(七氟丙基)三甲基硅烷 | 3834-42-2

• 物质功能分类: 化学试剂 - 有机试剂 - 硅烷
• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 中文名称: (七氟丙基)三甲基硅烷
• 中文别名: 1-(三甲基硅基)七氟丙烷
• 英文名称: (heptafluoropropyl)trimethylsilane
• 英文别名: trimethyl(heptafluoropropyl)silane；1,1,2,2,3,3,3-heptafluoropropyl(trimethyl)silane
• CAS: 3834-42-2
• 化学式: C₆H₉F₇Si
• mdl: MFCD00216712
• 分子量: 242.212
• InChiKey: PKLASFRWKXWKII-UHFFFAOYSA-N

物化性质

• 沸点：
  88 °C (lit.)
• 密度：
  1.195 g/mL at 25 °C (lit.)
• 闪点：
  20 °F
• 稳定性/保质期：
  避免强氧化剂

计算性质

• 辛醇/水分配系数(LogP)：
  4.59
• 重原子数：
  14
• 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：
  7

安全信息

• 危险等级：
  3
• 危险品运输编号：
  UN 1993 3/PG 2
• 海关编码：
  2931900090
• 安全说明：
  S23,S24/25
• 危险类别码：
  R10
• WGK Germany：
  3
• 储存条件：
  请将药品存放在密闭、阴凉干燥的地方保存。

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : (Heptafluoropropyl)trimethylsilane
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 3834-42-2

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SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Flammable liquids (Category 3), H226
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
R10
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Warning
Hazard statement(s)
Flammable liquid and vapour.
Precautionary statement(s) none
Supplemental Hazard none
Statements
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Synonyms : 1-(Trimethylsilyl)heptafluoropropane
Formula : C6H9F7Si
Molecular Weight : 242,21 g/mol
CAS-No. : 3834-42-2
No components need to be disclosed according to the applicable regulations.
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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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
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Flush eyes with water as a precaution.
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
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
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 fluoride, 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
Avoid breathing vapours, mist or gas. Remove all sources of ignition. Beware of vapours accumulating to
form explosive concentrations. Vapours can accumulate in low areas.
For personal protection see section 8.
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.
For precautions see section 2.2.
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.
Specific end use(s)
A part from the uses mentioned in section 1.2 no other specific uses are stipulated

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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
Face shield and safety glasses 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
impervious clothing, 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).
Control of environmental exposure
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.

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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 88 °C - lit.
boiling range
g) Flash point 54 °C - closed cup
h) Evapouration 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 1,195 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
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
Heat, flames and sparks.
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

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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 sensitisation
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
Additional Information
RTECS: Not available
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

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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
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
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: 1993 IMDG: 1993 IATA: 1993
UN proper shipping name
ADR/RID: FLAMMABLE LIQUID, N.O.S. ((Heptafluoropropyl)trimethylsilane)
IMDG: FLAMMABLE LIQUID, N.O.S. ((Heptafluoropropyl)trimethylsilane)
IATA: Flammable liquid, n.o.s. ((Heptafluoropropyl)trimethylsilane)
Transport hazard class(es)
ADR/RID: 3 IMDG: 3 IATA: 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
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  (七氟丙基)三甲基硅烷 在 perfluorobutanesulfonyl azide 、 cesium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 1-azido-1,1,2,2,3,3,3-heptafluoropropane
  参考文献：
  名称：

  叠氮全氟烷烃：在铜（I）催化的叠氮化物-炔烃环加成反应中的合成及应用

  摘要：

  我们报告了叠氮基三氟甲烷（CF 3 N 3）和更长的全氟化碳链类似物（R F N 3； R F = C 2 F 5，n C 3 F 7，n C 8 F 17）的有效且可扩展的合成，这使CF 3和全氟烷基直接插入三唑环系统。在铜（I）催化的叠氮化物-炔烃环加成反应（CuAAC）中，叠氮全氟烷烃与末端炔烃显示出良好的反应性，从而获得稀有且稳定的N全氟烷基三唑。叠氮全氟烷烃具有热稳定性，其制备效率对于发现计划应具有吸引力。

  DOI：

  10.1002/anie.201609715
• 作为产物：
  描述：

  三甲基氯硅烷 、 七氟-1-碘丙烷 在 四(二甲氨基)乙烯 作用下， 生成 (七氟丙基)三甲基硅烷
  参考文献：
  名称：

  The synthesis of tris(perfluoroalkyl)phosphines

  摘要：

  三(全氟烷基)膦类化合物，作为可调替代碳氧配体的关注对象，可通过全氟烷基三甲基硅烷与三苯基膦酸酯的亲核介导反应来合成；该方法还可扩展至双膦化合物。

  DOI：

  10.1039/b507752d

文献信息

• Tandem Nucleophilic Addition−Intramolecular Aza-Michael Reaction: Facile Synthesis of Chiral Fluorinated Isoindolines
  作者：Santos Fustero、Javier Moscardó、María Sánchez-Roselló、Elsa Rodríguez、Pablo Barrio

  DOI：10.1021/ol102341n

  日期：2010.12.3

  A highly stereoselective synthesis of fluorinated 1,3-disubstituted isoindolines is described. To this end, a tandem reaction consisting of a diastereoselective addition of fluorinated nucleophiles to Ellman’s N-(tert-butanesulfinyl)imines followed by an intramolecular aza-Michael reaction has been developed. This strategy allows for the construction of isoindolines bearing several degrees of fluorination

  描述了氟化的1，3-二取代的异吲哚啉的高度立体选择性的合成。为此，已经开发了一种串联反应，该串联反应包括将氟化的亲核试剂非对映选择性地加至Ellman的N-（叔丁烷亚磺酰基）亚胺，然后进行分子内的氮杂-Michael反应。该策略允许构建带有数个氟化度的异二氢吲哚（单，二或三氟甲基以及更重的氟化基团）。在大多数情况下，产物都是单一异构体形式。
• Lewis Base-Catalyzed Perfluoroalkylation of Carbonyl Compounds and Imines with (Perfluoroalkyl)trimethylsilane
  作者：Yoshikazu Kawano、Nobuya Kaneko、Teruaki Mukaiyama

  DOI：10.1246/bcsj.79.1133

  日期：2006.7

  Lewis base-catalyzed perfluoroalkylation of carbonyl compounds and aldimines with (perfluoroalkyl)trimethylsilanes (TMSCF3, TMSC2F5, and TMSC3F7) is described. The nitrogen- or oxygen-containing an...

  描述了路易斯碱催化羰基化合物和醛亚胺与（全氟烷基）三甲基硅烷（TMSCF3、TMSC2F5 和 TMSC3F7）的全氟烷基化。含氮或含氧...
• Transition‐Metal‐Free Direct Trifluoromethylation and Perfluoroalkylation of Imidazopyridines under Mild Conditions
  作者：Shuaijun Han、Xianying Gao、Qingsong Wu、Jingya Li、Dapeng Zou、Yangjie Wu、Yusheng Wu

  DOI：10.1002/adsc.201801541

  日期：2019.4

  The first transition‐metal‐free method for direct C−H trifluoromethylation of imidazo[1,2‐a]pyridine derivatives with readily available Ruppert‐Prakash reagent TMSCF3 under mild conditions was described. Moreover, this method could be applied to direct C−H perfluoroalkylation of imidazopyridines, affording a series of novel perfluoroalkylated products in moderate to good yields. Notable advantages

  描述了在温和条件下用现成的Ruppert-Prakash试剂TMSCF 3直接进行咪唑并[1,2-a]吡啶衍生物的CHH三氟甲基化的第一种无过渡金属的方法。而且，该方法可用于咪唑并吡啶的直接CH全氟烷基化，以中等到良好的产率提供一系列新颖的全氟烷基化产物。该协议的显着优势包括易于操作，高效和广泛的底物范围。
• Approaches to prepare perfluoroalkyl and pentafluorophenyl copper couples for cross-coupling reactions with organohalogen compounds
  作者：Mikhail M. Kremlev、Aleksej I. Mushta、Wieland Tyrra、Yurii L. Yagupolskii、Dieter Naumann、Mathias Schäfer

  DOI：10.1039/c5dt02925b

  日期：——

  perfluoroorgano silver(I) reagents, AgRf, and elemental copper through redox transmetallations. The composition of the resulting reactive intermediates was investigated by means of 19F NMR spectroscopy and ESI mass spectrometry. Perfluoro-n-propyl and perfluoro-n-butyl copper–silver reagents prepared by the oxidative transmetallation route exhibited good properties in C–C bond formation reactions with acid

  碘氟代烷烃C n F 2 n +1 I（n = 2、3、4）和n -BuLi在低温下的反应为LiC n F 2 n +1的NMR光谱学证据提供了证据，该LiC n F 2 n +1转化为LiCu（C n F 2）ñ 1）2在与0.5摩尔铜（治疗衍生物我），溴化的CuBr。获得全氟有机铜对Cu（R f）2 Ag（R f = n -C 3 F 7，n-C 4 F 9，C 6 F 5）是通过相应的全氟有机银（I）试剂AgR f和元素铜通过氧化还原金属转移反应而获得的。通过19 F NMR光谱法和ESI质谱法研究所得的反应性中间体的组成。全氟正丙基和全氟正通过氧化性金属转移途径制备的丁基铜-银试剂即使在中等条件下，在与酰氯的C-C键形成反应中也表现出良好的性能。在高温下，与氟原子直接键合到芳族化合物上的溴取代反应得以实现，而使用锂铜对进行卤化物取代反应的成功率仍然很低。
• Perfluoroalkylation of Thiosulfonates: Synthesis of Perfluoroalkyl Sulfides
  作者：Ziwei Luo、Xinkan Yang、Gavin Chit Tsui

  DOI：10.1021/acs.orglett.0c02235

  日期：2020.8.7

  A practical synthesis of perfluoroalkyl sulfides is described. The method employs stable and readily accessible thiosulfonates as new electrophiles with commercial nucleophilic perfluoroalkylating reagents. The mild reaction conditions allow access to a wide variety of both aryl- and alkyl-substituted perfluoroalkyl sulfides amenable to pharmaceutical development. Furthermore, the reaction operation

  描述了全氟烷基硫化物的实际合成。该方法采用稳定且易于获得的硫代磺酸盐作为新的亲电子试剂，并带有商用亲核全氟烷基化试剂。温和的反应条件允许获得适用于药物开发的各种芳基和烷基取代的全氟烷基硫化物。此外，该反应操作简单，无味，不产生有毒废物，因此应吸引工业规模生产的从业人员。