异丙基甲基二氯硅烷 | 18236-89-0

• 物质功能分类: 化学试剂 - 硅烷试剂
• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 中文名称: 异丙基甲基二氯硅烷
• 中文别名: 甲基异丙基二氯硅烷
• 英文名称: isopropylmethyldichlorosilane
• 英文别名: methylisopropyldichlorosilane；dichloro-isopropyl-methyl-silane；Dichlor-isopropyl-methyl-silan；dichloromethyl(1-methylethyl)-silane；Dichlor-methyl-isopropyl-silan；Dichlorisopropylmethylsilan；dichloro-methyl-propan-2-ylsilane
• CAS: 18236-89-0
• 化学式: C₄H₁₀Cl₂Si
• mdl: MFCD00054830
• 分子量: 157.115
• InChiKey: IPIWUBVZCIGHAC-UHFFFAOYSA-N

物化性质

• 沸点：
  121 °C
• 密度：
  1.033
• 闪点：
  14°C
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  2.07
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• TSCA：
  No
• 危险品标志：
  C
• 安全说明：
  S25,S36/37/39,S45
• 危险类别码：
  R34
• 危险品运输编号：
  UN 2985
• 海关编码：
  2931900090

SDS

Name:	Isopropylmethyldichlorosilane 97% Material Safety Data Sheet
Synonym:
CAS:	18236-89-0

Section 1 - Chemical Product MSDS Name:Isopropylmethyldichlorosilane 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
18236-89-0	Isopropylmethyldichlorosilane	97%	unlisted

Hazard Symbols: C
Risk Phrases: 34

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.
Potential Health Effects
Eye:
Causes eye burns. May cause conjunctivitis. May cause blindness.
Contact with the eyes may cause corneal damage.
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal irritation with nausea, vomiting and diarrhea. Causes gastrointestinal tract burns. The toxicological properties of this substance have not been fully investigated.
Inhalation:
Causes chemical burns to the respiratory tract. The toxicological properties of this substance have not been fully investigated.
Inhalation may be fatal as a result of spasm, inflammation, edema of the larynx and bronchi, chemical pneumonitis and pulmonary edema.
May cause burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Do not induce vomiting. If victim is conscious and alert, give 2-4 cupfuls of milk or water. Get medical aid immediately.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use foam, dry chemical, or carbon dioxide.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container.

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Section 7 - HANDLING and STORAGE
Handling:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 18236-89-0: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Clear liquid
Color: colorless
Odor: hydrochloric odor
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 121 deg C @ 760 mmH
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Reacts.
Specific Gravity/Density: Not available.
Molecular Formula: (CH3)2CHSi(Cl)2CH3
Molecular Weight: 157.0615

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Water, oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, carbon dioxide, silicon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 18236-89-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Isopropylmethyldichlorosilane - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 34 Causes burns.
Safety Phrases:
S 16 Keep away from sources of ignition - No
smoking.
S 25 Avoid contact with eyes.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 18236-89-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 18236-89-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 18236-89-0 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

应用

异丙基甲基二氯硅烷是一种有机原料，可用于制备苯乙烯共轭双烯嵌段共聚物和粒状无规/立构嵌段聚苯乙烯等。

用途

异丙基甲基二氯硅烷可用作硅烷保护剂，在分析或有机合成中用于变更或保护有机物中的活性基团。它是一类有机硅单体或小分子化合物。

反应信息

• 作为反应物：
  描述：

  异丙基甲基二氯硅烷 在 三氟化锑 作用下， 反应 15.0h， 生成 Methylisopropyldifluorsilan
  参考文献：
  名称：

  Silicium-verbindungen mit starken intramolekularen sterischen wechselwirkungen

  摘要：

  DOI：

  10.1016/s0022-328x(00)92108-9
• 作为产物：
  描述：

  异丙基甲基一氯一氢硅烷 在 三氯化铝 、 Isobutyl-silan 作用下， 生成 异丙基甲基二氯硅烷
  参考文献：
  名称：

  Dolgow et al., Zhurnal Obshchei Khimii, 1957, vol. 27, p. 2062; engl.Ausg.S. 2117

  摘要：

  DOI：

文献信息

• Catalytic Synthesis of Functional Silicon-Stereogenic Silanes through<i>Candida antarctica</i>Lipase B Catalyzed Remote Desymmetrization of Silicon-Centered Diols
  作者：Xing Lu、Li Li、Wei Yang、Kezhi Jiang、Ke-Fang Yang、Zhan-Jiang Zheng、Li-Wen Xu

  DOI：10.1002/ejoc.201300932

  日期：2013.9

  A series of silicon-containing diols are synthesized and used in lipase-catalyzed remote desymmetrization. This synthetic method is valuable in the construction of optically active silicon-stereogenic organosilicon compounds. Good enantioselectivities of the remote desymmetrization was achieved with Candida antarctica lipase B (CAL-B) (up to 90:10er).

  一系列含硅二醇被合成并用于脂肪酶催化的远程去对称化。这种合成方法在构建光学活性硅-立体有机硅化合物方面很有价值。使用南极念珠菌脂肪酶 B (CAL-B)（高达 90:10er）实现了远程去对称化的良好对映选择性。
• Heteroleptic [<i>n</i>]Chromoarenophanes:<i>ansa</i>Complexes Derived from [Cr(η⁵-C₅H₅)(η⁶-C₆H₆)]
  作者：Holger Braunschweig、Frank Breher、Sabrina Capper、Klaus Dück、Marco Fuß、J. Oscar C. Jimenez-Halla、Ivo Krummenacher、Thomas Kupfer、Dominik Nied、Krzysztof Radacki

  DOI：10.1002/chem.201203288

  日期：2013.1.2

  ansa complexes. The treatment of tin‐bridged complex [Cr(η5‐C5H4)(η6‐C6H5)SntBu2] with [Pt(PEt3)3] results in the non‐regioselective insertion of the low‐valent Pt0 fragment into the CipsoSn bonds in both the five‐ and six‐membered rings, thereby furnishing a bimetallic complex. This observed reactivity suggests that ansa complexes of this type are promising starting materials for the synthesis of bimetallic

  由于其作为均相催化剂和含金属聚合物的前体的重要性，人们对ansa配合物的合成进行了深入研究。但是，顺磁性非金属茂衍生物很少见，仅限于钒和钛。在本文中，我们报道了顺磁性夹层的复合物的选择性dilithiation有效的过程[CR（η 5 -C 5 H ^ 5）（η 6 -C 6 H ^ 6）]，这允许一系列[的制备Ñ ] chromoarenophanes（ñ= 1、2、3），在桥接位置具有硅，锗和锡原子。这些配合物的电子和结构性质通过X射线衍射分析，循环伏安法以及UV / Vis和EPR光谱进行探测。应变和应变较小的配合物（即具有多个原子连接子）的光谱参数表明，未配对的电子主要存在于铬（I）的轨道上。密度泛函理论（DFT）计算也支持此结果。我们没有观察到实验的UV / Vis和EPR数据与这些ansa配合物中的分子畸变程度之间存在相关性。锡桥连的络合物[铬（η治疗5 -C 5 H ^ 4）（η
• Total Synthesis of Elaiophylin (Azalomycin B)
  作者：Kazunobu Toshima、Kuniaki Tatsuta、Mitsuhiro Kinoshita

  DOI：10.1246/bcsj.61.2369

  日期：1988.7

  Antibiotic elaiophylin (1) has been first synthesized by a convergent route involving aldol coupling of (5R,6R,7R)-5-O-[2-deoxy-3,4-bis-O-(isopropyldimethylsilyl)-α-L-fucopyranosyl]-6-ethyl-7-O-(diethylisopropylsilyl)-5,7-dihydroxy-3-octanone (25f) and (7S,8S,15S,16S:3E,5E,11E,13E)-8,16-bis[(1R)-1-formylethyl]-7,15-dimethyl-1,9-dioxa-3,5,11,13-cyclohexadecatetraene-2,10-dione (3), followed by desilylation

  抗生素 elaiophylin (1) 已首先通过收敛路线合成，包括 (5R,6R,7R)-5-O-[2-deoxy-3,4-bis-O-(isopropyldimethylsilyl)-α-L-吡喃岩藻糖基]-6-乙基-7-O-(二乙基异丙基甲硅烷基)-5,7-二羟基-3-辛酮 (25f) 和 (7S,8S,15S,16S:3E,5E,11E,13E)-8,16-双[(1R)-1-甲酰基乙基]-7,15-二甲基-1,9-dioxa-3,5,11,13-cyclohexadecatetraene-2,10-dione (3)，然后脱甲硅烷基化。由 D-葡萄糖和 2-脱氧-L-岩藻糖合成适当的 O-保护链段 25f 和大环二醛 3。
• Lewis-Base-Mediated Diastereoselective Silylations of Alcohols: Synthesis of Silicon-Stereogenic Dialkoxysilanes Controlled by Chiral Aryl BINMOLs
  作者：Xing-Feng Bai、Jin-Feng Zou、Mu-Yi Chen、Zheng Xu、Li Li、Yu-Ming Cui、Zhan-Jiang Zheng、Li-Wen Xu

  DOI：10.1002/asia.201700640

  日期：2017.7.18

  construction of silicon‐stereogenic organosilicon compounds with high yields and good diastereoselectivities. In addition, the diasteroselective silylation of chiral diols might not only be of interest for the development of highly stereoselective nucleophilic silylation, but also shed light on the construction of novel chiral phosphine ligands bearing a silicon‐stereogenic center.

  在过去的几年中，醇底物的羟基与氯硅烷的立体选择性官能化导致了甲硅烷基醚的形成，已经从官能团的保护发展为对映选择性的合成策略。这项工作包括通过使用一系列结构上特定的手性二醇，手性1,1'-联萘-2-α-芳基甲醇-2'-醇（Ar-BINMOL），对二氯硅烷进行受控的不对称化。这个过程导致了易于形成的硅立体异构有机硅化合物的高收率和良好的非对映选择性。此外，手性二醇的非对映选择性甲硅烷基化不仅可能引起高度立体选择性亲核甲硅烷基化的发展，而且还有助于构建具有硅立体异构中心的新型手性膦配体。
• Quantitative substituent effects in the Grignard reaction with silanes
  作者：Oleg Golubev、Dmitri Panov、Anu Ploom、Ants Tuulmets、Binh T. Nguyen

  DOI：10.1016/j.jorganchem.2007.05.009

  日期：2007.8

  the resonance effect of substituents at least in nucleophilic displacement reactions at the silicon center. An attempt to calculate the steric constants for polar substituents was made. It appeared that the inductive constants σ∗ derived from the carbon chemistry are not applicable to the silicon chemistry. New scales of parameters for description of polar and steric effects in the organosilicon chemistry

  在伪一级反应条件下，使用过量的格氏试剂，研究了乙基氯化镁和苯基氯化镁与氯硅烷RMeSiCl 2的反应动力学。烷基取代的硅烷的速率常数与E s（Si）空间参数密切相关。良好的线性速率的数据的相关性为取代的苯基衍生物与σ 0感应常数与文献数据的相关性排除取代基中至少在亲核置换反应在硅中心共振效应在一起。尝试计算极性取代基的空间常数。似乎感应常数σ ∗源自碳化学的元素不适用于硅化学。需要创建用于描述有机硅化学中极性和空间效应的新参数标度。

表征谱图