18740-59-5 Usage
Description
CHLOROTRIBENZYLSILANE, also known as Tribenzylchlorosilane, is an organosilane compound with the chemical formula (C6H5CH2)3SiCl. It is a colorless to pale yellow liquid at room temperature and is known for its reactivity and stability. The compound is characterized by its melting point of 141-142 °C, with a slightly higher value of 143-145 °C cited in the Aldrich catalog. CHLOROTRIBENZYLSILANE is a versatile reagent in organic synthesis and has various applications across different industries.
Uses
Used in Organic Synthesis:
CHLOROTRIBENZYLSILANE is used as a reagent for alcohol protection in organic synthesis. It serves as a protecting group for alcohols, preventing them from undergoing unwanted reactions during the synthesis process. This protection is crucial for the selective functionalization of specific groups in complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, CHLOROTRIBENZYLSILANE is utilized as a key intermediate in the synthesis of various biologically active compounds. Its unique reactivity allows for the development of new drugs with improved pharmacological properties and therapeutic applications.
Used in Chemical Research:
CHLOROTRIBENZYLSILANE is also employed in chemical research as a valuable tool for studying the properties and reactivity of organosilane compounds. It helps researchers gain insights into the structure-activity relationships of these compounds and contributes to the advancement of organosilane chemistry.
Used in Material Science:
In the field of material science, CHLOROTRIBENZYLSILANE is used as a precursor for the development of novel materials with unique properties. Its incorporation into various materials can lead to improved performance in areas such as electronics, coatings, and adhesives.
Preparation
It is prepared by reaction of benzylmagnesium
chloride with SiCl4 in ether; separation from mono- and
dibenzylated chlorosilane byproducts is then accomplished by
fractional distillation (boiling range 300–360 °C/100 mmHg).
Other preparations involve the chlorination of tribenzylsilane
using Cl2
or an acyl chloride. No yields are reported for any
of the above preparative procedures.
Purification Methods
It is recrystallised three times from pet ether (in slender colourless needles, m 141o). It is sparingly soluble in pet ether but is soluble in Et2O. It does not fume in moist air but is decomposed by H2O to give tribenzyl silanol m 106o (from pet ether). [Robinson & Kipping J Chem Soc 93 439 1908, Jenkins & Post J Org Chem 15 556 1950, Beilstein 16 H 906, 16 IV 1498.]
Check Digit Verification of cas no
The CAS Registry Mumber 18740-59-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,7,4 and 0 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 18740-59:
(7*1)+(6*8)+(5*7)+(4*4)+(3*0)+(2*5)+(1*9)=125
125 % 10 = 5
So 18740-59-5 is a valid CAS Registry Number.
InChI:InChI=1/C21H21ClSi/c22-23(16-19-10-4-1-5-11-19,17-20-12-6-2-7-13-20)18-21-14-8-3-9-15-21/h1-15H,16-18H2
