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2-(Trimethylsilyl)ethanol

CAS No.2916-68-9
Chemical Name:2-(Trimethylsilyl)ethanol
CBNumber:CB3668443
Molecular Formula:C5H14OSi
Formula Weight:118.25
MOL File:2916-68-9.mol

2-(Trimethylsilyl)ethanol Property

Boiling point 71-73 °C35 mm Hg(lit.)
Density 0.825 g/mL at 25 °C(lit.)
refractive index n20/D 1.423(lit.)
Flash point 123 °F
storage temp. Sealed in dry,2-8°C
solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
form Liquid
pka 15.38±0.10(Predicted)
color Clear colorless
Specific Gravity 0.825
Water Solubility soluble
Hydrolytic Sensitivity 4: no reaction with water under neutral conditions
BRN 1732034
Stability Hygroscopic
InChIKey ZNGINKJHQQQORD-UHFFFAOYSA-N
CAS DataBase Reference 2916-68-9(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII GF24TDM0VO
NIST Chemistry Reference Trimethyl-2-hydroxyethylsilane(2916-68-9)
UNSPSC Code 12352000
NACRES NA.22

Safety

Hazard Codes :Xi,F
Risk Statements :10-36/37/38
Safety Statements :16-37/39-26-24/25
RIDADR :UN 1987 3/PG 3
WGK Germany :3
RTECS :KM5480000
Hazard Note :Flammable
TSCA :No
HazardClass :3
PackingGroup :III
HS Code :29310095
Toxicity :mouse,LD50,intraperitoneal,1122mg/kg (1122mg/kg),Doklady Akademii Nauk SSSR. Proceedings of the Academy of Sciences of the USSR. For English translation, see DBIOAM and DKBSAS. Vol. 229, Pg. 1011, 1976.

NFPA 704:

	2
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H226
Precautionary statements P210

2-(Trimethylsilyl)ethanol Price More Price(5)

Brand: Sigma-Aldrich(India)
Product number: 226890
Product name : 2-(Trimethylsilyl)ethanol
Purity: 96%
Packaging: 1G
Price: ₹1363.95
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 226890
Product name : 2-(Trimethylsilyl)ethanol
Purity: 96%
Packaging: 10G
Price: ₹8216.18
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 226890
Product name : 2-(Trimethylsilyl)ethanol
Purity: 96%
Packaging: 50G
Price: ₹27040.85
Updated: 2022/06/14
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Brand: TCI Chemicals (India)
Product number: T1441
Product name : 2-(Trimethylsilyl)ethanol
Purity: min. 96.0 %
Packaging: 5ML
Price: ₹2800
Updated: 2022/05/26
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Brand: TCI Chemicals (India)
Product number: T1441
Product name : 2-(Trimethylsilyl)ethanol
Purity: min. 96.0 %
Packaging: 25ML
Price: ₹10800
Updated: 2022/05/26
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2-(Trimethylsilyl)ethanol Chemical Properties,Usage,Production

Chemical Properties CLEAR COLOURLESS LIQUID
Physical properties bp 50–52 °C/10 mmHg, 71–73 °C/35 mmHg; d 0.825 g cm?3.
Uses 2-(Trimethylsilyl)ethanol is a protecting reagent for carboxyl, phosphoryl, hydroxyl, and amino groups. It participates in the reactions of Phenol and Acid Protection, Alcohol Protection, Hemiacetal Protection, Amine Protection, Enol Ether Synthesis, Carbohydrate Chemistry etc.
Uses Used to synthesize Teoc-protected amines via alcoholysis of the corresponding isocyanates.
Uses 2-(Trimethylsilyl)ethanol is used as a protecting reagent for carboxyl, phosphoryl, hydroxyl and amino group in organic synthesis. It is used as a precursor to prepare trimethyl(2-phenoxyethyl)silanes by reacting with aromatic fluoride. It is also used in the synthesis of teoc-protected amines by using the corresponding isocyanates.
Preparation Three methods of preparation have been reported: (a) from the treatment of ethyl bromoacetate with zinc followed by the reaction with chlorotrimethylsilane1 and subsequent reduction of the resultant ethyl trimethylsilylacetate with lithium aluminum hydride2,3 or borane¨Ctetrahydrofuran(eq 1); (b) from the hydroboration/oxidation or oxymercuration/demercuration of vinyltrimethylsilane (eq 2); and (c)most conveniently, by the reaction of the Grignard reagent formed from (chloromethyl)trimethylsilane with paraformaldehyde (eq 3).
Purification Methods If the NMR spectrum is not clean, then dissolve the alcohol in Et2O, wash it with aqueous NH4Cl solution, dry (Na2SO4), evaporate and distil it. The 3,4-dinitrobenzoyl derivative has m 66o (from EtOH). [NMR: Speier et al. J Am Chem Soc 79 974 1957, Z Naturforsch 14b 137 1959, Beilstein 4 IV 3951.]