3a,4,7,7a-四羟基茚 | 3048-65-5

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 中文名称: 3a,4,7,7a-四羟基茚
• 中文别名: 四氢茚；3A,4,7,7A-四氢茚
• 英文名称: bicyclo[4.3.0]nona-3,7-diene
• 英文别名: 3a,4,7,7a-tetrahydro-1H-indene；3a,4,7,7a-tetrahydroindene；tetrahydroindene；Bicyclo<4.3.0>nona-3,7-dien；cis-bicyclo<4.3.0>nona-3,7-diene；3a,4,7,7a-Tetrahydro-inden；4,7,8,9-Tetrahydroinden；Tetrahydroinden
• CAS: 3048-65-5
• 化学式: C₉H₁₂
• mdl: MFCD00021227
• 分子量: 120.194
• InChiKey: UFERIGCCDYCZLN-UHFFFAOYSA-N

物化性质

• 沸点：
  158-160°C
• 密度：
  0,93 g/cm3
• 闪点：
  38°C
• 物理描述：
  Liquid
• 保留指数：
  952
• 稳定性/保质期：
  遵循规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.555
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• TSCA：
  Yes
• 危险等级：
  3
• 危险类别码：
  R10,R65
• 危险品运输编号：
  UN 3295
• RTECS号：
  NK8750000
• 包装等级：
  III
• 危险类别：
  3
• 安全说明：
  S16,S23,S36/37,S62
• 储存条件：
  存于阴凉干燥处

SDS

---

Section I.Chemical Product and Company Identification
Chemical Name 3a,4,7,7a-Tetrahydroindene
Portland OR
Synonym Bicyclo (4,3,0)nona-3,7-diene
Chemical Formula C9H12
CAS Number 3048-65-5

---

Section II. Composition and Information on Ingredients
Chemical Name CAS Number Percent (%) TLV/PEL Toxicology Data
3a,4,7,7a-Tetrahydroindene 3048-65-5 Min. 98.0 Not available. Rat LD50 (oral) 3730 mg/kg
Rabbit LD50 (dermal) 14,100 mg/kg
(GC)
Mouse LD50 (oral) 3500 mg/kg

---

Section III. Hazards Identification
Acute Health Effects No specific information is available in our data base regarding the toxic effects of this material for humans. However,
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling
this compound.
CARCINOGENIC EFFECTS : Not available.
Chronic Health Effects
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
There is no known effect from chronic exposure to this product. Repeated or prolonged exposure to this compound is
not known to aggravate existing medical conditions.

---

Section IV. First Aid Measures
Eye Contact Check for and remove any contact lenses. DO NOT use an eye ointment. Flush eyes with running water for a minimum
of 15 minutes, occasionally lifting the upper and lower eyelids. Seek medical attention. Treat symptomatically and
supportively.
Skin Contact If the chemical gets spilled on a clothed portion of the body, remove the contaminated clothes as quickly as possible,
protecting your own hands and body. Place the victim under a deluge shower. If the chemical touches the victim's
exposed skin, such as the hands: Gently and thoroughly wash the contaminated skin with running water and non-abrasive
soap. Be particularly careful to clean folds, crevices, creases and groin. Cover the irritated skin with an emollient. Seek
medical attention. Treat symptomatically and supportively. Wash any contaminated clothing before reusing.
Inhalation If the victim is not breathing, perform artificial respiration. Loosen tight clothing such as a collar, tie, belt or waistband. If
breathing is difficult, oxygen can be administered. Seek medical attention. Treat symptomatically and supportively.
Ingestion INDUCE VOMITING by sticking finger in throat. Lower the head so that the vomit will not reenter the mouth and throat.
Loosen tight clothing such as a collar, tie, belt, or waistband. If the victim is not breathing, administer artificial respiration.
Examine the lips and mouth to ascertain whether the tissues are damaged, a possible indication that the toxic material
was ingested; the absence of such signs, however, is not conclusive. Seek immediate medical attention and, if possible,
show the chemical label. Treat symptomatically and supportively.

---

Section V. Fire and Explosion Data
Not available.
Auto-Ignition
Flammability Combustible.
Flammable Limits
Flash Points Not available.
Not available.
Combustion Products These products are toxic carbon oxides (CO, CO 2).
Fire Hazards
No specific information is available regarding the flammability of this compound in the presence of various materials.
Explosion Hazards Risks of explosion of the product in presence of mechanical impact: Not available.
Risks of explosion of the product in presence of static discharge: Not available.
No additional information is available regarding the risks of explosion.
Continued on Next Page
3048- 3a,4,7,7a-Tetrahydroindene
Fire Fighting Media
SMALL FIRE: Use DRY chemicals, CO 2, water spray or foam.
and Instructions LARGE FIRE: Use water spray, fog or foam. DO NOT use water jet.

---

Section VI. Accidental Release Measures
Spill Cleanup Flammable liquid.
Keep away from heat and sources of ignition. Mechanical exhaust required. Stop leak if without risk. Absorb with DRY
Instructions
earth, sand or other non-combustible material. DO NOT touch spilled material. Prevent entry into sewers, basements or
confined areas; dike if needed. Eliminate all sources of ignition. Consult federal, state, and/or local authorities for
assistance on disposal.

---

Section VII. Handling and Storage
FLAMMABLE. Reactive with strong oxidizers; may be ignited by heat, sparks, or flames. Vapors may travel to source of
Handling and Storage
ignition and flash back. Tightly seal container and store in a cool place. Closed containers may explode from heat of a
Information
fire. Empty containers may pose a fire risk. Evaporate residue under a fume hood if possible. Ground all equipment
containing material. Keep away from heat and sources of ignition. Mechanical exhaust required. Avoid excessive heat
and light. Do not breathe gas, fumes, vapor or spray. In case of insufficient ventilation, wear suitable respiratory
equipment. If you feel unwell, seek medical attention and show the label when possible. Treat symptomatically and
supportively. Avoid contact with skin and eyes.
Always store away from incompatible compounds such as oxidizing agents.

---

Section VIII. Exposure Controls/Personal Protection
Provide exhaust ventilation or other engineering controls to keep the airborne concentrations of vapors below their
Engineering Controls
respective threshold limit value. Ensure that eyewash station and safety shower is proximal to the work-station location.
Personal Protection Splash goggles. Lab coat. Vapor respirator. Boots. Gloves. A MSHA/NIOSH approved respirator must be used to avoid
inhalation of the product. Suggested protective clothing might not be sufficient; consult a specialist BEFORE handling
this product.
Exposure Limits
Not available.

---

Section IX. Physical and Chemical Properties
Physical state @ 20°C Liquid. Solubility
Not available.
0.93
Specific Gravity
Molecular Weight 120.19 Partition Coefficient
Not available.
Boiling Point Vapor Pressure
160°C (320°F) Not available.
Not available. Not available.
Melting Point Vapor Density
Refractive Index Not available. Volatility Not available.
Critical Temperature Not available. Odor Not available.
Viscosity Not available. Taste Not available.

---

Section X. Stability and Reactivity Data
Stability

---

This material is stable if stored under proper conditions. (See Section VII for instructions)
Conditions of Instability
Avoid excessive heat and light.
Incompatibilities
Reactive with oxidizing agents.

---

Section XI. Toxicological Information
RTECS Number NK8750000
Routes of Exposure Eye contact. Inhalation. Ingestion.
Toxicity Data Rat LD50 (oral) 3730 mg/kg
Rabbit LD50 (dermal) 14,100 mg/kg
Mouse LD50 (oral) 3500 mg/kg
CARCINOGENIC EFFECTS : Not available.
Chronic Toxic Effects
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
There is no known effect from chronic exposure to this product. Repeated or prolonged exposure to this compound is not
known to aggravate existing medical conditions.
Acute Toxic Effects No specific information is available in our data base regarding the toxic effects of this material for humans. However,
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling
this compound.
Continued on Next Page
3a,4,7,7a-Tetrahydroindene

---

Section XII. Ecological Information
Ecotoxicity Not available.
Environmental Fate Not available.

---

Section XIII. Disposal Considerations
Recycle to process, if possible. Consult your local or regional authorities. You may be able to dissolve or mix material with
Waste Disposal
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 this substance.

---

Section XIV. Transport Information
DOT Classification CLASS 3: Flammable liquid.
PIN Number
Proper Shipping Name
Hydrocarbons, liquid, n.o.s.
Packing Group (PG) II
DOT Pictograms

---

Section XV. Other Regulatory Information and Pictograms
TSCA Chemical Inventory This product is ON the EPA Toxic Substance Control Act (TSCA) inventory.
(EPA)
WHMIS Classification
Not controlled under WHMIS (Canada).
(Canada)
EINECS Number (EEC) Not available.
EEC Risk Statements Not available.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

应用

四氢茚可用作有机合成中间体和医药中间体，主要应用于实验室研发及化工生产中。

用途 它常作为生产茚系列产品的原料。

反应信息

• 作为反应物：
  描述：

  3a,4,7,7a-四羟基茚 在 palladium on activated charcoal η⁵-C9H11Fe(CO)2(isobutylene)⁺BF^- 、 氢气 、 sodium iodide 作用下， 生成 3a,4,7,7a-Tetrahydroinden
  参考文献：
  名称：

  η5-C9H11Fe(CO)2(异丁烯)+BF4-复合物作为碳-碳双键的保护基团

  摘要：

  制备了 η5-C9H11Fe(CO)2(异丁烯)+BF4− (6), [Fpi(异丁烯)]+BF4−，并将其用作碳-碳双键的保护基团。配合物 6 与多种二烯烃进行配体交换，得到 Fpi(二烯烃)+BF4- 配合物，其随后在 Pd/C 上的氢化得到区域选择性氢化的烯烃。

  DOI：

  10.1246/bcsj.56.2861
• 作为产物：
  描述：

  5-乙烯基双环[2.2.1]庚-2-烯 生成 3a,4,7,7a-四羟基茚
  参考文献：
  名称：

  BOBYLEVA A. A.; BELIKOVA N. A.; KALINICHENKO A. N.; BARYSHNIKOV A. T.; DU+, ZH. ORGAN. XIMII, 1980, 16, HO 8, 1645-1653

  摘要：

  DOI：

文献信息

• Liquid-phase synthesis of cyclic diene diepoxides using metal halides and hydrogen peroxide
  作者：Kh. M. Alimardanov、O. A. Sadygov、N. I. Garibov、M. Ya. Abdullaeva

  DOI：10.1134/s1070428012100077

  日期：2012.10

  Optimal conditions were found for induced hydroxyhalogenation of cyclic dienes (tetrahydroindene, 4-vinylcyclohexene and 5-vinyl- and 5-cyclohexenylbicyclo[2.2.1]hept-2-enes) in the system [MHlg-HA or HHlg]-H2O2 (or NaClO). Dehydrohalogenation of the chloro- and bromohydrins thus obtained with powdered potassium carbonate gave the corresponding diepoxy derivatives, and their hydrolysis led to mixtures

  发现了在[MHlg-HA或HHlg] -H 2 O系统中诱导环二烯（四氢茚，4-乙烯基环己烯和5-乙烯基和5-环己烯基双环[2.2.1]庚-2-烯）的羟基卤化的最佳条件。2（或NaClO）。用粉末状碳酸钾将如此获得的氯代和溴代醇脱氢卤化，得到相应的二环氧衍生物，它们的水解导致形成立体异构的四元醇的混合物。
• PROCESS FOR PRODUCING HIGH PURITY EXO-ALKENYLNORBORNENE
  申请人：Bell Andrew

  公开号：US20090054714A1

  公开（公告）日：2009-02-26

  Embodiments of the present invention are directed generally to methods for producing high purity exo-alkenylnorbornenes from a mixture of conformational isomers thereof.

  本发明的实施例通常涉及从共轭异构体混合物中生产高纯度的外部烯基去氢脱环戊烷。
• Highly Selective Epoxidation of Cycloaliphatic Alkenes with Aqueous Hydrogen Peroxide Catalyzed by [PO₄{WO(O₂)₂}₄]³⁻/Imidazole
  作者：Keigo Kamata、Kosei Sugahara、Ryo Ishimoto、Susumu Nojima、Motoya Okazaki、Takaya Matsumoto、Noritaka Mizuno

  DOI：10.1002/cctc.201402268

  日期：2014.8

  peroxotungstate, THA3[PO4WO(O2)2}4] (I, THA=tetra‐n‐hexylammonium), could act as an efficient catalyst for epoxidation of cycloaliphatic alkenes with 30 % aqueous hydrogen peroxide (H2O2). Compound I showed higher catalytic activity and selectivity to epoxide than other tungstates. By using the I/imidazole system, various kinds of cycloaliphatic alkenes could be highly selectively converted into the

  在咪唑作为添加剂的情况下，含磷的四核过氧钨酸盐THA 3 [PO 4 WO（O 2）2 } 4 ]（I，THA = tetra- n- hexylammonium）可以作为一种有效的催化剂用30％的过氧化氢水溶液（H 2 O 2）对脂环族烯烃进行环氧化。与其他钨酸盐相比，化合物I显示出更高的催化活性和对环氧化物的选择性。通过使用我在咪唑体系中，几乎在化学计量的条件下，各种脂环族烯烃都可以高选择性地高度选择性地转化为酸敏感的环氧化物，包括工业上重要的二环氧化合物。的1 H NMR光谱表明，咪唑将工作不仅作为质子受体也可作为路易斯碱，以显着抑制环氧化物的酸催化的开环。
• 一种安全环保可控的双环氧化物的合成工艺
  申请人：江苏泰特尔新材料科技股份有限公司

  公开号：CN110183401B

  公开（公告）日：2021-12-14

  本发明涉及环氧化物合成领域，更具体地，本发明涉及一种安全环保可控的双环氧化物的合成工艺，所述双环氧化物的合成工艺至少包括：将二烯化合物、羧酸类物质、碱性盐、溶剂混合，冷却；滴加过氧化氢溶液1～12h；静置、分层，得到下层有机相‑1，洗涤液洗涤有机相‑1，静置、分层，得到下层有机相‑2；纯化。本发明反应体系简单，对环境比较友好，安全可控，生产成本低，能够满足技术经济的要求，得到的双环氧化物纯度高、收率高、溶剂含量低、色度低、卤素含量低，适合大规模工业生产。
• METHOD FOR PRODUCING EPOXY COMPOUND
  申请人：ENEOS CORPORATION

  公开号：US20210340118A1

  公开（公告）日：2021-11-04

  The invention provides a method for producing an epoxy compound by hydrogen peroxide using an organic compound having a carbon-carbon double bond as a raw material, wherein a by-product is suppressed from being generated and the epoxy compound is produced in a high yield. In particular, the invention provides a method for producing an epoxy compound involving oxidizing a carbon-carbon double bond in an organic compound with hydrogen peroxide in the presence of a catalyst, wherein the catalyst comprises a tungsten compound; a phosphoric acid, a phosphonic acid or salts thereof; and an onium salt having an alkyl sulfate ion represented by formula (I) as an anion: wherein R 1 is a linear or branched aliphatic hydrocarbon group having 1 to 18 carbons, which may be substituted with 1 to 3 phenyl groups.

  该发明提供了一种利用过氧化氢以有机化合物作为原料生产环氧化合物的方法，其中抑制了生成副产物，并且以高产率生产环氧化合物。具体地，该发明提供了一种生产环氧化合物的方法，涉及在催化剂存在下利用过氧化氢氧化有机化合物中的碳碳双键，其中该催化剂包括钨化合物；磷酸，膦酸或其盐；以及具有由式(I)所表示的烷基硫酸盐离子的阳离子的季铵盐：其中R1是具有1至18个碳原子的线性或支链脂肪烃基，可能被1至3个苯基取代。

表征谱图