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CAS RN: 75-77-4 | Product Number: C0306

Chlorotrimethylsilane


Purity: >98.0%(GC)
Synonyms:
  • Trimethylchlorosilane
  • Trimethylsilyl Chloride
  • TMCS
  • TMS-Cl
Documents:
25ML
17,00 €
17   ≥100 
100ML
21,00 €
≥40  ≥100 
500ML
49,00 €
≥60  ≥100 

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Product Number C0306
Purity / Analysis Method >98.0%(GC)
Molecular Formula / Molecular Weight C__3H__9ClSi = 108.64 
Physical State (20 deg.C) Liquid
Storage Temperature Room Temperature (Recommended in a cool and dark place, <15°C)
Store Under Inert Gas Store under inert gas
Condition to Avoid Moisture Sensitive
CAS RN 75-77-4
Reaxys Registry Number 1209232
PubChem Substance ID 87565458
SDBS (AIST Spectral DB) 10585
MDL Number

MFCD00000502

Specifications
Appearance Colorless to Light yellow to Light orange clear liquid
Purity(GC) min. 98.0 %
NMR confirm to structure
Properties (reference)
Melting Point -58 °C
Boiling Point 57 °C
Flash point -28 °C
Specific Gravity (20/20) 0.86
Refractive Index 1.39
Solubility (soluble in) Ether, Benzene
GHS
Pictogram Pictogram Pictogram Pictogram Pictogram
Signal Word Danger
Hazard Statements H301 + H331 : Toxic if swallowed or if inhaled.
H312 : Harmful in contact with skin.
H314 : Causes severe skin burns and eye damage.
H371 : May cause damage to organs.
H225 : Highly flammable liquid and vapour.
H290 : May be corrosive to metals.
Precautionary Statements P260 : Do not breathe mist or vapours.
P210 : Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection/ hearing protection.
P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish.
P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water.
P301 + P310 + P330 : IF SWALLOWED: Immediately call a POISON CENTER/doctor. Rinse mouth.
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.
P403 + P233 : Store in a well-ventilated place. Keep container tightly closed.
Related Laws:
EC Number 200-900-5
RTECS# VV2710000
Transport Information:
UN Number UN1298
Class 3 / 8
Packing Group II
HS Number 2931900040
Application
TCI Practical Example: Chlorination Using TMSCl

TCI反応実例:TMSClを用いた塩素化

Used Chemicals

Procedure

A mixture of 3-ethyl-3-pentanol (20.0 g, 172 mmol) and TMSCl (20.6 g, 189 mmol) was stirred at 70 °C for 4 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, and the volatile product was evaporated off under reduced pressure. The residue was distilled at atmospheric pressure (130 °C) to afford 3-chloro-3-ethylpentane (15.0 g, 65% yield) as a clear colorless liquid.

Experimenter’s Comments

The reaction was monitored by 1H NMR.

Analytical Data

3-Chloro-3-ethylpentane

1H NMR (400 MHz, CDCl3); δ 1.78 (q, J = 7.3 Hz, 6H), 0.96 (t, J = 7.3 Hz, 9H).

Lead Reference


Application
Acetylation of Alcohols using Acetylating Reagents and Acid Catalysts

C0306

References

  • 1)A Simple Method for the Esterification of Carboxylic Acids Using Chlorosilanes
  • 2)Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
    • P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.


Application
Trimethylsilylation of Alcohols using TMS Reagents

C0306

Reference

  • Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
    • P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.


Application
Mono-TMS Protection of Diols using TMS Chloride and HMDS

C0306

Reference

  • Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
    • P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.


Application
SMe Cleavage/Acetylation of MTM(Methylthiomethyl) Groups using Chlorotrimethylsilane

Reference

  • Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
    • P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17


Application
Deprotection of MOM Groups using Chlorotrimethylsilane

Reference

  • Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
    • P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.


PubMed Literature


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