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Cas Database

199847-86-4

199847-86-4

Identification

  • Product Name:Silane, dimethyl(3-methyl-1-oxobutyl)phenyl-

  • CAS Number: 199847-86-4

  • EINECS:

  • Molecular Weight:220.387

  • Molecular Formula: C13H20OSi

  • HS Code:

  • Mol File:199847-86-4.mol

Synonyms:

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

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Relevant articles and documentsAll total 2 Articles be found

Can relief of ring-strain in a cyclopropylmethyllithium drive the Brook rearrangement?

Clayden, Jonathan,Watson, David W.,Chambers, Mark

, p. 3195 - 3203 (2007/10/03)

α-Cyclopropyl-α-trialkylsilyl alkoxides were formed either by addition of cyclopropyllithiums to acylsilanes or by addition of organolithiums to a cyclopropylformylsilane. [1,2]-Brook rearrangement led to α-silyloxy organolithiums which on warming underwent cyclopropane ring opening and [1,5]-retro-Brook rearrangement to yield γ-silyl ketones. Despite the favourability of the cyclopropane ring opening, the Brook rearrangement still required the presence of an anion stabilising group to proceed. β-Silylketones were similarly formed by Brook-retro-Brook rearrangement on warming acylsilanes with a vinyllithium.

On the radical Brook rearrangement. Reactivity of α-silyl alcohols, α- silyl alcohol nitrite esters, and β-haloacylsilanes under radical-forming conditions

Paredes,Alonso

, p. 2292 - 2304 (2007/10/03)

Two alkoxyl radical generation methods, lead tetraacetate treatment of alcohols and photolysis of nitrites, were applied to α-silyl alcohols 21 and to the corresponding nitrites 25 with a view to forming α-silyl alkoxyl radicals 23 and studying their possible radical Brook rearrangement to α- silyloxy carbon radicals 24. LTA treatment of 21 led to their quick and efficient conversion into mixed acetyl-silyl acetals 33 under very mild conditions. Photolysis of α-alkylmonosubstituted α-silyl nitrites 25 to the corresponding aldehydes is considered to proceed through α-silyl alkoxyl radical intermediates 23. A concerted process is, however, proposed for the case of the benzyl nitrites analogues. On the basis of these results, it is postulated that resonance stabilization can have a major influence on the evolution of α-silyl alkoxyl radicals: should this stabilization be possible, they quickly evolve by α-silyl fragmentation; otherwise, they tend to undergo radical Brook rearrangement. It was also found that the radical Brook rearrangement of α-silyl cyclopropyloxyl radicals generated from β- bromoacylsilanes under standard tin-radical conditions is too slow to compete with β-fragmentation.

Process route upstream and downstream products

Process route

3-bromo-2,2-dimethyl-1-(dimethylphenylsilyl)propan-1-one
266329-24-2

3-bromo-2,2-dimethyl-1-(dimethylphenylsilyl)propan-1-one

1-(dimethylphenylsilyl)-3-methylbutan-1-one
199847-86-4

1-(dimethylphenylsilyl)-3-methylbutan-1-one

Conditions
Conditions Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene;
62%
(2-isobutyl-[3]dithian-2-yl)-dimethylphenylsilane

(2-isobutyl-[3]dithian-2-yl)-dimethylphenylsilane

1-(dimethylphenylsilyl)-3-methylbutan-1-one
199847-86-4

1-(dimethylphenylsilyl)-3-methylbutan-1-one

Conditions
Conditions Yield
With chloroamine-T; In methanol; water; at 0 - 20 ℃;
30%
2,2-dimethyl-1-(dimethylphenylsilyl)-3-(tetrahydropyran-2-yloxy)propan-1-one
266329-37-7

2,2-dimethyl-1-(dimethylphenylsilyl)-3-(tetrahydropyran-2-yloxy)propan-1-one

1-(dimethylphenylsilyl)-3-methylbutan-1-one
199847-86-4

1-(dimethylphenylsilyl)-3-methylbutan-1-one

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 41 percent / CBr4; PPh3 / CH2Cl2 / 0 - 20 °C
2: 62 percent / n-Bu3SnH; AIBN / benzene
With 2,2'-azobis(isobutyronitrile); carbon tetrabromide; tri-n-butyl-tin hydride; triphenylphosphine; In dichloromethane; benzene; 1: Bromination / 2: Reduction;
2,2-dimethyl-1-(dimethylphenylsilyl)-3-(tetrahydropyran-2-yloxy)propan-1-ol
266329-36-6

2,2-dimethyl-1-(dimethylphenylsilyl)-3-(tetrahydropyran-2-yloxy)propan-1-ol

1-(dimethylphenylsilyl)-3-methylbutan-1-one
199847-86-4

1-(dimethylphenylsilyl)-3-methylbutan-1-one

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: 75 percent / DMSO; oxalyl chloride; Et3N / CH2Cl2 / -78 °C
2: 41 percent / CBr4; PPh3 / CH2Cl2 / 0 - 20 °C
3: 62 percent / n-Bu3SnH; AIBN / benzene
With oxalyl dichloride; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; tri-n-butyl-tin hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; In dichloromethane; benzene; 1: Swern oxidation / 2: Bromination / 3: Reduction;
2-(2-methylpropyl)-1,3-dithiane
69824-23-3

2-(2-methylpropyl)-1,3-dithiane

1-(dimethylphenylsilyl)-3-methylbutan-1-one
199847-86-4

1-(dimethylphenylsilyl)-3-methylbutan-1-one

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1.1: n-BuLi / tetrahydrofuran; pentane / 0 °C
1.2: 93 percent / tetrahydrofuran; pentane
2.1: 30 percent / chloramine-T hydrate / H2O; methanol / 0 - 20 °C
With n-butyllithium; chloroamine-T; In tetrahydrofuran; methanol; water; pentane;
3-bromo-2,2-dimethyl-1-(dimethylphenylsilyl)propan-1-one
266329-24-2

3-bromo-2,2-dimethyl-1-(dimethylphenylsilyl)propan-1-one

1-(dimethylphenylsilyl)-3-methylbutan-1-one
199847-86-4

1-(dimethylphenylsilyl)-3-methylbutan-1-one

Conditions
Conditions Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene;
62%
(2-isobutyl-[3]dithian-2-yl)-dimethylphenylsilane

(2-isobutyl-[3]dithian-2-yl)-dimethylphenylsilane

1-(dimethylphenylsilyl)-3-methylbutan-1-one
199847-86-4

1-(dimethylphenylsilyl)-3-methylbutan-1-one

Conditions
Conditions Yield
With chloroamine-T; In methanol; water; at 0 - 20 ℃;
30%
2,2-dimethyl-1-(dimethylphenylsilyl)-3-(tetrahydropyran-2-yloxy)propan-1-one
266329-37-7

2,2-dimethyl-1-(dimethylphenylsilyl)-3-(tetrahydropyran-2-yloxy)propan-1-one

1-(dimethylphenylsilyl)-3-methylbutan-1-one
199847-86-4

1-(dimethylphenylsilyl)-3-methylbutan-1-one

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 41 percent / CBr4; PPh3 / CH2Cl2 / 0 - 20 °C
2: 62 percent / n-Bu3SnH; AIBN / benzene
With 2,2'-azobis(isobutyronitrile); carbon tetrabromide; tri-n-butyl-tin hydride; triphenylphosphine; In dichloromethane; benzene; 1: Bromination / 2: Reduction;
2,2-dimethyl-1-(dimethylphenylsilyl)-3-(tetrahydropyran-2-yloxy)propan-1-ol
266329-36-6

2,2-dimethyl-1-(dimethylphenylsilyl)-3-(tetrahydropyran-2-yloxy)propan-1-ol

1-(dimethylphenylsilyl)-3-methylbutan-1-one
199847-86-4

1-(dimethylphenylsilyl)-3-methylbutan-1-one

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: 75 percent / DMSO; oxalyl chloride; Et3N / CH2Cl2 / -78 °C
2: 41 percent / CBr4; PPh3 / CH2Cl2 / 0 - 20 °C
3: 62 percent / n-Bu3SnH; AIBN / benzene
With oxalyl dichloride; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; tri-n-butyl-tin hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; In dichloromethane; benzene; 1: Swern oxidation / 2: Bromination / 3: Reduction;
2-(2-methylpropyl)-1,3-dithiane
69824-23-3

2-(2-methylpropyl)-1,3-dithiane

1-(dimethylphenylsilyl)-3-methylbutan-1-one
199847-86-4

1-(dimethylphenylsilyl)-3-methylbutan-1-one

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1.1: n-BuLi / tetrahydrofuran; pentane / 0 °C
1.2: 93 percent / tetrahydrofuran; pentane
2.1: 30 percent / chloramine-T hydrate / H2O; methanol / 0 - 20 °C
With n-butyllithium; chloroamine-T; In tetrahydrofuran; methanol; water; pentane;

Global suppliers and manufacturers

Global( 3) Suppliers
  • Company Name
  • Business Type
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  • Main Products
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  • Kono Chem Co.,Ltd
  • Business Type:Other
  • Contact Tel:86-29-86107037-8015
  • Emails:info@konochemical.com
  • Main Products:83
  • Country:China (Mainland)
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