ChemicalBook--->CAS DataBase List--->73842-99-6

73842-99-6

73842-99-6 Structure

73842-99-6 Structure
IdentificationBack Directory
[Name]

3-(T-BUTYLDIMETHYLSILOXY)PROPANOL
[CAS]

73842-99-6
[Synonyms]

AKOS 90371
3-(T-BUTYLDIMETHYLSILOXY)PROPANOL
3-(TERT-BUTYLDIMETHYLSILOXY)PROPANOL
3-(T-Butyldimethylsiloxy)propan-1-ol
3-[(TERT-BUTYLDIMETHYLSILYL)OXY]PROPANOL
3-(tert-ButyldiMethylsilanyloxy)propan-1-ol
3-[(TERT-BUTYLDIMETHYLSILYL)OXY]-1-PROPANOL
3-((tert-ButyldiMethylsilyl)oxy)propan-1-ol
3-((tert-ButyldiMethylsilyl)oxy)-propanol 97%
3-[Dimethyl(1,1-dimethylethyl)siloxy]propanol
3-[[(1,1-DiMethylethyl)diMethylsilyl]oxy]-1-propanol
1-Propanol, 3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-
[Molecular Formula]

C9H22O2Si
[MDL Number]

MFCD00187968
[MOL File]

73842-99-6.mol
[Molecular Weight]

190.36
Chemical PropertiesBack Directory
[Appearance]

Clear Colourless Liquid
[Boiling point ]

110 °C6 mm Hg(lit.)
[density ]

0.892 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.4350(lit.)
[Fp ]

199 °F
[storage temp. ]

Refrigerator
[solubility ]

Dichloromethane, Ether, Ethyl Acetate, Hexane, Methanol
[form ]

Clear Colourless Liquid
[pka]

14.87±0.10(Predicted)
[color ]

Colorless to Almost colorless
[Specific Gravity]

0.892
[Hydrolytic Sensitivity]

7: reacts slowly with moisture/water
[InChI]

InChI=1S/C9H22O2Si/c1-9(2,3)12(4,5)11-8-6-7-10/h10H,6-8H2,1-5H3
[InChIKey]

NETUFVYVNJNFMU-UHFFFAOYSA-N
[SMILES]

C(O)CCO[Si](C(C)(C)C)(C)C
Hazard InformationBack Directory
[Chemical Properties]

Clear Colourless Liquid
[Uses]

3-(T-butyldimethylsiloxy)propanol is primarily used as a protective group in organic synthesis, specifically for protecting alcohol or phenol functional groups. It can also act as a coupling agent, adhesion promoter, and forms periodic mesoporous silicas.
[General Description]

3-((tert-Butyldimethylsilyl)oxy)-propanol (3-[(tert-butyldimethylsilyl)oxy]-1-propanol) is formed as an intermediate during the synthesis of 3-(tert-butyldimethylsilyl)oxy]propanal.
[Synthesis]

tert-Butyldimethylsilyl chloride

18162-48-6

1,3-Propanediol

504-63-2

3-(T-BUTYLDIMETHYLSILOXY)PROPANOL

73842-99-6

The general procedure for the synthesis of 3-(tert-butyldimethylsilyloxy)propanol from tert-butyldimethylchlorosilane and 1,3-propanediol is as follows: this synthesis has been reported in the literature as part of the exemplary "bottom fragment "15 for the preparation of dictyostatin and its analogs. Specifically, 1,3-propanediol is converted in nine steps to the known bis-TBS-protected Homer-Wadsworth-Emmons product by an Evans chirality-assisted method.10 For related literature, see Phukan, P.; Sasmal, S.; Maier, M. E. Eur. J. Org. Chem. 2003, 1733 and Andrus, S., S., S., S., S., S., S., S., S., and S.. 2003, 1733 and Andrus, M. B.; Argade, A. B. Tetrahedron Lett. 1996, 37, 5049.

[References]

[1] Patent: WO2005/117588, 2005, A2. Location in patent: Page/Page column 31
[2] Journal of the American Chemical Society, 2004, vol. 126, # 37, p. 11440 - 11441
[3] Organic Letters, 2007, vol. 9, # 16, p. 3105 - 3108
[4] Patent: WO2014/145302, 2014, A2. Location in patent: Page/Page column 34; 35; 38; 39
[5] Patent: WO2016/44558, 2016, A1. Location in patent: Page/Page column 51; 52; 54; 55
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P264-P270-P301+P312-P330
[WGK Germany ]

3
[TSCA ]

No
[HS Code ]

2931900090
[Storage Class]

10 - Combustible liquids
Spectrum DetailBack Directory
[Spectrum Detail]

3-(T-BUTYLDIMETHYLSILOXY)PROPANOL(73842-99-6)1HNMR
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