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tert-Butyldimethylsilanol

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tert-Butyldimethylsilanol manufacturers

tert-Butyldimethylsilanol Basic information
Product Name:tert-Butyldimethylsilanol
Synonyms:Butyldimethylsilanol;Silanol, (1,1-dimethylethyl)dimethyl-;SIB1939.0 !! T-BUTYLDIMETHYLSILANOL;tert-ButyldiMethylsilanol 99%;tert-Butyl-hydroxy-Dimethylsilane;tert-Butyldimethyl(hydroxy)silane;tert-Butyldimethylhydroxysilane;ert-butyl-hydroxy-dimethylsilane
CAS:18173-64-3
MF:C6H16OSi
MW:132.28
EINECS:
Product Categories:Organometallic Reagents;Organosilicon;Silanols
Mol File:18173-64-3.mol
tert-Butyldimethylsilanol Structure
tert-Butyldimethylsilanol Chemical Properties
Melting point 18 °C
Boiling point 139 °C/739 mmHg (lit.)
density 0.84 g/mL at 25 °C (lit.)
refractive index n20/D 1.424(lit.)
Fp 113 °F
storage temp. Storage temp. 2-8°C
solubility soluble in Benzene
form clear liquid
pka15.37±0.53(Predicted)
Specific Gravity0.840
color Colorless to Almost colorless
Hydrolytic Sensitivity4: no reaction with water under neutral conditions
BRN 1732777
InChIInChI=1S/C6H16OSi/c1-6(2,3)8(4,5)7/h7H,1-5H3
InChIKeyFGWRMMTYIZKYMA-UHFFFAOYSA-N
SMILES[Si](C(C)(C)C)(C)(C)O
Safety Information
Hazard Codes Xi
Risk Statements 10-36/37/38
Safety Statements 26-36
RIDADR UN 1987 3/PG 3
WGK Germany 3
F 10-21
TSCA No
HS Code 2931.90.9010
HazardClass 3.2
PackingGroup III
Storage Class3 - Flammable liquids
Hazard ClassificationsEye Irrit. 2
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
tert-Butyldimethylsilanol Usage And Synthesis
Usestert-Butyldimethylsilanol can be used as a silylating agent for the protection of hydroxyl groups via silylation. It is used:
  • For the preparation of α-chiral ether derivatives by catalytic asymmetric allylic substitution.
  • As an initiator for the polymerization of 1,2 benzenedicarboxaldehyde.
  • In the synthesis of enol silyl ethers.

Synthesis

Tert-butyldimethylsilanol is prepared as follows:

1.86 mg (0.01 mmol) of 4,4'-diamino-2,2'-bipyridine, 1.77 mg (0.005 mmol) of manganese (II) perchlorate hexahydrate, 1.5 mL of acetone were added to a reaction tube and the reaction was stirred for 2 hr at 80 C, cooled down to ambient temperature, 68 mg (0.5 mmol) of tert-butyldimethyl Silane, then 250μL of hydrogen peroxide with a mass concentration of 30% was diluted with 0.5 mL of acetone and added to the reaction tube through a flow syringe pump for 15 minutes in succession, and after addition, the remaining hydrogen peroxide was quenched by adding saturated sodium sulfite to the reaction solution, and the solution was extracted with ethyl acetate to obtain tert-butyldimethylsilanol with a yield of 94%.

tert-Butyldimethylsilanol Preparation Products And Raw materials
Raw materials(Tert.-butyldimethylsilyloxy)ethanol-->Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester
Tag:tert-Butyldimethylsilanol(18173-64-3) Related Product Information
tert-Butyldimethylsilyl chloride tert-butyl-methoxy-dimethylsilane tert-butyldimethyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)silane t-butyldimethylIsopropoxylsilane Tert-butyl-dimethyl-(tributylstannylmethoxy)silane TERT-BUTYLDIMETHYLSILYL (R)-(-)-GLYCIDY& T-BUTYLDIMETHYLSILANE tert-Butyldimethylsilanol DMT-2'O-TBDMS-rA(bz) Phosphoramidite 2-(tert-Butyldimethylsiloxy)pent-2-en-4-one 5-(tert-Butyldimethylsilyloxy)-1-pentanol O-(tert-Butyldimethylsilyl)hydroxylamine DMT-2′O-TBDMS-rU Phosphoramidite 3-(tert-Butyldimethylsilyloxy)glutaric anhydride (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester Dimethylsilane Tris(tert-butyldimethylsilyl) phosphite