di-tert-butylchlorosilane | 56310-18-0

• 物质功能分类: 生物化工 - 核苷类药物 - 核苷酸及其类似物
• 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
• 英文名称: di-tert-butylchlorosilane
• 英文别名: Ditert-butylchlorosilane；ditert-butyl(chloro)silane
• CAS: 56310-18-0
• 化学式: C₈H₁₉ClSi
• mdl: MFCD00010755
• 分子量: 178.777
• InChiKey: OGWXFZNXPZTBST-UHFFFAOYSA-N

物化性质

• 沸点：
  82-84 °C/45 mmHg (lit.)
• 密度：
  0.884 g/mL at 25 °C (lit.)
• 闪点：
  103 °F
• 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)：
  1.86
• 重原子数：
  10
• 可旋转键数：
  2
• 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
• 危险等级：
  8
• 危险品标志：
  C
• 安全说明：
  S26,S36,S36/37/39,S37,S39,S45
• 危险类别码：
  R10
• WGK Germany：
  3
• 危险品运输编号：
  UN 2986 8/PG 2
• 包装等级：
  II
• 危险标志：
  GHS02,GHS05
• 危险性描述：
  H226,H314
• 危险性防范说明：
  P280,P305 + P351 + P338,P310
• 储存条件：
  保持贮藏器密封，并将其放入一个紧密的容器中。储存时，请确保放置在阴凉、干燥的地方。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : Di-tert-butylchlorosilane
CAS-No. : 56310-18-0
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP]
Flammable liquids (Category 3)
Skin corrosion (Category 1B)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Flammable. Causes burns.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Danger
Hazard statement(s)
H226 Flammable liquid and vapour.
H314 Causes severe skin burns and eye damage.
Precautionary statement(s)
P280 Wear protective gloves/ protective clothing/ eye protection/ face
protection.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
P310 Immediately call a POISON CENTER or doctor/ physician.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R10 Flammable.
R34 Causes burns.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
S45 In case of accident or if you feel unwell, seek medical advice immediately
(show the label where possible).
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Synonyms : Chloro-di-tert-butylsilane
Formula : C8H19ClSi
Molecular Weight : 178,77 g/mol
Component Concentration
Di-tert-butylchlorosilane
CAS-No. 56310-18-0 -

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Section 4. FIRST AID MEASURES
Description of first aid measures
General advice
Consult 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
Take off contaminated clothing and shoes immediately. 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
Do NOT induce vomiting. Never give anything by mouth to an unconscious person. Rinse mouth with
water. Consult a physician.
Most important symptoms and effects, both acute and delayed
Material is extremely destructive to tissue of the mucous membranes and upper respiratory tract, eyes, and
skin., Cough, Shortness of breath, Headache, Nausea
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
For small (incipient) fires, use media such as "alcohol" foam, dry chemical, or carbon dioxide. For large
fires, apply water from as far as possible. Use very large quantities (flooding) of water applied as a mist or
spray; solid streams of water may be ineffective. Cool all affected containers with flooding quantities of
water.
Special hazards arising from the substance or mixture
Carbon oxides, Hydrogen chloride gas, silicon oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
Use water spray to cool unopened containers.

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation.
Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapours accumulating to
form explosive concentrations. Vapours can accumulate in low areas.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.
Methods and materials for containment and cleaning up
Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and
place in container for disposal according to local regulations (see section 13).
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid inhalation of vapour or mist.
Keep away from sources of ignition - No smoking.Take measures to prevent the build up of electrostatic
charge.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are
opened must be carefully resealed and kept upright to prevent leakage.
Moisture sensitive.
Specific end use(s)
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Tightly fitting safety goggles. Faceshield (8-inch minimum). Use equipment for eye protection
tested and approved under appropriate government standards such as NIOSH (US) or EN
166(EU).
Skin protection
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.
Body Protection
Complete suit protecting against chemicals, Flame retardant antistatic protective clothing, The type
of protective equipment must be selected according to the concentration and amount of the
dangerous substance at the specific workplace.
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator
with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup
to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air
respirator. Use respirators and components tested and approved under appropriate government
standards such as NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: clear, liquid
Colour: colourless
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and 82 - 84 °C at 60 hPa - lit.
boiling range
g) Flash point 39 °C - closed cup
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density 0,884 g/cm3 at 25 °C
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
Heat, flames and sparks.
Incompatible materials
Strong oxidizing agents, Strong bases
Hazardous decomposition products
Other decomposition products - no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. Material is extremely destructive to the tissue of
the mucous membranes and upper respiratory tract.
Ingestion May be harmful if swallowed. Causes burns.
Skin May be harmful if absorbed through skin. Causes skin burns.
Eyes Causes eye burns.
Signs and Symptoms of Exposure
Material is extremely destructive to tissue of the mucous membranes and upper respiratory tract, eyes, and
skin., Cough, Shortness of breath, Headache, Nausea
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting
as this material is highly flammable. Offer surplus and non-recyclable solutions to a licensed disposal
company. Contact a licensed professional waste disposal service to dispose of this material.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: 2986 IMDG: 2986 IATA: 2986
UN proper shipping name
ADR/RID: CHLOROSILANES, CORROSIVE, FLAMMABLE, N.O.S.
IMDG: CHLOROSILANES, CORROSIVE, FLAMMABLE, N.O.S.
IATA: Chlorosilanes, corrosive, flammable, n.o.s.
Passenger Aircraft: Not permitted for transport
Transport hazard class(es)
ADR/RID: 8 (3) IMDG: 8 (3) IATA: 8 (3)
Packaging group
ADR/RID: II IMDG: II IATA: II
Environmental hazards
ADR/RID: no IMDG Marine Pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15 - REGULATORY INFORMATION
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  di-tert-butylchlorosilane 在 zinc(II) fluoride 、 溴 作用下， 以 四氯化碳 为溶剂， 生成 (Bromdi-tert-butylsilyl)bis(trimethylsilyl)methan
  参考文献：
  名称：

  Wiberg, Nils; Wagner, Gerhard, Angewandte Chemie, 1983, vol. 95, # 12, p. 1027 - 1028

  摘要：

  DOI：
• 作为产物：
  描述：

  叔丁基锂 生成 di-tert-butylchlorosilane
  参考文献：
  名称：

  某些叔丁基二硅烷和-二茂铁的合成与反应活性

  摘要：

  已经开发了偶联R 2 EHCl（R = Me，t-Bu; E = Si，Ge）产生R 2 HEEHR 2的有效方法。这些二酐容易被Br 2或I 2卤化，得到相应的1，2-二卤代二硅烷或-​​二茂铁。Me 2 ClGeGeClMe 2的高收率是通过用浓硫酸处理六甲基二茂铁而获得的。硫酸和氯化铵。浓缩 在用氯化铵处理后，硫酸专门从[t-BuMe 2 Ge-] 2裂解甲基，得到[t-BuMeClGeGe]] 2。后者的二氯二茂铁以d，l的混合物形式形成-对映异构体和内消旋异构体，如NMR证据所示。庞大的叔丁基使（t-Bu）4 Si 2 Br 2对与有机锂试剂的亲核取代或金属-卤素交换呈惰性。

  DOI：

  10.1016/s0022-328x(00)91771-6
• 作为试剂：
  描述：

  (7-bromo-1-ethylindol-3-yl)methanol 在 叔丁基过氧化氢 、 di-tert-butylchlorosilane 、 ferrous 2,2,6,6-tetramethyl-3,5-heptanedionate 作用下， 以 丙醇 为溶剂， 反应 24.0h， 以71%的产率得到7-bromo-1-ethyl-3-(hydroxymethyl)-3H-indol-2-one
  参考文献：
  名称：

  一种铁催化氧化吲哚类化合物合成2-吲哚酮类化合物的方法

  摘要：

  本发明公开了一种铁催化氧化吲哚类化合物合成2‑吲哚酮类化合物的方法，包括在有机溶剂、水或有机溶剂的水溶液中，以氢硅烷为促进剂，在氧化剂和铁催化剂作用下，由吲哚类化合物(I)制得2‑吲哚酮类化合物(II)。本发明方法具有催化剂来源广泛、廉价和环保的优势；氧化剂来源广泛、廉价和绿色环保的优势；反应条件温和、选择性高和产率高；底物来源广泛且稳定；底物官能团相容性好且底物的适用范围广；复杂小分子可兼容，能很好的转化成酮。

  公开号：

  CN110256327A

文献信息

• Enantioselective Total Synthesis of (−)-Taxol
  作者：Hiroyuki Kusama、Ryoma Hara、Shigeru Kawahara、Toshiyuki Nishimori、Hajime Kashima、Nobuhito Nakamura、Koichiro Morihira、Isao Kuwajima

  DOI：10.1021/ja9939439

  日期：2000.4.1

  Enantioselective total synthesis of taxol has been accomplished. Coupling reaction of the optically pure A-ring hydroxy aldehyde with the aromatic C-ring fragment followed by Lewis acid mediated eight-membered B-ring cyclization gave the desired ABC endo-tricarbocycle. The C-ring moiety of this product was reduced under Birch conditions to the cyclohexadiene derivative, which was oxygenated by singlet

  完成了紫杉醇的对映选择性全合成。光学纯 A 环羟基醛与芳族 C 环片段的偶联反应，然后是路易斯酸介导的八元 B 环环化，得到所需的 ABC 内三碳环。该产物的 C 环部分在 Birch 条件下被还原为环己二烯衍生物，该衍生物被来自凸 β 面的单线态氧氧化，立体选择性地得到 C4β、C7β-二醇。为了引入C19-甲基，环丙基酮通过C-环烯丙醇的环丙烷化或氰基与C-环烯酮的共轭加成来制备。环丙烷环的还原裂解，然后将所得烯醇异构化为相应的酮，得到含有 C19-甲基的关键合成中间体。
• New and Efficient Procedure for the Preparation of Unsymmetrical Silaketals
  作者：Marc Petit、Gaëlle Chouraqui、Corinne Aubert、Max Malacria

  DOI：10.1021/ol034207j

  日期：2003.6.1

  [reaction: see text] A new and efficient procedure for the preparation of unsymmetrical silaketals via a three-step protocol without isolation of the intermediates is presented. The unsymmetrical silyl ethers and silanes can also be readily obtained via this sequence of reactions.

  [反应：见正文]提出了一种新的有效方法，该方法可通过三步方案制备不对称的Silaketal，而无需分离中间体。通过该反应序列也可以容易地获得不对称的甲硅烷基醚和硅烷。
• Asymmetric catalysis. Production of chiral diols by enantioselective catalytic intramolecular hydrosilation of olefins
  作者：Steven H. Bergens、Pedro Noheda、John Whelan、B. Bosnich

  DOI：10.1021/ja00032a028

  日期：1992.3

  Rhodium(I) chiral diphosphine complexes efficiently and rapidly catalyze the intramolecular hydrosilation of silyl ethers derived from allylic alcohols. The efficiency and rates of intramolecular hydrosilations were determined for a variety of silyl and olefin substituents. The catalysts were found to tolerate a widevariety of silyl substituents, although terminal alkyl olefin substituents were found to

  铑 (I) 手性二膦配合物有效且快速地催化衍生自烯丙醇的甲硅烷基醚的分子内氢化硅烷化。测定了各种甲硅烷基和烯烃取代基的分子内硅氢化的效率和速率。尽管发现末端烷基烯烃取代基会延迟催化作用，但发现这些催化剂可以耐受多种甲硅烷基取代基。发现末端芳基烯烃取代基有效且以合理的速率进行氢化硅烷化
• Synthesis of α-(Alkoxysilyl)acetic esters. A route to 1,2 diols
  作者：Olivier Andrey、Yannick Landais、Denis Planchenault、Valéry Weber

  DOI：10.1016/0040-4020(95)00763-x

  日期：1995.10

  Si-H insertion of a carbenoid, generated by decomposition of N2CHCO2Et, followed by a nucleophilic attack onto the Si-Cl bond by an alcohol. Alkylation of the title esters, reduction of the ester function and finally oxidation of the C-Si bond provide a facile entry to 1,2-diols.

  描述了获得α-（烷氧基甲硅烷基）乙酸酯的简单方法及其应用。它涉及在一个罐中进行的两步序列：铑催化类固醇的Si-H插入，该分解是由N 2 CHCO 2 Et的分解产生的，然后是由醇对Si-Cl键的亲核攻击。标题酯的烷基化，酯官能度的降低以及最后C-Si键的氧化为1,2-二醇提供了便捷的入口。
• Practical Gram-Scale Synthesis of Iboxamycin, a Potent Antibiotic Candidate
  作者：Jeremy D. Mason、Daniel W. Terwilliger、Aditya R. Pote、Andrew G. Myers

  DOI：10.1021/jacs.1c03529

  日期：2021.7.28

  iboxamycin, an antibiotic candidate bearing a fused bicyclic amino acid residue, is presented. A pivotal transformation in the route involves an intramolecular hydrosilylation–oxidation sequence to set the ring-fusion stereocenters of the bicyclic scaffold. Other notable features of the synthesis include a high-yielding, highly diastereoselective alkylation of a pseudoephenamine amide, a convergent sp3–sp2

  介绍了伊波沙霉素的克级合成，伊波沙霉素是一种带有融合双环氨基酸残基的候选抗生素。该路线的关键转变涉及分子内氢化硅烷化-氧化序列以设置双环支架的环融合立体中心。该合成的其他显着特征包括假苯胺酰胺的高产率、高度非对映选择性烷基化、会聚 sp 3 -sp 2 Negishi 偶联和一锅转缩醛化还原反应以形成目标化合物的氧杂环丁烷环。这种合成策略的实施提供了大量的伊波沙霉素，以允许其在小鼠感染模型中进行体内分析。