2,4,6-三异丙基苄氯 | 38580-86-8

• 物质功能分类: 生物 - 细胞培养 - 添加剂
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 2,4,6-三异丙基苄氯
• 中文别名: 2,4,6-三异丙基氯苄
• 英文名称: 2,4,6-triisopropylbenzyl chloride
• 英文别名: 1-(chloromethyl)-2,4,6-triisopropylbenzene；2-(chloromethyl)-1,3,5-tri(propan-2-yl)benzene
• CAS: 38580-86-8
• 化学式: C₁₆H₂₅Cl
• mdl: MFCD03701106
• 分子量: 252.827
• InChiKey: CQHQLMOCMQMZPP-UHFFFAOYSA-N

物化性质

• 熔点：
  36 °C
• 沸点：
  126-128 °C(Press: 3.5 Torr)
• 密度：
  0.945±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  常规情况下不会分解，也没有危险的反应。

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.625
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2903999090
• 危险品运输编号：
  UN 3261
• 储存条件：
  密封、阴凉、干燥处保存。

SDS

2,4,6-Triisopropylbenzyl Chloride Revision number: 5
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 2,4,6-Triisopropylbenzyl Chloride

Revision number: 5

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS
Category 1
Corrosive to metals
HEALTH HAZARDS
Category 1C
Skin corrosion/irritation
Serious eye damage/eye irritation Category 1
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Signal word Danger
Hazard statements May be corrosive to metals
Causes severe skin burns and eye damage
Precautionary statements:
[Prevention] Keep only in original container.
Do not breathe dust/fume/gas/mist/vapours/spray.
Wash hands thoroughly after handling.
Wear protective gloves/eye protection/face protection.
[Response] IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for
breathing.
IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses,
if present and easy to do. Continue rinsing.
IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse
skin with water/shower.
Wash contaminated clothing before reuse.
Immediately call a POISON CENTER or doctor/physician.
Absorb spillage to prevent material damage.
[Storage] Store locked up.
[Disposal] Dispose of contents/container through a waste management company authorized by
the local government.
2,4,6-Triisopropylbenzyl Chloride

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: 2,4,6-Triisopropylbenzyl Chloride
Percent: >98.0%(GC)
CAS Number: 38580-86-8
Synonyms: 2-Chloromethyl-1,3,5-triisopropylbenzene
Chemical Formula: C16H25Cl

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Section 4. FIRST AID MEASURES
Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Inhalation:
Immediately call a POISON CENTER or doctor/physician.
Skin contact: Remove/Take off immediately all contaminated clothing. Gently wash with plenty of
soap and water. Immediately call a POISON CENTER or doctor/physician.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing.Immediately call a POISON CENTER or
doctor/physician.
Ingestion: Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT
induce vomiting.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.
Precautions for firefighters: 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
Personal precautions, Use extra personal protective equipment (P3 filter respirator for toxic particles). Keep
protective equipment and people away from and upwind of spill/leak. Entry to non-involved personnel should
emergency procedures: be controlled around the leakage area by roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a closed system if possible. Use a local exhaust if dust or aerosol will be
generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
May develop pressure. Open carefully.
Use corrosive resistant equipment.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a refrigerator.
Store locked up.
Store away from incompatible materials such as oxidizing agents.
Comply with laws. Keep only in original container.
Packaging material:
2,4,6-Triisopropylbenzyl Chloride

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator, self-contained breathing apparatus(SCBA), supplied air respirator,
etc. Use respirators approved under appropriate government standards and follow
local and national regulations.
Hand protection: Impervious gloves.
Safety goggles. A face-shield, if the situation requires.
Eye protection:
Skin and body protection: Impervious protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Crystal- Powder
Form:
Colour: White - Very pale yellow
No data available
Odour:
pH: No data available
Melting point/freezing point:36°C
Boiling point/range: No data available
Flash point: No data available
Flammability or explosive
limits:
Lower: No data available
Upper: No data available
Relative density: No data available
Solubility(ies):
[Water] No data available
[Other solvents] No data available

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide, Hydrogen chloride
products:

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

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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):
Mobility in soil
2,4,6-Triisopropylbenzyl Chloride

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Section 12. ECOLOGICAL INFORMATION
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 dissolve or mix material
with a combustible solvent and 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: 8: Corrosive.
UN-No: 3261
Proper shipping name: Corrosive solid, acidic, organic, n.o.s.
Packing group: III

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

自组装材料与接触印刷材料

反应信息

• 作为反应物：
  描述：

  2,4,6-三异丙基苄氯 在 sodium amalgam 、 水 作用下， 生成 2.4.6-Tri-i-propyltoluol
  参考文献：
  名称：

  Rearrangement of 2,4,6-Triisopropylbenzyltrimethylammonium Ion by Sodium Amide to Form an exo-Methylenecyclohexadieneamine and its Reactions¹

  摘要：

  DOI：

  10.1021/ja01577a051
• 作为产物：
  描述：

  三異丙苯 在 lithium aluminium tetrahydride 、 氯化亚砜 作用下， 以 乙醚 为溶剂， 生成 2,4,6-三异丙基苄氯
  参考文献：
  名称：

  Wagner, Peter J.; Meador, Michael A.; Zhou, Boli, Journal of the American Chemical Society, 1991, vol. 113, # 25, p. 9630 - 9639

  摘要：

  DOI：

文献信息

• Chiral monodentate phosphine ligands for the enantioselective α- and γ-arylation of aldehydes
  作者：Ivan Franzoni、Laure Guénée、Clément Mazet

  DOI：10.1016/j.tet.2014.02.079

  日期：2014.7

  phosphine ligands elaborated on the binepine scaffold is described. Their application in the Pd-catalyzed intramolecular asymmetric α-arylation of aldehydes and the intermolecular asymmetric γ-arylation of α,β-unsaturated aldehydes provides a mean of validating the design of these ligands. For the first reaction, excellent reactivities have been obtained while only modest enantioselectivities were measured

  描述了合成在binepine支架上的单齿三烷基和二烷基联芳基膦配体的手性变异体的合成。它们在钯的钯催化的分子内不对称α-芳基化和α，β-不饱和醛的分子间不对称γ-芳基化中的应用提供了验证这些配体设计的手段。对于第一反应，获得了优异的反应性，而仅测量了适度的对映选择性。除了对映选择性之外，第二反应还提供了与分子内和区域选择性相关的其他挑战。有了正式的手性三烷基单齿膦配体，可以获得良好的收率，高烯烃立体控制和完美的γ选择性，而对映选择性仍处于较低但有希望的范围内。
• Ligand‐Facilitated Reductive Coupling of Benzyl Chlorides with Aryl Chlorides Catalyzed by Well‐Defined Heteroleptic Ni (II)‐NHC Complexes
  作者：Gusheng Lu、Ruipeng Li、Zhengwang Shen、Qinjia Wu、Hongmei Sun

  DOI：10.1002/aoc.5741

  日期：2020.9

  3‐bis(2,6‐diisopropylphenyl)imidazol‐2‐ylidene), complex 1 exhibited superior catalytic activity in the magnesium‐mediated reductive coupling of benzyl chlorides with aryl chlorides, featuring outstanding tolerance of both coupling partners with steric demand. This study discloses a ligand‐facilitated reductive coupling of benzyl chlorides with aryl chlorides, which provides a new and practical synthetic

  新型杂合Ni（II）配合物，带有高度受阻但具有柔性的IPr *配体，Ni（IPr *）（PPh 3）Br 2（1）和Ni（IPr *）（PCy 3）Br 2（2）（IPr * = 1,3-双（2,6-双（二苯甲基）-4-甲基苯基）咪唑-2-亚基可以轻松制备，产率分别为78％和89％。两者均通过元素分析和NMR光谱进行了表征，并对1进行了X射线晶体学分析。与2及其类似物相比，其空间要求较低的IPr配体（IPr = 1,3-二（2,6-二异丙基苯基）咪唑-2-亚基）复杂1在苄基氯与芳基氯的镁介导的还原偶联中表现出卓越的催化活性，这两种偶联伙伴均具有出色的空间耐受性。这项研究揭示了苄基氯与芳基氯的配体促进还原偶联，为二芳基甲烷的合成提供了一种新的实用合成工具。
• Cyanobenzeneacetonitriles
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US03962307A1

  公开（公告）日：1976-06-08

  Certain substituted cyanobenzeneacetonitriles, and their halobenzyl halide intemediates are effective preemergence and postemergence herbicides, which control undesired vegetation without injury to crops.

  某些替代的氰苯乙腈及其卤苯基卤代物中间体是有效的草前和草后除草剂，可以控制不受欢迎的植被而不伤害作物。
• Ready Approach to Organophosphines from ArCl via Selective Cleavage of C–P Bonds by Sodium
  作者：Jingjing Ye、Jian-Qiu Zhang、Yuta Saga、Shun-ya Onozawa、Shu Kobayashi、Kazuhiko Sato、Norihisa Fukaya、Li-Biao Han

  DOI：10.1021/acs.organomet.0c00295

  日期：2020.7.27

  mechanism of sodium phosphide R2PNa and other alkali metal phosphides R2PM (M = Li and K) have been studied. R2PNa could be prepared, accurately and selectively, via the reactions of SD (sodium finely dispersed in mineral oil) with phosphinites R2POR′ and chlorophosphines R2PCl. R2PNa could also be prepared from triarylphosphines and diarylphosphines via the selective cleavage of C–P bonds. Na was superior

  研究了磷化钠R 2 PNa和其他碱金属磷化物R 2 PM（M = Li和K）的制备，应用和反应机理。R 2 PNa可以通过SD（精细分散在矿物油中的钠）与次膦酸酯R 2 POR'和氯膦R 2 PC1的反应准确而选择性地制备。R 2 PNa也可以通过选择性裂解C–P键由三芳基膦和二芳基膦制备。在这些反应中，Na优于Li和K。R 2 PNa与多种ArCl反应以有效产生R 2PAr。ArCl优于ArBr和ArI，因为它们只会降低产品收率。另外，Ph 2 PNa优于Ph 2 PLi和Ph 2 PK，因为Ph 2 PLi不产生与PhCl的偶联产物，而Ph 2 PK仅产生低产率的产物。ArCl苯环上的吸电子基团极大地促进了与R 2 PNa的反应，而烷基降低了反应活性。氯乙烯和烷基氯RC1也有效地反应。当t-BuCl没有产生相应的产物，金刚烷基卤化物可以高产率得到相应的膦。通过这种方法，由相应的氯化物制备了多种膦。还可以方便地从Ph
• 1,2,3-Triazolylidene ruthenium(<scp>ii</scp>)-cyclometalated complexes and olefin selective hydrogenation catalysis
  作者：Bidraha Bagh、Adam M. McKinty、Alan J. Lough、Douglas W. Stephan

  DOI：10.1039/c4dt03156c

  日期：——

  RuHCl(PPh3)3 gave RuHCl(PPh3)2(PhCH2C2N2(NMe)Ph) (4a1) as the minor product and the cyclometalated complex RuCl(PPh3)2(PhCH2C2N2(NMe)C6H4) (4a2) as the major product. However, similar reaction with 3b selectively formed the cyclometalated complex RuCl(PPh3)2((C6H2iPr3)CH2C2N2(NMe)C6H4) (4b2). Similarly the silver(I) triazolylidenes 3a and 3b were reacted with RuHCl(H2)(PCy3)2; gave RuHCl(PCy3)2(PhCH2C2N2(NMe)Ph)

  银（I）1,2,3-三唑-5-亚烷基[[RCH 2 C 2 N 2（NMe）Ph）2 Ag] [AgCl 2 ]（R = Ph 3a，C 6 H 2 iPr 3 3b，C 6 H 2 Me 3 3c）和[（PhCH 2 C 2 N 2（NMe）R）2 Ag] [AgCl 2 ]（R = C 6 H 4 Me 3d，C 6 H 4 CF 3 3e）合成，然后分别用RuHCl（PPh 3）3和RuHCl（H 2）（PCy 3）2处理。3a与RuHCl（PPh 3）3反应生成次要产物RuHCl（PPh 3）2（PhCH 2 C 2 N 2（NMe）Ph）（4a 1）和环化金属络合物RuCl（PPh 3）2（PhCH 2 C 2 N 2（NMe）C 6 H 4）（4a 2）作为主要产品。但是，与3b的类似反应选择性地形成了环金属化的复合物RuCl（PPh 3）2（（C 6 H 2 iPr 3）CH

表征谱图