1-叠氮基-2-甲氧基苯 | 20442-97-1

• 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: 1-叠氮基-2-甲氧基苯
• 英文名称: 2-methoxylphenyl azide
• 英文别名: 1-azido-2-methoxybenzene；2-methoxyphenyl azide；2-azidoanisole；ortho-methoxyphenyl azide；o-methoxyphenyl azide
• CAS: 20442-97-1
• 化学式: C₇H₇N₃O
• 分子量: 149.152
• InChiKey: XBXJQBGKICADKR-UHFFFAOYSA-N

物化性质

• 熔点：
  82-84 °C
• 闪点：
  -33℃

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2929909090

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 2-Azidoanisole solution
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.
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 2), H225
Skin irritation (Category 2), H315
Eye irritation (Category 2), H319
Specific target organ toxicity - repeated exposure (Category 1), H372
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
F Highly flammable R11
T Toxic R48/23/24/25
Xi Irritant R38
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)
H225 Highly flammable liquid and vapour.
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H372 Causes damage to organs through prolonged or repeated exposure.
Precautionary statement(s)
P210 Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
P314 Get medical advice/ attention if you feel unwell.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s) F Highly flammable
T Toxic
R-phrase(s)
R11 Highly flammable.
R38 Irritating to skin.
R48/23/24/25 Toxic: danger of serious damage to health by prolonged exposure
through inhalation, in contact with skin and if swallowed.
S-phrase(s)
S16 Keep away from sources of ignition - No smoking.
Other hazards - none

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SECTION 3: Composition/information on ingredients
Mixtures
Synonyms : 1-Azido-2-methoxybenzene solution
2-Methoxyphenyl azide solution
Formula : C7H7N3O
Molecular Weight : 149,15 g/mol
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
tert-Butyl methyl ether
CAS-No. 1634-04-4 Flam. Liq. 2; Skin Irrit. 2; 50 - 100 %
EC-No. 216-653-1 H225, H315
Index-No. 603-181-00-X
2-Azidoanisole
CAS-No. 20442-97-1 Self-react. B; Skin Irrit. 2; Eye 10 - 20 %
Irrit. 2; STOT SE 3; STOT RE
1; H241, H315, H319, H335,
H372
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
tert-Butyl methyl ether
CAS-No. 1634-04-4 F, Xi, R11 - R38 50 - 100 %
EC-No. 216-653-1
Index-No. 603-181-00-X
2-Azidoanisole
CAS-No. 20442-97-1 T, R 5 - R36/37/38 - 10 - 20 %
R48/23/24/25
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. Take victim immediately to hospital. 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
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx)
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 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).
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 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.
Recommended storage temperature: -20 °C
Light sensitive. Contents under pressure.
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
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).
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: orange
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- 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. Extremes of temperature and direct sunlight.
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: 3 - Group 3: Not classifiable as to its carcinogenicity to humans (tert-Butyl methyl ether)
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.
Central nervous system - (tert-Butyl methyl ether)

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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.
Contaminated packaging
Dispose of as unused product.

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SECTION 14: Transport information
UN number
ADR/RID: 2398 IMDG: 2398 IATA: 2398
UN proper shipping name
ADR/RID: METHYL tert-BUTYL ETHER, SOLUTION
IMDG: METHYL tert-BUTYL ETHER, SOLUTION
IATA: Methyl tert-butyl ether, SOLUTION
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
For this product a chemical safety assessment was not carried out

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SECTION 16: Other information
Full text of H-Statements referred to under sections 2 and 3.
Eye Irrit. Eye irritation
Flam. Liq. Flammable liquids
H225 Highly flammable liquid and vapour.
H241 Heating may cause a fire or explosion.
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
H372 Causes damage to organs through prolonged or repeated exposure.
Self-react. Self reactive substances
Skin Irrit. Skin irritation
STOT RE Specific target organ toxicity - repeated exposure
STOT SE Specific target organ toxicity - single exposure
Full text of R-phrases referred to under sections 2 and 3
F Highly flammable
T Toxic
R5 Heating may cause an explosion.
R11 Highly flammable.
R36/37/38 Irritating to eyes, respiratory system and skin.
R38 Irritating to skin.
R48/23/24/25 Toxic: danger of serious damage to health by prolonged exposure through inhalation,
in contact with skin and if swallowed.
Xi Irritant
Further information
Copyright 2013 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

反应信息

• 作为反应物：
  描述：

  1-叠氮基-2-甲氧基苯 在 sodium tetrahydroborate 作用下， 以 甲醇 、 水 为溶剂， 反应 0.17h， 以99%的产率得到邻甲氧基苯胺
  参考文献：
  名称：

  羟基氧化铝上Pd纳米颗粒上叠氮基团催化加氢的选择性和活性†

  摘要：

  在以硼氢化钠为氢源的水性介质中，使用市售的羟基氧化铝负载的钯（Pd / AlO（OH））纳米颗粒（Pd / AlO（OH））（0.5 wt％Pd），可以将涉及各种官能团的叠氮芳烃成功还原为苯胺衍生物。为了发展绿色工艺，将水与甲醇结合使用。结果表明，卤素取代的叠氮芳烃被选择性地转化为相应的苯胺化合物而没有脱卤作用。通常，所有反应在室温下10-30分钟内即可完成，收率超过99％。为了优化反应条件，溶剂类型和催化剂/ NaBH 4的量的参数影响被检查。因此，首次开发了一种新颖，实用且环境友好的方法，可在Pd / AlO（OH）纳米粒子的注量下将叠氮基芳烃转化为苯胺衍生物。

  DOI：

  10.1039/c6nj01925k
• 作为产物：
  描述：

  2-硝基苯甲醚 在 叠氮基三甲基硅烷 、 三(五氟苯基)硼烷 作用下， 以 十二烷 、 苯 为溶剂， 反应 0.83h， 生成 1-叠氮基-2-甲氧基苯
  参考文献：
  名称：

  硝基化合物在布朗斯台德酸催化反应中的共催化作用的超分子模型。

  摘要：

  已知硝基化合物会改变布朗斯台德酸催化反应的反应速率和动力学浓度依赖性。但是，不存在任何机械模型来解释这些观察结果。在这项工作中，提出了一种醇脱氢叠氮化反应的催化活性形式的原子模型，该模型是通过DFT计算生成的，它由两个布朗斯台德酸分子和两个硝基化合物分子的H键聚集体组成。计算出的骨料的OH拉伸频率表明它们比单个酸分子更强酸，可作为实验反应速率的预测指标。通过将该模型应用于化学上多样的潜在启动子，可以预测并通过实验验证硫酸酯具有相似的助催化作用。酸的K a和溶剂的本体性质，以及溶液中所有分子之间的弱相互作用。

  DOI：

  10.1002/chem.202000368

文献信息

• Rhodium-Catalyzed Synthesis of Amides from Aldehydes and Azides by Chelation-Assisted CH Bond Activation
  作者：Bing Zhou、Yaxi Yang、Jingjing Shi、Huijin Feng、Yuanchao Li

  DOI：10.1002/chem.201301168

  日期：2013.8.5

  CH activation: A RhIII‐catalyzed direct aldehyde CH amidation has been achieved with sulfonyl, aryl, and alkyl azides as the amine sources, and release of N2 as the only byproduct (see scheme). More importantly, this catalytic reaction proceeds in the absence of external oxidants or additives, under mild conditions, at neutral pH under air. This reaction represents a new avenue for practical intermolecular

  Ç  ħ激活：一个铑III催化的直接醛C  ħ酰胺化已经与磺酰基，芳基和烷基叠氮化作为胺源，以及N释放达到2作为唯一的副产物（参见方案）。更重要的是，该催化反应在温和条件下，在空气中性pH下，在没有外部氧化剂或添加剂的情况下进行。该反应代表了通过醛CH键活化形成实际分子间CN键的新途径。Cp * = 1,2,3,4,5-五甲基环戊二烯
• New Pyrazine Conjugates: Synthesis, Computational Studies, and Antiviral Properties against SARS‐CoV‐2
  作者：Israa A. Seliem、Adel S. Girgis、Yassmin Moatasim、Ahmed Kandeil、Ahmed Mostafa、Mohamed A. Ali、Mohamed S. Bekheit、Siva S. Panda

  DOI：10.1002/cmdc.202100476

  日期：2021.11.19

  Antiviral drug development for SARS-CoV-2: The design and microwave-assisted synthesis of pyrazine conjugates are reported. Some of the newly synthesized conjugates show better antiviral activity and selectivity indexes than those of the reference drug. All the lead compounds exhibited low cytotoxicity. Thus, these conjugates could lead to the development of potential drug candidates for SARS-CoV-2.

  SARS-CoV-2 抗病毒药物开发：报告了吡嗪缀合物的设计和微波辅助合成。一些新合成的缀合物表现出比参比药物更好的抗病毒活性和选择性指标。所有先导化合物均表现出较低的细胞毒性。因此，这些缀合物可能导致 SARS-CoV-2 潜在候选药物的开发。
• One-pot synthesis of 1,4-disubstituted 1,2,3-triazoles from nitrobenzenes
  作者：Fen Zhao、Zhen Chen、Kai Xie、Rui Yang、Yu-Bo Jiang

  DOI：10.1016/j.cclet.2015.09.021

  日期：2016.1

  Abstract A facile synthesis of 1,4-disubstituted 1,2,3-triazoles was achieved from nitrobenzenes and terminal alkynes under mild conditions. The reactions were successful for nitrobenzenes and terminal alkynes bearing various functionalities, from which the 1,2,3-triazole derivatives were smoothly synthesized through a four-step one-pot sequence.

  摘要在温和的条件下，由硝基苯和末端炔烃轻松合成了1,4-二取代的1,2,3-三唑。对于具有各种功能的硝基苯和末端炔烃，反应是成功的，通过四步一锅法平稳地合成了1,2,3-三唑衍生物。
• Alkyne–azide cycloaddition analogues of dehydrozingerone as potential anti-prostate cancer inhibitors <i>via</i> the PI3K/Akt/NF-kB pathway
  作者：Chetan Kumar、Reyaz Ur Rasool、Zainab Iqra、Yedukondalu Nalli、Prabhu Dutt、Naresh K. Satti、Neha Sharma、Sumit G. Gandhi、Anindya Goswami、Asif Ali

  DOI：10.1039/c7md00267j

  日期：——

  Alkyne–azide cycloaddition derivatives of DHZ (1) were synthesized and screened for cytotoxic potential in which the derivatives, 3, 6, 7, 8, 9 and 15 displayed most potent with IC₅₀ value ranging from 1.8–3.0 μM.

  DHZ（1）的炔基-叠氮环加成衍生物已合成并进行细胞毒性潜力筛选，其中衍生物3、6、7、8、9和15显示出最强的细胞毒性，IC50值范围为1.8-3.0μM。
• Synthesis of aryl azides and vinyl azides via proline-promoted CuI-catalyzed coupling reactionsElectronic supplementary information (ESI) available: experimental procedures. See http://www.rsc.org/suppdata/cc/b4/b400878b/
  作者：Wei Zhu、Dawei Ma

  DOI：10.1039/b400878b

  日期：——

  The coupling reaction of aryl halides or vinyl iodide with sodium azide under catalysis of CuI/L-proline works at relatively low temperature to provide aryl azides or vinyl azides in good to excellent yields.

  在CuI / L-脯氨酸的催化下，芳基卤化物或乙烯基碘化物与叠氮化钠的偶联反应在相对较低的温度下进行，从而以良好或优异的产率提供芳基叠氮化物或乙烯基叠氮化物。