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Chemical Properties

CAS Registry Number: 18107-18-1

Selected information from two of the National Library of Medicine's databases: ChemIDPlus2 and HSDB3.

Names 1

    Structure

    Chemical Structure for Chemical Abstracts Service Registry Number 18107-18-1 from NLM

    Synonyms (Sources: NTP,HSDB,RTECS,MESH)2

    • HSDB 8011
    • TMSCHN2

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    Other Registry Numbers2

    • 1092350-00-9

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    Chemical Properties3

    Property Description
    Boiling Point
    • 96 deg C at 775 mm Hg
    Color/Form
    • Greenish-yellow liquid
    Corrosivity
    • None Found
    Critical Temperature & Pressure
    • None Found
    Density/Specific Gravity
    • None Found
    Dissociation Constants
    • None Found
    Heat Of Combustion
    • None Found
    Heat Of Vaporization
    • None Found
    Melting Point
    • None Found
    Molecular Weight
    • 114.22
    Odor
    • None Found
    Other Chemical/Physical Properties
    • Henry's Law constant = 0.101 atm-cu m/mole at 25 deg C (est)
    • Hydroxyl radical reaction rate constant = 2.58X10-12 cu cm/molecule-sec at 25 deg C (est)
    • Liquid; 0.773 g/cu cm at 25 deg C /2.0 molar solution in diethyl ether/
    • Stable in neat or in hydrocarbon solution but is decomposed quickly when in carbon tetrachloride and exposed to light. It is not hydrolyzed by neutral water or by 20% potassium hydroxide solution. It can undergo a number of reactions such as with carboxylic acids, cyclohexene, and activated olefins.
    • Yellow liquid /solution of Trimethylsilyldiazomethane in hexanes/
    Relative Evaporation Rate
    • None Found
    Solubilities
    • Insoluble in water
    • Soluble in most organic solvents
    Spectral Properties
    • Index of Refraction: 1.4362 at 25 deg C
    Surface Tension
    • None Found
    Taste
    • None Found
    Vapor Density
    • None Found
    Vapor Pressure
    • 1.19X10-5 mm Hg at 25 deg C (est)
    Viscosity
    • None Found
    log P (octanol-water)
    • None Found
    pH
    • None Found

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    Uses3

    • In 1994, TMSD was approved for use as an alternative derivatizing agent for analytical methods previously approved by the U.S. Environmental Protection Agency for several regulated contaminants in drinking water (specifically, Methods 515.1 and 515.2) with one exception. TMSD cannot be used as such for the analysis of dalapon. **PEER REVIEWED**
    • The preparation of methyl esters from carboxylic acids in the presence of methanol at room temperature is accomplished with trimethylsilyldiazomethane. Also used in the Arndt-Eistert synthesis and the homologation of ketones and aldehydes. **PEER REVIEWED**
    • Used in organic synthesis for the esterification of various naturally occurring carboxylic acids. Also converts highly sterically hindered alcohols to the corresponding methyl ether. **PEER REVIEWED**
    • Used in the derivatization of phenols in the presence of diisopropylamine as a safe, non-explosive, and less-toxic alternative...to diazomethane. **PEER REVIEWED** PubMed Abstract Full text: PMC4090112

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    Notes (Sources: NTP,HSDB,RTECS,MESH)2

    • Reagent for organic synthesis.

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    Superlist Classes2

    • None Found

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    Links to Additional Information2

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    Footnotes

    1 Source: the NTP's CEBS database.

    2 Source: the National Library of Medicine's ChemIDPlus, 02/28/2017.

    3 Source: the National Library of Medicine's Hazardous Substance Database, 02/28/2017.

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