2,4,6-Triisopropylbenzenesulfonyl Chloride as a Condensing Reagent


Application
Efficient synthesis of N2-dimethylaminomethylene-2’-O-methylguanosine

Typical procedure (protection of the O6-position of guanosine): To a suspension of 3’,5’-O-di-tert-butylsilanediylguanosine (2.12 g) in dry CH2Cl2 are added DMAP (0.122 g), Et3N (4.18 mL), and 2,4,6-triisopropylbenzenesulfonyl chloride (4.68 g) under argon. The reaction mixture is stirred at room temperature for 3 h and then the solvent is removed under reduced pressure. The residue is dissolved in ethyl acetate and the solution is washed with saturated NaHCO3 solution and brine, and dried over Na2SO4. After filtration, the solvent is evaporated in vacuo. The residue is purified by column chromatography (eluent: 50-60 % CHCl3 in hexane) to give the O6-protected guanosine as a colorless foam (3.34 g, 97%).

References


PubMed Literature


TCIMAIL
Documents (Note: Some products will not have analytical charts available.)
Safety Data Sheet (SDS)
Please select Language.

The requested SDS is not available.

Please Contact Us for more information.

Specifications
C of A & Other Certificates
Please enter Lot Number Incorrect Lot Number is entered
Analytical Charts
Please enter Lot Number Incorrect Lot Number is entered

The requested analytical chart is not available. Sorry for the inconvenience.

Other Documents