2-溴-4-叔丁基-1-甲苯 | 61024-94-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-溴-4-叔丁基-1-甲苯
• 英文名称: 2-bromo-4-tert-butyl-1-methylbenzene
• 英文别名: 2-bromo-4-tert-butyltoluene；4-tert-butyl-2-bromo-1-methylbenzene
• CAS: 61024-94-0
• 化学式: C₁₁H₁₅Br
• 分子量: 227.144
• InChiKey: VEIYGWKHCOGECS-UHFFFAOYSA-N

物化性质

• 沸点：
  121-123 °C(Press: 10-11 Torr)
• 密度：
  1.204±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2903999090
• 储存条件：
  室温

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 2-BROMO-4-TERT-BUTYL-1-METHYLBENZENE
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. : 61024-94-0
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
Acute toxicity, Oral (Category 4), H302
Chronic aquatic toxicity (Category 4), H413
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
Xn Harmful R22
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)
H302 Harmful if swallowed.
H413 May cause long lasting harmful effects to aquatic life.
Precautionary statement(s) none
Supplemental Hazard none
Statements
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Formula : C11H15Br
Molecular Weight : 227,15 g/mol
CAS-No. : 61024-94-0
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
2-BROMO-4-TERT-BUTYL-1-METHYLBENZENE
CAS-No. 61024-94-0 Acute Tox. 4; Aquatic Chronic <= 100 %
4; H302, H413
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
2-BROMO-4-TERT-BUTYL-1-METHYLBENZENE
CAS-No. 61024-94-0 Xn, R22 <= 100 %
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
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
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, Hydrogen bromide gas
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 dust formation. Avoid breathing vapours, mist or gas. Ensure
adequate ventilation. Avoid breathing dust.
For personal protection see section 8.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the
environment must be avoided.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. 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 contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.
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.
Specific end use(s)
Apart 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
Safety glasses with side-shields conforming to EN166 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, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
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. Discharge into
the environment must be avoided.

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SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: solid
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 no data available
boiling range
g) Flash point no data available
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 no data available
n) Water solubility no data available
o) Partition coefficient: n- log Pow: 4,958
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
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
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
Offer surplus and non-recyclable solutions to a licensed disposal company. Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

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SECTION 14: Transport information
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
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：

  2-溴-4-叔丁基-1-甲苯 在 哌啶 、 氢氧化钾 、 lithium aluminium tetrahydride 、 aluminum nickel 、 硫酸 、 氢溴酸 、 碘 、 magnesium 作用下， 以 吡啶 、 乙醚 、 水 为溶剂， 反应 97.0h， 生成 4-叔丁基-2-(3-溴丙基)甲苯
  参考文献：
  名称：

  Yamato, Takehiko; Sakamoto, Hiroshi; Kobayashi, Kazumasa, Journal of Chemical Research, Miniprint, 1986, # 9, p. 2866 - 2888

  摘要：

  DOI：
• 作为产物：
  描述：

  4-叔丁基甲苯 在 溴 、 sodium hydrogensulfite 、 溶剂黄146 作用下， 以 水 为溶剂， 以70%的产率得到2-溴-4-叔丁基-1-甲苯
  参考文献：
  名称：

  含手性四齿S2N2配体的H2和钌催化剂对酮的不对称加氢反应

  摘要：

  事半功倍：在H 2和碱的存在下，耐空气和潮气的Ru II络合物以优异的活性和化学选择性，在温和条件下的对映选择性高达95％，催化酮和醛的氢化反应。底物与催化剂的比例可以降低至10 6：1。该反应可按比例放大，几乎可以在没有溶剂的情况下进行。无碱方法可用于对碱敏感的底物。

  DOI：

  10.1002/anie.201304844

文献信息

• Asymmetric Iron-Catalyzed C−H Alkylation Enabled by Remote Ligand <i>meta</i> -Substitution
  作者：Joachim Loup、Daniel Zell、João C. A. Oliveira、Helena Keil、Dietmar Stalke、Lutz Ackermann

  DOI：10.1002/anie.201709075

  日期：2017.11.6

  C−H alkylations by inner‐sphere C−H activation were accomplished with ample scope. High levels of enantiocontrol proved viable through a novel ligand design that exploits a remote meta‐substitution on N‐heterocyclic carbenes within a facile ligand‐to‐ligand H‐transfer C−H cleavage.

  由内球CH活化引起的高度对映选择性的铁催化的CH烷基化反应在足够的范围内完成。通过新颖的配体设计，高水平的对映体控制被证明是可行的，该设计利用了容易的配体-配体H-转移C-H裂解中N-杂环卡宾的远程取代。
• Environmentally benign electrophilic and radical bromination ‘on water’: H2O2–HBr system versus N-bromosuccinimide
  作者：Ajda Podgoršek、Stojan Stavber、Marko Zupan、Jernej Iskra

  DOI：10.1016/j.tet.2009.03.034

  日期：2009.5

  brominating systems reveals the H2O2–HBr system to be more reactive than NBS for benzyl bromination and for the bromination of ketones, while for electrophilic aromatic substitution of methoxy-substituted tetralone it was higher for NBS. Also, higher yields of brominated aromatics were observed when using H2O2–HBr ‘on water’. Bromination of styrene reveals that not just the structure of the brominating reagent

  AH 2 O 2 -HBr系统和N-溴琥珀酰亚胺在水性介质中被用作亲电和自由基溴化的“绿色”方法。使用两种体系，在环境温度下且不添加金属或酸催化剂的情况下，几种活化和活化程度较低的芳族分子，苯基取代的酮和苯乙烯都可以在水中“有效”溴化，而各种未活化的甲苯则在存在可见光作为自由基活化剂。两种溴化系统的反应性和选择性的比较表明，H 2 O 2-HBr系统在苄基溴化和酮的溴化方面比NBS具有更高的反应性，而对于甲氧基取代的四氢萘酮的亲电芳香取代，NBS则更高。另外，使用H 2 O 2时，溴化芳烃的收率更高。–HBr“上水”。苯乙烯的溴化揭示了不仅溴化试剂的结构，而且反应条件：水量，有机溶剂，搅拌速率和界面结构也对定义溴化的结果（二溴化与溴羟基化）起着关键作用。此外，温和的反应条件，简单的分离程序，廉价的试剂以及对环境的较低影响，使得水性溴化方法可以替代其他已报道的溴化方法。
• NOVEL COMPOUND AND ORGANIC ELECTROLUMINESCENCE DEVICE
  申请人：IDEMITSU KOSAN CO.,LTD.

  公开号：US20200377513A1

  公开（公告）日：2020-12-03

  A compound represented by the following formula (1):

  以下公式（1）所代表的化合物：
• Visible light induced ‘on water’ benzylic bromination with N-bromosuccinimide
  作者：Ajda Podgoršek、Stojan Stavber、Marko Zupan、Jernej Iskra

  DOI：10.1016/j.tetlet.2005.12.040

  日期：2006.2

  Benzylic bromination of various 4-substituted toluenes (Me, tert-Bu, COOEt and COMe) was effectively conducted with NBS in pure water and with a 40 W incandescent light-bulb as an initiator of the radical chain process, while electron donating groups (OMe and NHAc) directed the reaction to electrophilic aromatic substitution.

  各种4-取代的甲苯的苄型溴化（ME，叔-Bu，COOEt烷基和来）在纯净水中，并用一个40瓦的白炽灯灯泡作为自由基链过程的引发剂与NBS有效地进行，而给电子基团（ OMe和NHAc）将反应引导至亲电芳族取代。
• 具有类四面体构形的有机化合物
  申请人：季昀

  公开号：CN108164532A

  公开（公告）日：2018-06-15

  本发明涉及一种具有类四面体构形的有机化合物，其具有由以下通式(I)所表示的结构：其中A1至A4各自独立地为不饱和的五元环或不饱和的六元环；B1为直接键结、‑C‑、‑O‑、‑N‑、‑S‑或‑C＝C‑；m为0或1；Ra为氢、氟、经取代或未经取代的C1‑C12烷基或经取代或未经取代的C6‑C12芳基；以及n为0～2的整数。本发明的具有类四面体构形的有机化合物具有优异的光电性质。