叔丁基[4-(二甲氧基甲基)苯氧基]二甲基硅烷 | 118736-04-2

• 物质功能分类: 分析化学 - 分析试剂 - 衍生化试剂
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 叔丁基[4-(二甲氧基甲基)苯氧基]二甲基硅烷
• 英文名称: tert-butyl(4-(dimethoxymethyl)phenoxy)dimethylsilane
• 英文别名: tert-Butyl[4-(dimethoxymethyl)phenoxy]dimethylsilane；tert-butyl-[4-(dimethoxymethyl)phenoxy]-dimethylsilane
• CAS: 118736-04-2
• 化学式: C₁₅H₂₆O₃Si
• 分子量: 282.455
• InChiKey: DGWQQAQYHUNLGD-UHFFFAOYSA-N

物化性质

• 沸点：
  287.6±30.0 °C(Predicted)
• 密度：
  0.958±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 储存条件：
  存放于惰性气体中，并避免接触湿气（否则可能分解）。

SDS

tert-Butyl[4-(dimethoxymethyl)phenoxy]dimethylsilane Revision number: 1
SAFETY DATA SHEET

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Section 1. BASE INFORMATION
Product name: tert-Butyl[4-(dimethoxymethyl)phenoxy]dimethylsilane

Revision number: 1

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Section 2. HAZARDS IDENTIFICATION
Classification of the GHS
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS Not classified
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements
None
Pictograms or hazard symbols
Signal word No signal word
None
Hazard statement
Precautionary statements None

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Component(s): tert-Butyl[4-(dimethoxymethyl)phenoxy]dimethylsilane
Percent: >98.0%(GC)
CAS Number: 118736-04-2
Synonyms: 1-(tert-Butyldimethylsilyloxy)-4-(dimethoxymethyl)benzene , 4-(tert-
Butyldimethylsilyloxy)benzaldehyde Dimethyl Acetal
Chemical Formula: C15H26O3Si

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Specific hazards: Take care as it may decompose upon combustion or in high temperatures to
generate poisonous fume.
tert-Butyl[4-
(dimethoxymethyl)phenoxy]dimethylsilane

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Section 5. FIRE-FIGHTING MEASURES
Specific methods: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Use personal protective equipment. Keep people away from and upwind of spill/leak.
Personal precautions,
protective equipment and Ensure adequate ventilation. Entry to non-involved personnel should be controlled
emergency procedures: around the leakage area by roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Absorb spilled material in a suitable absorbent (e.g. rag, dry sand, earth, saw-dust).
containment and cleaning In case of large amount of spillage, contain a spill by bunding. Adhered or collected
up: material should be promptly disposed of, in accordance with appropriate laws and
regulations.

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Section 7. HANDLING AND STORAGE
Handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent generation of vapor or mist. Wash hands and face thoroughly after handling.
Use a ventilation, local exhaust if vapor or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Storage
Keep container tightly closed. Store in a cool and dark place.
Storage conditions:
Store under inert gas.
Protect from moisture.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Law is followed.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust as possible so that workers should not be
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Vapor respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Liquid
Form: clear
Color: Colorless - Almost colorless
Odor: No data available
pH: No data available
Melting point/freezing point:No data available
Boiling Point/Range: No data available
Flash Point: No data available
Explosive limits
Lower: No data available
Upper: No data available
Density: No data available
Solubility: No data available
tert-Butyl[4-
(dimethoxymethyl)phenoxy]dimethylsilane

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Section 10. STABILITY AND REACTIVITY
Stability: Stable under proper conditions.
Reactivity: No special reactivity has been reported.
Conditions to avoid: Moisture-sensitive
Incompartible materials: oxidizing agents
Hazardous Decomposition Carbon monoxide, Carbon dioxide, Silicon oxides
Products:

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Section 11. TOXICOLOGICAL INFORMATION
No data available
Acute Toxicity:
Skin corrosion/irritation: No data available
No data available
Serious eye
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
No data available
IARC =
NTP = No data available
No data available
Reproductive toxicity:

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobillity in soil
log Pow: No data available
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to burn in a chemical
incinerator equipped with an afterburner and scrubber system. Observe all federal, state and local regulations when
disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Hazards Class: Does not correspond to the classification standard of the United Nations
UN-No: Not Listed

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26,
2002): Safe use and production, the storage of a dangerous chemical, transport, loading and unloading were
prescribed.
tert-Butyl[4-
(dimethoxymethyl)phenoxy]dimethylsilane

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  叔丁基[4-(二甲氧基甲基)苯氧基]二甲基硅烷 在 咪唑 、 manganese(IV) oxide 、 三氟甲磺酸二丁硼 、 camphor-10-sulfonic acid 、 四丁基氟化铵 、 二异丁基氢化铝 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 13.42h， 生成
  参考文献：
  名称：

  Total Synthesis of Leustroducsin B

  摘要：

  A convergent total synthesis of leustroducsin B (1), which is known to exhibit a variety of biological activities, was successfully carried out. Notable features of our synthesis include construction of the C8 stereocenter by lipase-mediated desymmetrization of meso-diol 4 (90.2% ee) and preparation of the C9-C11 anti-diol moiety by the addition of alkynylzinc reagent 20 to the aldehyde 19. Furthermore, a new diol protecting group, p-silyloxybenzylidene, was developed for the deprotection from densely functionalized substrates under weakly acidic conditions. The protecting group was easily removed in a two-step procedure ((HF)3.Et3N; AcOH-THF-H2O).

  DOI：

  10.1021/ja0340679
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 在 咪唑 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 38.0h， 生成 叔丁基[4-(二甲氧基甲基)苯氧基]二甲基硅烷
  参考文献：
  名称：

  经由吡啶鎓盐中间体的芳香醛和缩醛的化学选择性亲核功能化

  摘要：

  新型化学选择性功能化的发展可以使合成靶分子的策略多样化。用以前的方法很难达到芳族和脂族醛之间的完美化学选择性。新近完成了在脂肪族醛存在下的芳香族醛选择性亲核加成反应。即，使用芳烃和烯丙基硅烷的芳族醛选择性亲核加成在三烷基甲硅烷基三氟甲磺酸酯和2,2'-联吡啶基的存在下进行，而脂族醛完全保持不变。衍生自芳族醛的反应性吡啶鎓盐类中间体经过化学选择性亲核取代。而且，作为保护醛的芳香族缩醛可以直接转化为类似的吡啶鎓盐中间体，

  DOI：

  10.1021/acs.joc.8b02965

文献信息

• A Novel, Efficient, and Selective Cleavage of Acetals Using Bismuth(III) Chloride
  作者：Gowravaram Sabitha、R. Satheesh Babu、E. Veakata Reddy、J. S. Yadav

  DOI：10.1246/cl.2000.1074

  日期：2000.9

  Treatment of acetals with bismuth(III) chloride in methanol provides a simple, convenient and chemoselective process for deprotection, and the parent aldehyde or ketone was obtained in high yield. The acetals have been cleaved selectively in the presence of silyl, benzyl and tetrahydropyranyl ethers.

  在甲醇中用氯化铋 (III) 处理缩醛提供了一种简单、方便和化学选择性的脱保护方法，并且以高产率获得了母体醛或酮。在甲硅烷基、苄基和四氢吡喃基醚的存在下，缩醛已被选择性裂解。
• Environmentally friendly organic synthesis using bismuth compounds: bismuth(III) iodide catalyzed deprotection of acetals in water
  作者：Aaron D. Bailey、Ashvin R. Baru、Kendall K. Tasche、Ram S. Mohan

  DOI：10.1016/j.tetlet.2007.11.127

  日期：2008.1

  The chemoselective deprotection of a wide range of acetals and ketals in water is catalyzed by bismuth(III) iodide. Bismuth(III) compounds are remarkably nontoxic and hence are attractive as environmentally friendly catalysts.

  碘化铋（III）催化水中多种缩醛和缩酮的化学选择性脱保护。铋（III）化合物无毒，因此作为环保催化剂具有吸引力。
• Formation of Acetals and Ketals from Carbonyl Compounds: A New and Highly Efficient Method Inspired by Cationic Palladium
  作者：Enoch A. Mensah、Shawn D. Green、Jesse West、Tyler Kindoll、Brenda Lazaro-Martinez

  DOI：10.1055/s-0039-1690497

  日期：2019.9

  acetals and ketals is described. This methodology relies on the nature of the palladium catalyst to direct the acetalization/ketalization reaction. This new protocol is mild and proceed with a very low catalyst loading at ambient temperatures. The method has been extended to a wide variety of different carbonyl compounds with various steric encumbrances to form the corresponding acetals and ketals in excellent

  描述了一种新的、高效的、简单的方法来掩蔽羰基作为缩醛和缩酮的发展。这种方法依赖于钯催化剂的性质来指导缩醛化/缩酮化反应。这种新协议是温和的，并且在环境温度下以非常低的催化剂负载量进行。该方法已扩展到具有各种空间阻碍的各种不同的羰基化合物，以优异的产率形成相应的缩醛和缩酮。
• Iron(III) tosylate-catalyzed deprotection of aromatic acetals in water
  作者：Margaret E. Olson、James P. Carolan、Michael V. Chiodo、Phillip R. Lazzara、Ram S. Mohan

  DOI：10.1016/j.tetlet.2010.05.112

  日期：2010.7

  The deprotection of aromatic as well as conjugated acetals and ketals in water is catalyzed by iron(III) tosylate (1.0–5.0 mol %). Iron(III) tosylate is an inexpensive and readily available catalyst. The use of water, the most environmentally benign solvent, makes this procedure especially attractive for acetal deprotection.

  甲苯磺酸铁（III）（1.0-5.0 mol％）催化水中芳香族化合物以及共轭缩醛和缩酮的脱保护。甲苯磺酸铁（III）是一种廉价且容易获得的催化剂。使用水（对环境最无害的溶剂）使该程序对于缩醛脱保护特别有吸引力。
• A mild and chemoselective method for the deprotection of tert-butyldimethylsilyl (TBDMS) ethers using iron(III) tosylate as a catalyst
  作者：Jason M. Bothwell、Veronica V. Angeles、James P. Carolan、Margaret E. Olson、Ram S. Mohan

  DOI：10.1016/j.tetlet.2009.12.076

  日期：2010.2

  TBDMS ethers utilizes stoichiometric amounts of tetrabutylammonium fluoride, n-Bu4N+F− (TBAF), which is highly corrosive and toxic. We have developed a mild and chemoselective method for the deprotection of TBDMS, TES, and TIPS ethers using iron(III) tosylate as a catalyst. Phenolic TBDMS ethers, TBDPS ethers and the BOC group are not affected under these conditions. Iron(III) tosylate is an inexpensive

  为TBDMS醚脱保护的最常见的方法是利用化学计量的量的四丁基氟化铵，Ñ -Bu 4 Ñ + ˚F -（TBAF），这是高度腐蚀性和毒性。我们已经开发了一种温和的化学选择性方法，可使用甲苯磺酸铁（III）作为催化剂对TBDMS，TES和TIPS醚进行脱保护。在这些条件下，不影响酚类TBDMS醚，TBDPS醚和BOC基团。甲苯磺酸铁（III）是一种便宜的，市售的，无腐蚀性的试剂。