1-(tert-Butyldimethylsilyloxy)-2-propanone

Base Information

• Chemical Name: 1-(tert-Butyldimethylsilyloxy)-2-propanone
• CAS No.: 74685-00-0
• Molecular Formula: C9H20O2Si
• Molecular Weight: 188.342
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID90399591
• Nikkaji Number: J1.092.930J
• Wikidata: Q82202234
• Mol file: 74685-00-0.mol

Synonyms:74685-00-0;1-(tert-Butyldimethylsilyloxy)-2-propanone;1-((tert-Butyldimethylsilyl)oxy)propan-2-one;1-[tert-butyl(dimethyl)silyl]oxypropan-2-one;MFCD01321330;1-(tert-butyldimethylsilyloxy)propan-2-one;1-[(tert-butyldimethylsilyl)oxy]propan-2-one;1-[(tert-Butyldimethylsilyl)oxy]-2-propanone;tert-Butyldimethylsiloxyacetone;SCHEMBL1085871;2-Propanone, 1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-;DTXSID90399591;LHYDYTSJUGPFLA-UHFFFAOYSA-N;[t-butyl(dimethyl)silyloxy]acetone;ZCA68500;AKOS015913601;1-(t-butyldimethylsilyloxy)-2-propanone;AS-40102;SY043365;1-{[tert-butyl (dimethyl)silyl]oxy}acetone;1-{[tert-butyl(dimethyl)-silyl]oxy}acetone;CS-0112903;FT-0649667;1-{[t-butyl(dimethyl)silyl]oxy}-2-propanone;1-{[tert-Butyl(dimethyl)silyl]oxy}propan-2-one;1-(tert-Butyldimethylsilyloxy)-2-propanone, 98%

Chemical Property of 1-(tert-Butyldimethylsilyloxy)-2-propanone

Chemical Property:

• Vapor Pressure: 0.665mmHg at 25°C
• Refractive Index: n20/D 1.426(lit.)
• Boiling Point: 186.36 °C at 760 mmHg
• Flash Point: 55.396 °C
• PSA: 26.30000
• Density: 0.87 g/cm³
• LogP: 2.59720
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 188.123256411
• Heavy Atom Count: 12
• Complexity: 168

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(tert-Butyldimethylsilyoxy)-2-propanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CO[Si](C)(C)C(C)(C)C

Technology Process of 1-(tert-Butyldimethylsilyloxy)-2-propanone

There total 14 articles about 1-(tert-Butyldimethylsilyloxy)-2-propanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

tert-butyldimethylsilyl chloride (18162-48-6) + hydroxy-2-propanone (116-09-6) → 1-(tert-butyldimethylsiloxy)-2-propanone (74685-00-0)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b01824

Reference yield: 93.0%

1-tert-butyldimethylsilyloxy ethyl propenoate (232267-02-6) → 1-(tert-butyldimethylsiloxy)-2-propanone (74685-00-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at -100 - -10 ℃;

DOI:10.1016/S0040-4020(99)00317-8

Reference yield: 91.0%

1-{[tert-butyl(dimethyl)silyl]oxy}propan-2-ol (113534-13-7,136918-07-5,136984-22-0,116286-81-8) → 1-(tert-butyldimethylsiloxy)-2-propanone (74685-00-0)

Guidance literature:

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; In dichloromethane; for 6h;

DOI:10.1021/ol991299x

upstream raw materials:

tert-butyldimethylsilyl chloride

hydroxy-2-propanone

1-tert-butyldimethylsilyloxy ethyl propenoate

1-{[tert-butyl(dimethyl)silyl]oxy}propan-2-ol

Refernces

• 1、 Chaouni-Benabdallah, Aziz,Subra, Guy,Bonnet, Pierre A.,Fernandez, Jean P.,Chapat, Jean P.,Vallet, Patrick,Muller, Robert N.. "Nitroxides: Synthesis and paramagnetic properties of an α-hydroxymethyl derivative of DOXYL". . p. 12923 - 12932. Retrieved 1994.
• 2、 Peil, Sebastian,Bistoni, Giovanni,Goddard, Richard,Fürstner, Alois. "Hydrogenative metathesis of enynes via piano-stool ruthenium carbene complexes formed by alkyne gem-hydrogenation". supporting information. p. 18541 - 18553. Retrieved 2020/11/17.
• 3、 -. "NEW SUBSTITUTED AZAINDOLINE DERIVATIVES AS NIK INHIBITORS". Page/Page column 160. . Retrieved 2019/01/21.