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.)

Flash point:

113 °F

storage temp. 

Storage temp. 2-8°C

solubility 

soluble in Benzene

form 

clear liquid

pka

15.37±0.53(Predicted)

Specific Gravity

0.840

color 

Colorless to Almost colorless

Hydrolytic Sensitivity

4: no reaction with water under neutral conditions

BRN 

1732777

InChI

InChI=1S/C6H16OSi/c1-6(2,3)8(4,5)7/h7H,1-5H3

InChIKey

FGWRMMTYIZKYMA-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 Class

3 - Flammable liquids

Hazard Classifications

Eye Irrit. 2
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:SigmaAldrich

TERT-BUTYLDIMETHYLSILANOL Usage And Synthesis

Uses

tert-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(18173-64-3)Related Product Information

• T-BUTYLDIMETHYLSILANE
• TERT-BUTYLDIMETHYLSILYL (R)-(-)-GLYCIDY&
• Tert-butyl-dimethyl-(tributylstannylmethoxy)silane
• t-butyldimethylIsopropoxylsilane
• tert-butyldimethyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)silane
• tert-butyl-methoxy-dimethylsilane
• tert-Butyldimethylsilyl chloride
• 5-(TERT-BUTYLDIMETHYLSILYLOXY)-1-PENTANOL
• DMT-2′O-TBDMS-rU Phosphoramidite
• 3-(tert-Butyldimethylsilyloxy)glutaric anhydride
• TRIS(TERT-BUTYLDIMETHYLSILYL) PHOSPHITE
• DMT-2'O-TBDMS-rA(bz) Phosphoramidite
• 2-(TERT-BUTYLDIMETHYLSILOXY)PENT-2-EN-4-ONE
• TERT-BUTYLDIMETHYLSILANOL
• Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester
• O-(TERT-BUTYLDIMETHYLSILYL)HYDROXYLAMINE
• (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one
• DIMETHYLSILANE