异丙烯基苄醚 | 32783-20-3

• 物质功能分类: 分析化学 - 分析试剂 - 衍生化试剂
• 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: 异丙烯基苄醚
• 中文别名: 苄基异丙烯基醚[羟基保护剂]；苄基异丙烯基乙醚；苄基异丙烯基醚；2-苄氧基-1-丙烯
• 英文名称: benzyl isopropenyl ether
• 英文别名: 2-benzyloxypropene；prop-1-en-2-yloxymethylbenzene
• CAS: 32783-20-3
• 化学式: C₁₀H₁₂O
• mdl: MFCD00059913
• 分子量: 148.205
• InChiKey: ZIFHFFOAEFKJJL-UHFFFAOYSA-N

物化性质

• 沸点：
  192 °C
• 密度：
  0.96

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2909309090
• 储存条件：
  | 0-10°C |

SDS

Benzyl Isopropenyl Ether [Hydroxyl-Protecting Agent] Revision number: 6
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: Benzyl Isopropenyl Ether [Hydroxyl-Protecting Agent]

Revision number: 6

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS
Category 4
Flammable liquids
HEALTH HAZARDS Not classified
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements, including precautionary statements
None
Pictograms or hazard symbols
Signal word Warning
Combustible liquid
Hazard statements
Precautionary statements:
Keep away from flames and hot surfaces.
[Prevention]
Wear protective gloves and eye/face protection.
Store in a well-ventilated place. Keep cool.
[Storage]
[Disposal] Dispose of contents/container through a waste management company authorized by
the local government.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: Benzyl Isopropenyl Ether [Hydroxyl-Protecting Agent]
>97.0%(GC)
Percent:
CAS Number: 32783-20-3
2-Benzyloxy-1-propene , Isopropenyl Benzyl Ether
Synonyms:
Chemical Formula: C10H12O

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Get medical advice/attention if you feel unwell. Rinse mouth.
Ingestion:
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.
Agent]

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, carbon dioxide.
media:
Unsuitable extinguishing Water (It may scatter and spread fire.)
media:
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Use personal protective equipment. Keep people away from and upwind of spill/leak.
Personal precautions,
protective equipment and Ensure adequate ventilation. Entry to non-involved personnel should be controlled
emergency procedures: around the leakage area by roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Absorb spilled material in a suitable absorbent (e.g. rag, dry sand, earth, saw-dust).
containment and cleaning In case of large amount of spillage, contain a spill by bunding. Adhered or collected
up: material should be promptly disposed of, in accordance with appropriate laws and
regulations.
Prevention of secondary Remove all sources of ignition. Fire-extinguishing devices should be prepared in
hazards: case of a fire. Use spark-proof tools and explosion-proof equipment.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent generation of vapour or mist. Keep away from flames and hot surfaces. Take
measures to prevent the build up of electrostatic charge. Use explosion-proof
equipment. Wash hands and face thoroughly after handling.
Use a closed system, ventilation.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Keep container tightly closed. Store in a refrigerator.
Storage conditions:
Store away from incompatible materials such as oxidizing agents.
Comply with laws.
Packaging material:

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust as possible so that workers should not be
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Vapor respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Safety glasses. A face-shield, if the situation requires.
Eye protection:
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Liquid
Clear
Form:
Colour: Colorless - Almost colorless
No data available
Odour:
pH: No data available
Melting point/freezing point:No data available
Boiling point/range: 192°C
Flash point: No data available
Agent]

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Flammability or explosive
limits:
Lower: No data available
Upper: No data available
Relative density: 0.96
Solubility(ies):
[Water] No data available
No data available
[Other solvents]

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Conditions to avoid: Open flame
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
No data available
NTP =
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
No data available
Bioaccumulative
potential(BCF):
Mobility in soil
Log Pow: No data available
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to burn in a chemical
incinerator equipped with an afterburner and scrubber system. Observe all federal, state and local regulations when
disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Hazards Class: Does not correspond to the classification standard of the United Nations
UN-No: Not listed

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.
Agent]

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

羟基保护剂是一种用于稳定含有羟基化合物的化学物质。

反应信息

• 作为反应物：
  描述：

  溴苯 、 异丙烯基苄醚 在 bis(η3-allyl-μ-chloropalladium(II)) 、 顺式,顺式,顺式-1,2,3,4-四[(二苯基膦)甲基]环戊烷 potassium carbonate 、 盐酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以27%的产率得到苯基丙酮
  参考文献：
  名称：

  α-或β-取代的烯醇醚与芳基溴化物在四磷烷/钯络合物催化下的反应——直接获得苯乙酮或 1-芳基丙酮衍生物

  摘要：

  cis,cis,cis-1,2,3,4-Tetrakis(diphenylphosphanylmethyl)cyclopentane/[PdCl(C3H5)]2 有效地催化 α- 和 β- 取代的烯醇醚与芳基溴的 Heck 反应。1-苯基-1-(三甲基甲硅烷氧基)乙烯的芳基化直接导致2-芳基-1-苯基乙酮。在富电子、缺电子或空间拥挤的芳基溴化物中观察到类似的反应速率。与苄基异丙烯基醚的Heck反应得到异构体的混合物。然而，该混合物在水解后选择性地产生1-芳基丙酮。使用 β-甲氧基苯乙烯、3-乙氧基丙烯腈或 3-甲氧基丙烯酸甲酯，在所有情况下都观察到这些烯醇醚的区域选择性 α-芳基化，但通常会得到 (Z) 和 (E) 异构体的混合物，这在许多情况下产生了酸处理后的单一酮产品。该反应的立体选择性取决于空间和电子因素，并且在富电子或空间拥挤的芳基溴化物中观察到有利于 (Z) 异构体的更好的立体选

  DOI：

  10.1002/ejoc.200700152
• 作为产物：
  描述：

  2,2-dibenzyloxypropane 在 phosphorus pentoxide 作用下， 以 喹啉 为溶剂， 120.0 ℃ 、13.33 Pa 条件下， 生成 异丙烯基苄醚
  参考文献：
  名称：

  丙酮拦截去氨生成的苄基碳鎓离子。

  摘要：

  通过苯重氮甲烷与苯甲酸在丙酮中的质子化反应生成了基本游离的苄基碳鎓离子。有趣的是，在-20℃以下没有质子转移发生。在-20℃下重氮烷烃的质子化和重氮化之后，发现溶剂拦截了脱氨基产生的碳阳离子，从而最初产生相应的O-苄基氧鎓离子和苯甲酸苄酯。然而，鎓离子在反应条件下不稳定，并分解成级联产物，其浓度随时间的变化被用于追踪反应路径。因此，O-苄基氧鎓离子与苯甲酸酯离子反应，生成（2-苄氧基）异丙基苯甲酸酯。随后将该O-苄基-O-苯甲酰基缩酮分解，得到2,2-二苄氧基丙烷（二苄基缩酮），2-苄氧基丙烯和苯甲醇。

  DOI：

  10.1021/jo991827i

文献信息

• 一种基于烯基醚Friedel-Crafts反应的烷基芳香化合物制备方法
  申请人：六盘水师范学院

  公开号：CN111410598B

  公开（公告）日：2022-12-27

  一种基于烯基醚Friedel‑Crafts反应的烷基芳香化合物制备方法，其属于医药化工中间体及相关化学技术领域。该方法使用烯基醚和芳香化合物作为原料，在路易斯酸或质子酸催化作用下，实现了烷基取代芳香化合物的绿色、高效合成。该方法具有选择性高、反应条件温和、官能团兼容性好、底物范围广、环境友好等优点。由于烷基取代芳香化合物是一种重要的有机合成中间体，在有机合成和药学领域有着非常广泛的应用，因此，本发明具有较大的应用价值和社会经济效益。
• [EN] ONE STEP PROCESS FOR REGIOSELECTIVE SYNTHESIS OF α-ACYLOXY CARBONYLS<br/>[FR] PROCÉDÉ EN UNE ÉTAPE POUR LA SYNTHÈSE RÉGIOSÉLECTIVE D'&Agr;-ACYLOXY CARBONYLES
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2014195972A1

  公开（公告）日：2014-12-11

  A regioselective N-Heterocyclic Carbene (NHC) catalyzed one step process for high yield synthesis of α-acyloxy carbonyl compounds is disclosed.

  揭示了一种选择性区域N-杂环卡宾（NHC）催化的一步法，用于高产率合成α-酰氧羰基化合物。
• [EN] DIHYDROBENZOFURANYL ALKANAMINE DERIVATIVES AS 5HT2C AGONISTS<br/>[FR] DERIVES DE DIHYDROBENZOFURANYLE ALCANAMINE SERVANT D'AGONISTES DE 5HT2C
  申请人：WYETH CORP

  公开号：WO2005044812A1

  公开（公告）日：2005-05-19

  Compounds of Formula (I) or pharmaceutically acceptable salts thereof are provided: Formula (I) which are agonists or partial agonists of the 2C subtype of brain serotonin receptors. The compounds, and compositions containing the compounds, can be used to treat a variety of central nervous system disorders such as schizophrenia.

  提供了化合物的公式(I)或其药用可接受的盐：公式(I)的化合物，它们是脑血清素受体2C亚型的激动剂或部分激动剂。这些化合物和含有这些化合物的组合物可用于治疗多种中枢神经系统疾病，如精神分裂症。
• Catalytic Asymmetric Addition of Alkyl Enol Ethers to 1,2-Dicarbonyl Compounds: Highly Enantioselective Synthesis of Substituted 3-Alkyl-3-Hydroxyoxindoles
  作者：Ke Zheng、Chengkai Yin、Xiaohua Liu、Lili Lin、Xiaoming Feng

  DOI：10.1002/anie.201007145

  日期：2011.3.7

  A familiar ring: An efficient catalytic asymmetric hetero‐ene reaction of 1,2‐dicarbonyl compounds (including isatins, α‐ketoesters, and glyoxal derivatives) is described. The catalyst system derived from 1 can be used for a broad substrate scope and the corresponding products were obtained in good yield and excellent enantioselectivity. M.S.=molecular sieves.

  熟悉的环：描述了1,2-二羰基化合物（包括靛红，α-酮酸酯和乙二醛衍生物）的高效催化不对称杂烯反应。衍生自1的催化剂体系可用于广泛的底物范围，并以良好的收率和优异的对映选择性获得相应的产物。MS ＝分子筛。
• 2-BENZYLOXY-1-PROPENE: A NOVEL PROTECTIVE REAGENT OF HYDROXYL GROUPS
  作者：Teruaki Mukaiyama、Masahiro Ohshima、Masahiro Murakami

  DOI：10.1246/cl.1984.265

  日期：1984.2.5

  Hydroxyl compounds are easily protected on treatment with 2-benzyloxy-1-propene, a novel hydroxyl protective reagent, in the presence of a catalytic amount of dichloro(1,5-cyclooctadiene)palladium (II). The deprotection to regenerate the parent hydroxyl compounds is also readily carried out by catalytic hydrogenation under neutral conditions.

  在催化量的二氯（1,5-环辛二烯）钯 (II) 存在下，用 2-苄氧基-1-丙烯（一种新型羟基保护剂）处理羟基化合物很容易得到保护。再生母体羟基化合物的脱保护也很容易在中性条件下通过催化氢化进行。

表征谱图