3-溴丙基三氯硅烷 | 13883-39-1

• 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: 3-溴丙基三氯硅烷
• 英文名称: (3-bromopropyl)trichlorosilane
• 英文别名: 3-Bromopropyltrichlorosilane；3-bromopropyl(trichloro)silane
• CAS: 13883-39-1
• 化学式: C₃H₆BrCl₃Si
• 分子量: 256.429
• InChiKey: UUNGBOQAZQUJMZ-UHFFFAOYSA-N

物化性质

• 沸点：
  202-204 °C(lit.)
• 密度：
  1.605 g/mL at 25 °C(lit.)
• 闪点：
  169 °F

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  8
• 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

ADMET

毒理性

• 副作用

Dermatotoxin - 皮肤烧伤。

Dermatotoxin - Skin burns.

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

安全信息

• TSCA：
  Yes
• 危险品标志：
  C
• 安全说明：
  S26,S28,S36/37/39,S45
• 危险类别码：
  R14
• WGK Germany：
  3
• 危险品运输编号：
  UN 2987 8
• 海关编码：
  2931900090

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : (3-Bromopropyl)trichlorosilane
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. : 13883-39-1
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
Flammable liquids (Category 3), H226
Skin corrosion (Category 1B), H314
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
C Corrosive R14, R34
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 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 information (EU)
EUH014 Reacts violently with water.
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Formula : C3H6BrCl3Si
Molecular Weight : 256,43 g/mol
CAS-No. : 13883-39-1
EC-No. : 237-650-1
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
3-Bromopropyltrichlorosilane
CAS-No. 13883-39-1 Flam. Liq. 3; Skin Corr. 1B; <= 100 %
EC-No. 237-650-1 H226, H314, EUH014
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
3-Bromopropyltrichlorosilane
CAS-No. 13883-39-1 C, R14 - R34 <= 100 %
EC-No. 237-650-1
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
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
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
Dry powder
Special hazards arising from the substance or mixture
Carbon oxides, Hydrogen chloride gas, Hydrogen bromide gas, silicon oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid breathing vapours, 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.
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). Do not flush with water.
Keep in suitable, closed containers for disposal.
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.
Never allow product to get in contact with water during storage.
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
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 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: light yellow
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 202 - 204 °C - lit.
boiling range
g) Flash point 76 °C
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 1,605 g/mL 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
Reacts violently with water.
Conditions to avoid
Heat, flames and sparks. Exposure to moisture.
Incompatible materials
Water, Strong oxidizing agents, Bases
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
Material is extremely destructive to tissue of the mucous membranes and upper respiratory tract, eyes, and
skin., Cough, Shortness of breath, Headache, Nausea

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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
This combustible material may be burned in a chemical incinerator equipped with an afterburner and
scrubber. Offer surplus and non-recyclable solutions to a licensed disposal company.
Contaminated packaging
Dispose of as unused product.

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SECTION 14: Transport information
UN number
ADR/RID: 2987 IMDG: 2987 IATA: 2987
UN proper shipping name
ADR/RID: CHLOROSILANES, CORROSIVE, N.O.S.
IMDG: CHLOROSILANES, CORROSIVE, N.O.S.
IATA: Chlorosilanes, corrosive, n.o.s.
Passenger Aircraft: Not permitted for transport
Transport hazard class(es)
ADR/RID: 8 IMDG: 8 IATA: 8
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

制备方法与用途

该化合物3-溴丙基三氯硅烷可用作有机原料，在制备用于处理重金属污染土壤的螯合剂方面具有应用价值。

反应信息

• 作为反应物：
  描述：

  3-溴丙基三氯硅烷 在 sodium bromide 作用下， 以 乙腈 为溶剂， 反应 8.0h， 生成 3-bromopropyltribromosilane
  参考文献：
  名称：

  Variable Density Effect of Self-Assembled Polarizable Monolayers on the Electronic Properties of Silicon

  摘要：

  Electronic structures at the Si/SiO2/molecule interfaces were studied by Kelvin probe techniques (contact potential difference) and compared to theoretical values derived by the Helmholtz equation. Two parameters influencing the electronic properties of n-type < 100 > Si/SiO2 substrates were systematically tuned: the molecular dipole of coupling agent molecules comprising the layer and the surface coverage of the chromophoric layer. The first parameter was checked using direct covalent grafting of a series of trichlorosilane-containing coupling agent molecules with various end groups causing a different dipole with the same surface number density. It was found that the change in band bending (Delta BB) clearly indicated a major effect of passivation due to two-dimensional polysiloxane network formation, with minor differences resulting from the differences in the end groups' capacity to act as "electron traps". The change in electron affinity (AEA) parameter increased upon increasing the dipole of the end group comprising the monolayer, resulting in a range of 600 mV. Moreover, a shielding effect of the aromatic spacer compared with the aliphatic spacer was found and estimated to be about 200 mV. The density effect was examined using the 4-[4-(N,N-dimethylamino phenyl)azo]pyridinium halide chromophore which has a calculated dipole of more than 10 D. It was clearly shown that upon increasing surface chromophoric coverage an increase in the electronic effects on the Si substrate was observed. However, a major consequence of depolarization was also detected while comparing the experimental and calculated values.

  DOI：

  10.1021/ja077933g
• 作为产物：
  描述：

  丙烯基三氯硅烷 在 氢溴酸 作用下， 生成 3-溴丙基三氯硅烷
  参考文献：
  名称：

  Mironow, Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1959, p. 1862;engl.Ausg.S.1781

  摘要：

  DOI：

文献信息

• Synthesis of Poly(silyl ether)s by Rhodium(I)-NHC Catalyzed Hydrosilylation: Homogeneous versus Heterogeneous Catalysis
  作者：Guillermo Lázaro、Manuel Iglesias、Francisco J. Fernández-Alvarez、Pablo J. Sanz Miguel、Jesús J. Pérez-Torrente、Luis A. Oro

  DOI：10.1002/cctc.201200309

  日期：2013.5

  both the homogeneous and the heterogeneous catalysts, in which the homogeneous system is the more active. Interestingly, the heterogeneous catalyst is reusable. Both homo‐ and heterogeneous catalysts are also effective for the copolymerization of terephthalaldehyde and 1,1,3,3,5,5‐hexamethyltrisiloxane, which affords the corresponding poly(silyl ether). The catalyst yields the heterogeneous system polymers

  1-（3-三异丙氧基甲硅烷基丙基）-3-（2-甲氧基乙基）-咪唑鎓溴化物或氯化物盐的制备及其与[Rh（COD）（μ-OMe）] 2（COD = 1,5-环辛二烯）的反应为给出了相应的[Rh（COD）（NHC）X]（X = Br，Cl; NHC = 1-（3-三异丙氧基甲硅烷基丙基）-3-（2-甲氧基乙基）-2-丙二烯-咪唑）种类。这些新化合物被用作苯乙酮氢化硅烷化的催化剂前体。铑-氯化物配合物的较高活性表明在催化剂活化中有明显的卤化物作用。将催化前体[Rh（COD）（NHC）Cl]固定在可流动的晶体材料41（MCM-41）上可以制备相应的非均相催化剂。苯乙酮还原为PhMeCH-O-SiMe（OSiMe 3）2通过1,1,1,3,5,5,5,5-七甲基三硅氧烷的氢硅烷化反应可被均相和非均相催化剂有效地催化，其中均相体系更具活性。有趣的是，非均相催化剂是可重复使用的。均相和非均相催化剂对对苯甲醛和1
• [EN] PHOTOINITIATORS FUNCTIONED AS BOTH INITIATORS AND NANOFILLERS<br/>[FR] PHOTO-INITIATEURS FONCTIONNANT À LA FOIS EN TANT QU'INITIATEURS ET NANOCHARGES
  申请人：AGENCY SCIENCE TECH & RES

  公开号：WO2017030504A1

  公开（公告）日：2017-02-23

  This invention relates to a photoinitiator compound comprising: a polyhedral oligomeric silsesquioxane (POSS) moiety and a photoinitiator moiety, wherein the photoinitiator compound having the structure according to formula (I): [R-SiO1.5]n (I), wherein n is 6, 8, 10 or 12 and R is independently selected from the group consisting of H, linear or branched (hetero)alkyl, linear or branched (hetero)alkenyl, (hetero)aryl, (hetero)alkyl aryl, (hetero)aryl alkyl and a photoinitiator moiety, wherein at least one R is a photoinitiator moiety and the photoinitiator compound is a nanoparticle. The present invention also relates to a method for the production of the photoinitiator compound of the invention, a photopolymerizable composition comprising the photoinitiator compound of the invention, the use of the photoinitiator compound of the invention for photopolymerization. The present invention is further related to a coated substrate comprising the photopolymerizable composition of the invention.

  本发明涉及一种光引发剂化合物，包括：多面体寡聚硅氧烷（POSS）基团和光引发剂基团，其中所述光引发剂化合物具有以下结构的结构（I）：[R-SiO1.5]n（I），其中n为6、8、10或12，R独立地选自H、线性或支链（杂）烷基、线性或支链（杂）烯基、（杂）芳基、（杂）烷基芳基、（杂）芳基烷基和光引发剂基团的组，其中至少一个R是光引发剂基团，且所述光引发剂化合物是一种纳米粒子。本发明还涉及一种制备所述光引发剂化合物的方法，一种包括所述光引发剂化合物的光聚合组合物，以及利用所述光引发剂化合物进行光聚合的用途。本发明还涉及包括本发明的光聚合组合物的涂层基材。
• Silaethene
  作者：N. Auner、J. Grobe

  DOI：10.1016/s0022-328x(00)83695-5

  日期：1980.4

  Monosilacyclobutanes of the type RR′2CH2CH2 are prepared by ring closure reactions of 3-halopropylhalosilanes and by substitution of SiCl containing silacyclobutane rings with organometallic reagents (RMgX, LiR, NaCp). Under optimal experimental conditions yields between 50 and 95% can be obtained by both procedures. Characterization of the compounds is accomplished by analytical (C, H, N) and NMR

  类型RR的Monosilacyclobutanes' 2 CH 2 CH 2由3- halopropylhalosilanes环闭合反应，并通过用含有有机金属试剂（RMGX，LIR，NACP）硅杂环丁烷环的SiCl的取代制备。在最佳实验条件下，两种方法均可获得50％至95％的产率。通过分析（C，H，N）和NMR，IR和质谱研究完成化合物的表征。
• Synthesis of silacycloalkenes and silaspirenes by Ru(II)-catalyzed ring-closing metathesis reactions
  作者：Iftikhar Ahmad、Mette Lene Falck-Pedersen、Kjell Undheim

  DOI：10.1016/s0022-328x(00)00818-4

  日期：2001.4

  Cyclisation reactions of dienyl- and enynylsilanes by carbon–carbon bond formation under RCM conditions yield five-, six- and seven-membered silacycloalkenes. The relative ease of ring formation from dienes was in the order six->seven->five-membered rings. A conjugated vinylsilacyclopentene was formed from the corresponding enyne substrate. Silaspirenes have been prepared from silacarbacycles by the

  在RCM条件下，二烯基和烯丙基硅烷通过碳-碳键形成的环化反应会生成五元，六元和七元的硅杂环烯。由二烯形成环的相对容易性是六元环>七元环>五元环。由相应的烯炔底物形成共轭乙烯基硅杂环戊烯。西拉维酮通过相同方法从硅碳环化合物制备。在自由基条件下进行的环化得到互补的硅杂环庚烷和硅杂环庚烯产物。闭环通过内触发途径进行。
• Silylium‐Ion‐Promoted (5+1) Cycloaddition of Aryl‐Substituted Vinylcyclopropanes and Hydrosilanes Involving Aryl Migration
  作者：Tao He、Guoqiang Wang、Vittorio Bonetti、Hendrik F. T. Klare、Martin Oestreich

  DOI：10.1002/anie.202004320

  日期：2020.7.13

  A transition‐metal‐free (5+1) cycloaddition of aryl‐substituted vinylcyclopropanes (VCPs) and hydrosilanes to afford silacyclohexanes is reported. Catalytic amounts of the trityl cation initiate the reaction by hydride abstraction from the hydrosilane, and further progress of the reaction is maintained by self‐regeneration of the silylium ions. The new reaction involves a [1,2] migration of an aryl

  据报道，芳基取代的乙烯基环丙烷（VCP）和氢硅烷可进行无过渡金属（5 + 1）环加成反应，得到硅环己烷。催化量的三苯甲基阳离子通过从氢化硅烷中夺取氢化物来引发反应，并通过硅离子的自我再生来保持反应的进一步进展。新的反应涉及芳基的[1,2]迁移，最终提供4取代3取代的芳基硅烷环己烷衍生物作为主要产物。各种控制实验和量子化学计算都支持了一种机理图，其中通过环丙烷环分子内稳定的甲硅烷基离子可以进行动力学上有利的协同[1,2]芳基迁移/环扩展或参与环丙烷-环丙烷重排。