2-甲基茚满-1-酮 | 17496-14-9

• 物质功能分类: 有机原料 - 酮类化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 中文名称: 2-甲基茚满-1-酮
• 中文别名: 2-甲基-1-茚酮；2-甲基-1-茚满酮
• 英文名称: 2,3-dihydro-2-methyl-1H-inden-1-one
• 英文别名: 2-methyl-1-indanon；2-methylindan-1-one；2-methyl-2,3-dihydro-1H-inden-1-one；2-methyl-1-indanone；2-methyl-2,3-dihydroinden-1-one
• CAS: 17496-14-9
• 化学式: C₁₀H₁₀O
• mdl: MFCD00192303
• 分子量: 146.189
• InChiKey: BEKNOGMQVKBMQN-UHFFFAOYSA-N

物化性质

• 熔点：
  47-47.5 °C
• 沸点：
  93-95 °C4 mm Hg(lit.)
• 密度：
  1.064 g/mL at 25 °C(lit.)
• 闪点：
  >230 °F
• 稳定性/保质期：
  • 按规定使用不会分解，避免氧化剂。
  • 存在于主流烟气中。

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xn,Xi
• 危险类别码：
  R22
• WGK Germany：
  3
• 海关编码：
  2914399090
• 危险类别：
  IRRITANT
• 安全说明：
  S23,S26,S36,S36/37/39
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  请将药品存放在密闭、阴凉、干燥的地方。

SDS

---

Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 2-Methyl-1-indanone
CAS-No. : 17496-14-9
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

---

Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
Caution - substance not yet tested completely.
Other hazards - none

---

Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C10H10O
Molecular Weight : 146,19 g/mol

---

Section 4. FIRST AID MEASURES
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
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.
Most important symptoms and effects, both acute and delayed
Indication of any immediate medical attention and special treatment needed
no data available

---

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

---

Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Avoid breathing vapors, mist or gas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Keep in suitable, closed containers for disposal.
Reference to other sections
For disposal see section 13.

---

Section 7. HANDLING AND STORAGE
Precautions for safe handling
Normal measures for preventive fire protection.
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.
Specific end uses
no data available

---

Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
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
impervious 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
Respiratory protection not required. For nuisance exposures use type OV/AG (US) or type ABEK
(EU EN 14387) respirator cartridges. Use respirators and components tested and approved under
appropriate government standards such as NIOSH (US) or CEN (EU).

---

Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: liquid
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 93 - 95 °C at 5 hPa - lit.
boiling range
g) Flash point > 113,00 °C - closed cup
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 1,064 g/mL at 25 °C
n) Water solubility no data available
o) Partition coefficient: n- no data available
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

---

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
Hazardous decomposition products
Other decomposition products - no data available

---

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 May be harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
Additional Information
RTECS: Not available

---

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

---

Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contaminated packaging
Dispose of as unused product.

---

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

---

---

SECTION 15 - REGULATORY INFORMATION
N/A

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途

---

这段HTML文本描述了某个功能或项目的用途，但格式有些混乱。经过调整后，内容更加清晰明了。

反应信息

• 作为反应物：
  描述：

  2-甲基茚满-1-酮 在 2,2,6,6-四甲基哌啶 、 三氟甲磺酸 、 氧气 作用下， 以 间二甲苯 为溶剂， 130.0 ℃ 、101.33 kPa 条件下， 反应 6.0h， 以50%的产率得到3-甲基异色烯-1-酮
  参考文献：
  名称：

  酸/碱共催化酮的拜耳-维利格形式的氧化反应：使用分子氧作为氧化剂

  摘要：

  首次开发了在无金属条件下使用O 2作为唯一氧化剂的新型酸/碱共催化的各种酮的正式拜耳-维利格氧化方法。该反应可耐受各种酮和苯胺，并提供了一种简单有效的方法，可通过一步在酮与苯胺的反应中构建各种酰胺和异喹啉-1-酮。

  DOI：

  10.1021/acs.orglett.8b02006
• 作为产物：
  描述：

  2-甲基-1-苯基-丙-2-烯-1-酮 在 三氟甲磺酸 作用下， 反应 2.0h， 以97%的产率得到2-甲基茚满-1-酮
  参考文献：
  名称：

  1-Phenyl-2-propen-1-ones 到 1-Indanones 的超强酸催化电环化。Oxonium-Carbenium Dications 电环化的动力学和理论研究

  摘要：

  需要强酸性条件来诱导芳基乙烯基酮的 Nazarov 型环化，尽管与 Nazarov 反应的化学类比表面上暗示 O-质子化单阳离子的直接电环化反应。在本文中，我们描述了 1-phenyl-2-propen-1-ones 的超酸催化原型环化。动力学测量揭示的这些环化反应的酸度依赖性强烈表明涉及 O,O-二质子化的双阳离子而不是 O-质子化的单阳离子。也就是说，1-苯基-2-丙烯-1-酮的环化代表氧鎓-碳正离子的电环化。我们还描述了 1-phenyl-2-propen-1-ones 的 2-位取代基的影响。从头算计算，基于密度泛函理论，

  DOI：

  10.1021/ja971100g

文献信息

• Photoreactivity of α-tetrasubstituted arylketones: Production and asymmetric tautomerization of arylenols
  作者：Françoise Hénin、Athanase M'Boungou-M'Passi、Jacques Muzart、Jean-Pierre Pète

  DOI：10.1016/s0040-4020(01)86998-2

  日期：1994.2

  of catalytic amounts of optically active aminoalcohols, the irradiation of α-disubstituted indanones, tetralones and propiophenones bearing at least one hydrogen in the γ-position led to Norrish type II cleavage compounds which were obtained with enantiomeric excesses reaching 89%. The influence of the reaction conditions (temperature, wavelength of the UV light and nature of the alcohol) has been analyzed

  在催化量的旋光氨基醇的存在下，辐射在γ-位带有至少一个氢的α-二取代的茚满酮，四氢萘酮和丙苯酮可导致诺里斯II型裂解化合物，对映体过量达到89％。分析了反应条件的影响（温度，紫外线的波长和醇的性质）。
• α-羟基酮化合物的廉价高效合成方法
  申请人：北京大学

  公开号：CN104710256B

  公开（公告）日：2017-03-22

  本发明公开了一种α‑羟基酮化合物的廉价高效合成方法。该合成方法包括：在常压条件下，以碘单质、N‑溴代丁二酰亚胺、溴化铜、溴单质、溴化氢、N‑碘代丁二酰亚胺或碘化氢作为催化剂，以亚砜为氧化剂，以水或亚砜为羟基源，以亚砜，乙酸乙酯、N,N‑二甲基甲酰胺、乙腈、甲苯、1,4‑二氧六环、1,2‑二氯乙烷、四氢呋喃或H2O为溶剂，与羰基化合物混合于10‑120℃温度下进行氧化羟基化反应即可将羰基化合物高选择性的转化为α‑羟基酮化合物。本发明方法与传统合成方法相比具有操作简单，收率高，条件简单，易于纯化，废弃物排放量少，反应设备简单，易于工业化生产等诸多优点。本发明的方法具有广泛地适用性，能够用于多种α‑羟基酮化合物的合成。
• Indenyl hydroxamic acids, (hydroxy) ureas and urethanes for treating
  申请人：Cell Pathways, Inc.

  公开号：US06071934A1

  公开（公告）日：2000-06-06

  Indenyl hydroxamic acids, (hydroxy) ureas and urethanes are useful in the treatment of precancerous lesions and neoplasms.

  吲哚羟羧酸，(羟基)脲和脲醚在治疗癌前病变和肿瘤中很有用。
• Selective C–C Bond Cleavage of Cycloalkanones by NaNO₂/HCl
  作者：Tianyu He、Dengfeng Chen、Shencheng Qian、Yu Zheng、Shenlin Huang

  DOI：10.1021/acs.orglett.1c02327

  日期：2021.8.20

  A novel selective fragmentation of cycloalkanones by NaNO2/HCl has been established. The C–C bond cleavage reaction proceeds smoothly under mild conditions, selectively affording versatile keto acids or oxime acids. The methodology can streamline the synthesis of valuable chiral molecules and isocoumarins from readily available feedstocks.

  建立了一种新型的 NaNO 2 /HCl选择性裂解环烷酮的方法。C-C 键裂解反应在温和条件下顺利进行，选择性地提供通用的酮酸或肟酸。该方法可以简化从现成的原料中合成有价值的手性分子和异香豆素的过程。
• A direct catalytic ring expansion approach to o-fluoronaphthols and o/p-fluorophenols from indanones and 2-cyclopentenones
  作者：Jian Chang、Xiaoning Song、Wanqiao Huang、Dongsheng Zhu、Mang Wang

  DOI：10.1039/c5cc06825h

  日期：——

  A direct method for the synthesis of o-fluoronaphthols and o/p-fluorophenols has been developed by a catalytic ring expansion of indanones and 2-cyclopentenones, in which TMSCF2Br was used as a unique...

  通过茚满酮和2-环戊烯酮的催化扩环，已经开发出一种直接合成邻氟萘酚和邻/对氟苯酚的方法，其中将TMCSF2Br用作独特的...

表征谱图