2-氧代茚满-1-甲酸甲酯 | 104620-34-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 中文名称: 2-氧代茚满-1-甲酸甲酯
• 中文别名: 2-羰基-1-铟烷羧酸甲酯
• 英文名称: methyl 2-oxo-2,3-dihydro-1H-indene-1-carboxylate
• 英文别名: methyl 2-oxo-1-indanecarboxylate；methyl 2-oxo-1,3-dihydroindene-1-carboxylate
• CAS: 104620-34-0
• 化学式: C₁₁H₁₀O₃
• mdl: MFCD06200715
• 分子量: 190.199
• InChiKey: RWSYHHRDYRDVQL-UHFFFAOYSA-N

物化性质

• 熔点：
  65-69 °C (lit.)
• 稳定性/保质期：
  如果按照规格使用和储存，则不会分解，没有已知危险反应。应避免与强氧化物、强碱接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xn
• 危险类别码：
  R22
• 海关编码：
  2918300090
• WGK Germany：
  3
• 储存条件：
  请将贮藏器密封，并存放在阴凉、干燥处。确保工作环境有良好的通风或排气设施。最佳保存温度为2 ºC至8 ºC。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : Methyl 2-oxo-1-indanecarboxylate
CAS-No. : 104620-34-0
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 [EU-GHS/CLP]
Acute toxicity, Oral (Category 4)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Harmful if swallowed.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
H302 Harmful if swallowed.
Precautionary statement(s) none
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R22 Harmful if swallowed.
S-phrase(s) none
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C11H10O3
Molecular Weight : 190,2 g/mol
Component Concentration
Methyl 2-oxo-1-indanecarboxylate
CAS-No. 104620-34-0 -

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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
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
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
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 vapors, mist or gas. Ensure
adequate ventilation. Avoid breathing dust.
Environmental precautions
Do not let product enter drains.
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.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Recommended storage temperature: 2 - 8 °C
Handle under inert gas. Protect from moisture.
Specific end uses
no data available

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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).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: powder
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 65 - 69 °C - lit.
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation 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 insoluble
o) Partition coefficient: n- log Pow: 1,154
octanol/water
p) Autoignition 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
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents, Metals, Strong bases
Hazardous decomposition products
Other decomposition products - no data available

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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 sensitization
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
Potential health effects
Inhalation May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion Harmful if swallowed.
Skin
May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Additional Information
RTECS: Not available

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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
no data available
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
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
no data available

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Section 16. OTHER INFORMATION
Further information
Copyright 2012 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：

  2-氧代茚满-1-甲酸甲酯 在 5,5-二氟-2,8-二碘-1,3,7,9-四甲基-10-苯基-5H-二吡咯并[1,2-C:2,1-F][1,3,2]二氮杂硼烷-4-鎓-5-硼 、 蒽 、 氧气 、 奎宁 作用下， 以 氘代氯仿 为溶剂， 反应 0.33h， 以79%的产率得到methyl 1-hydroxy-2-oxo-2,3-dihydro-1H-indene-1-carboxylate
  参考文献：
  名称：

  使用奎宁-BODIPY 系统的催化光氧化过程中的底物选择性

  摘要：

  通过合成催化剂的底物选择性仍然是化学中的一个具有挑战性的课题。在这里，在非氢和氢键供体底物的竞争性光氧化中评估了结合碘-BODIPY 光敏剂和奎宁的催化系统。报告了奎宁激活氢键供体底物以进行光氧化的能力，并在没有奎宁的情况下用光氧化实验对结果进行了基准测试。

  DOI：

  10.1055/s-0039-1690796
• 作为产物：
  描述：

  3-氧代-4-苯基丁酸甲酯 在 dirhodium tetraacetate 、 三乙胺 、 甲烷磺酰基叠氮化物 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 3.0h， 生成 2-氧代茚满-1-甲酸甲酯
  参考文献：
  名称：

  通过四乙酸二铑介导的分子内 CH 插入构建环戊烷：空间和电子效应

  摘要：

  关于制备 une serie de β-cetoesters possedant 2 个位点，competitifs d'insertion de CH et on en etudie la cyclisation intramoleculaire

  DOI：

  10.1021/ja00284a037

文献信息

• Metal-Triflate-Catalyzed Synthesis of Polycyclic Tertiary Alcohols by Cyclization of γ-Allenic Ketones
  作者：Ilhem Diaf、Gilles Lemière、Elisabet Duñach

  DOI：10.1002/anie.201310724

  日期：2014.4.14

  It has been established that bismuth(III) triflate catalyzes the cyclization of γ‐allenic ketones under mild reaction conditions. This reaction allows the selective formation of polycyclic tertiary alcohols from cyclic ketone derivatives. The resulting dienols can engage in stereoselective cycloadditions to efficiently afford complex polycyclic systems.

  现已确定，在温和的反应条件下，三氟甲磺酸铋（III）可以催化γ-烯烃酮的环化反应。该反应允许由环酮衍生物选择性地形成多环叔醇。所得二烯醇可以参与立体选择性环加成反应，以有效地提供复杂的多环系统。
• Chemo-enzymatic synthesis of 1,2- and 1,3- amino-alcohols and their use in the enantioselective reduction of acetophenone and anti-acetophenone oxime methyl ether with borane.
  作者：Eric Didier、Bernard Loubinoux、Gerardo H. Ramos Tombo、Grety Rihs

  DOI：10.1016/s0040-4020(01)80959-5

  日期：1991.1

  New chiral amino-alcohols were enantioselectively synthesized using biotransformations as the key steps. They were used as ligand in the enantioselective borane reduction of acetophenone and of the corresponding anti oxime methyl ether.

  以生物转化为关键步骤，对映选择性地合成了新的手性氨基醇。它们用作苯乙酮和相应的抗肟甲基醚的对映选择性硼烷还原中的配体。
• BINOL-phosphoric acid catalyzed asymmetric Mannich addition of β-ketoesters to indolenines generated in situ by DDQ
  作者：Boora Ramesh、G. Ravi Kumar、Suresh Yarlagadda、B. Sridhar、B.V. Subba Reddy

  DOI：10.1016/j.tet.2019.130620

  日期：2019.11

  asymmetric Mannich addition of β-ketoesters to indolenines that were generated in situ from 3-indolinone-2-carboxylates by DDQ has been developed using a catalytic amount of chiral BINOL-phosphoric acid. The corresponding chiral 3-indolinone-2-carboxylate derivatives were obtained in good yields with excellent ee (up to 99%). This is the first report on the enantioselective addition of β-ketoesters to

  已经开发了使用催化量的手性BINOL-磷酸，将DDQ由3-吲哚酮-2-羧酸酯原位生成的吲哚烯酮中的β-酮酸酯不对称曼尼希加成反应。以良好的ee（高达99％）的高收率获得了相应的手性3-茚满酮-2-羧酸酯衍生物。这是关于使用手性布朗斯台德酸将β-酮酸酯对映异构体对映体选择性加成的首次报道。
• Synthesis of New Tricyclic and Tetracyclic Fused Coumarin Sulfonate Derivatives and Their Inhibitory Effects on LPS-Induced Nitric Oxide and PGE₂ Productions in RAW 264.7 Macrophages: Part 2
  作者：Mohammed I. El-Gamal、Woo-Seok Lee、Ji-Sun Shin、Chang-Hyun Oh、Kyung-Tae Lee、Jungseung Choi、Nohsun Myoung、Daejin Baek

  DOI：10.1002/ardp.201600243

  日期：2016.11

  The synthesis of a new series of 21 fused coumarin derivatives is described, and the biological evaluation of their in vitro antiinflammatory effects as inhibitors of lipopolysaccharide (LPS)‐induced nitric oxide (NO) and prostaglandin E2 (PGE2) production in RAW 264.7 macrophages. The target compounds 1a–u were first tested for cytotoxicity to determine a non‐toxic concentration for antiinflammatory

  描述了一系列新的 21 种融合香豆素衍生物的合成，以及它们作为脂多糖 (LPS) 诱导的一氧化氮 (NO) 和前列腺素 E2 (PGE2) 在 RAW 264.7 巨噬细胞中产生的抑制剂的体外抗炎作用的生物学评价。首先测试目标化合物 1a-u 的细胞毒性，以确定用于抗炎筛选的无毒浓度，因此对 NO 和 PGE2 产生的抑制作用不会由细胞毒性引起。化合物 1f 和 1p 是活性最强的 PGE2 抑制剂，IC50 值分别为 0.89 和 0.95 µM。蛋白质印迹和无细胞 COX-2 筛选表明，它们的作用是由于抑制了 COX-2 蛋白表达和 COX-2 酶活性。它们对 COX-2 酶的 IC50 值分别为 0.67 和 0.85 µM，这比依托考昔更有效。与COX-1相比，化合物1f和1p对COX-2的选择性指数分别为41.1和42.5。化合物 1f 在 5 µM 浓度下对 LPS 诱导的 RAW
• Sulfonium Salts Enable the Direct Sulfenylation of Activated C( <i>sp</i> ^<i>3</i> )−H Bonds
  作者：Liang Zhang、Sakkani Nagaraju、Banoth Paplal、Yunliang Lin、Shuhua Liu

  DOI：10.1002/ejoc.202001569

  日期：2021.3.5

  The direct alkylsulfenylation of various activated C−H bonds has been reported. The reaction utilizes sulfonium salts as sulfenylation reagents which are readily prepared, operationally simple, and performe under mild reaction conditions.

  各种活化的CH键的直接烷基亚磺酰化已有报道。该反应利用sulf盐作为亚磺酰基化试剂，其易于制备，操作简单并且在温和的反应条件下进行。