4-甲氧基肉桂醛 | 1963-36-6

• 物质功能分类: 化学试剂 - 有机试剂 - 芳烃
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 中文名称: 4-甲氧基肉桂醛
• 中文别名: 4-甲氧基肉桂苯醛；对甲氧基肉桂醛；3-(4-甲氧基苯基)-2-丙烯醛；trans-4-甲氧基肉桂醛
• 英文名称: 4-methoxycinnamaldehyde
• 英文别名: p-methoxycinnamaldehyde；3-(4-methoxyphenyl)acrylaldehyde；3-(4-methoxyphenyl)-2-propenal；p-methoxy cinnamic aldehyde；2-Propenal, 3-(4-methoxyphenyl)-；3-(4-methoxyphenyl)prop-2-enal
• CAS: 1963-36-6
• 化学式: C₁₀H₁₀O₂
• mdl: MFCD00017343
• 分子量: 162.188
• InChiKey: AXCXHFKZHDEKTP-UHFFFAOYSA-N

物化性质

• 熔点：
  55-60 °C(lit.)
• 沸点：
  145 °C7 mm Hg(lit.)
• 密度：
  1.068±0.06 g/cm3(Predicted)
• 闪点：
  110°C
• 溶解度：
  溶于氯仿、二氯甲烷、乙酸乙酯、DMSO、丙酮等。
• LogP：
  2.07
• 稳定性/保质期：

  如果按照规格使用和储存，则不会分解，没有已知的危险反应。应避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2912499000
• 危险性防范说明：
  P233,P260,P261,P264,P271,P280,P302+P352,P304,P304+P340,P305+P351+P338,P312,P321,P332+P313,P337+P313,P340,P362,P403,P403+P233,P405,P501
• 危险性描述：
  H315,H319,H335
• 储存条件：
  请将贮藏器密封，并存放在阴凉、干燥处。确保工作环境具备良好的通风或排气设施。

SDS

---

Section I.Chemical Product and Company Identification
Chemical Name 4-Methoxycinnamaldehyde
Portland OR
Synonym 3-(4-methoxyphenyl)acrylaldehyde
Chemical Formula CH3OC6H4CH:CHCHO
CAS Number 1963-36-6

---

Section II. Composition and Information on Ingredients
Chemical Name CAS Number Percent (%) TLV/PEL Toxicology Data
4-Methoxycinnamaldehyde 1963-36-6 Min. 97.0 Not available. Not available.
(GC)

---

Section III. Hazards Identification
Acute Health Effects Irritating to eyes and skin on contact. Inhalation causes irritation of the lungs and respiratory system. Inflammation of the
eye is characterized by redness, watering, and itching. Skin inflammation is characterized by itching, scaling, reddening,
or, occasionally, blistering. Follow safe industrial hygiene practices and always wear proper protective equipment when
handling this compound.
CARCINOGENIC EFFECTS : Not available.
Chronic Health Effects
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
Toxicity to the reproductive system: 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.
Remove dentures if any. Have conscious person drink several glasses of water or milk. INDUCE VOMITING by sticking
Ingestion
finger in throat. Lower the head so that the vomit will not reenter the mouth and throat. NEVER give an unconscious
person anything to ingest. Seek medical attention. Treat symptomatically and supportively.

---

Section V. Fire and Explosion Data
Not available.
Flammability Combustible. Auto-Ignition
Flammable Limits
Flash Points Not available.
Not available.
Combustion Products These products are 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.
Fire Fighting Media
SMALL FIRE: Use DRY chemicals, CO 2, water spray or foam.
LARGE FIRE: Use water spray, fog or foam. DO NOT use water jet.
and Instructions
Continued on Next Page
4-Methoxycinnamaldehyde

---

Section VI. Accidental Release Measures
Spill Cleanup In case of a spill and/or a leak, always shut off any sources of ignition, ventilate the area, and exercise caution. Use a
Instructions shovel to put the material into a convenient waste disposal container. Finish cleaning the spill by rinsing any
contaminated surfaces with copious amounts of water. Consult federal, state, and/or local authorities for assistance on
disposal.

---

Section VII. Handling and Storage
Handling and Storage IRRITANT. Keep away from heat and sources of ignition. Mechanical exhaust required. When not in use, tightly seal the
container and store in a dry, cool place. Avoid excessive heat and light. DO NOT ingest. DO NOT breathe dust. In case
Information
of insufficient ventilation, wear suitable respiratory equipment. If ingested, seek medical advice immediately and show the
container or the label. 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
Engineering Controls Use process enclosures, local exhaust ventilation, or other engineering controls to keep airborne levels below
recommended exposure limits. If user operations generate dust, fume or mist, use ventilation to keep exposure to
airborne contaminants below the exposure limit.
Personal Protection Splash goggles. Lab coat. Dust 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
Solubility
Physical state @ 20°C Solid. (Powder.) Not available.
Not available.
Specific Gravity
Molecular Weight 162.19 Partition Coefficient Not available.
Boiling Point Not available. Vapor Pressure Not available.
Melting Point 58°C (136.4°F) Vapor Density Not available.
Not available. Volatility Not available.
Refractive Index
Critical Temperature 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
Air and light sensitive.
Incompatibilities
Highly reactive with oxidizing agents.

---

Section XI. Toxicological Information
RTECS Number Not available.
Routes of Exposure Ingestion. Inhalation. Eye contact. Skin contact.
Not available.
Toxicity Data
No additional remark.
Chronic Toxic Effects CARCINOGENIC EFFECTS : Not available.
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
Toxicity to the reproductive system: 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.
Irritating to eyes and skin on contact. Inhalation causes irritation of the lungs and respiratory system. Inflammation of the
Acute Toxic Effects
eye is characterized by redness, watering, and itching. Skin inflammation is characterized by itching, scaling, reddening,
or, occasionally, blistering. Follow safe industrial hygiene practices and always wear proper protective equipment when
handling this compound.
Continued on Next Page
4-Methoxycinnamaldehyde

---

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 Not a DOT controlled material (United States).
PIN Number Not available.
Proper Shipping Name
Not available.
Packing Group (PG) Not available.
DOT Pictograms

---

Section XV. Other Regulatory Information and Pictograms
TSCA Chemical Inventory This product is ON the Toxic Substances Control Act (TSCA) list.
(EPA)
WHMIS Classification
WHMIS CLASS D-2B: Material causing other toxic effects (TOXIC).
(Canada)
EINECS Number (EEC) Not available.
EEC Risk Statements R36/38- Irritating to eyes and skin.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

毒性

GRAS(FEMA)。

使用限量

• 焙烤制品、胶冻、布丁、蜜饯、糖霜、果酱、果冻、调味香料：5.0 mg/kg
• 肉制品、乳制品：2.0 mg/kg
• 调味料、甜沙司：4.0 mg/kg

反应信息

• 作为反应物：
  描述：

  4-甲氧基肉桂醛 在 sodium hydroxide 、 乙醇 作用下， 生成 [5-(4-methoxy-phenyl)-penta-2,4-dienyliden]-aniline
  参考文献：
  名称：

  Vorlaender; Gieseler, Journal fur praktische Chemie (Leipzig 1954), 1929, vol. <2>121, p. 239

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲氧基肉桂酸 在 铬酸 作用下， 以 水 为溶剂， 生成 4-甲氧基肉桂醛
  参考文献：
  名称：

  Kulkarni; Bongane; Gavali, Journal of the Indian Chemical Society, 2012, vol. 89, # 10, p. 1347 - 1350

  摘要：

  DOI：
• 作为试剂：
  描述：

  环戊二烯 、 肉桂醛 在 盐酸 、 4-甲氧基肉桂醛 作用下， 以 甲醇 、 水 为溶剂， 反应 12.0h， 以78%的产率得到
  参考文献：
  名称：

  膦酰化咪唑啉酮的手性 GAP 催化剂及其在不对称 Diels-Alder 和 Friedel-Crafts 反应中的应用†

  摘要：

  描述了使用 GAP 化学/技术设计和合成可回收咪唑啉酮催化剂。它们在与 α,β-不饱和醛的不对称 Diels-Alder 和 Friedel-Crafts 反应中的应用比以前的工艺产生了优异的产率和更高的对映选择性。作为可回收的小分子催化剂，膦酰化咪唑啉酮可以回收并重复使用最多三次，而不会导致催化活性显着下降。

  DOI：

  10.1039/c6ob02801b

文献信息

• Catalytic Enantioselective Synthesis of Bicyclic Lactam <i>N</i> ,<i>S</i> -Acetals in One Pot by Cascade Transformations
  作者：Kaiheng Zhang、Luca Deiana、Erik Svensson Grape、A. Ken Inge、Armando Córdova

  DOI：10.1002/ejoc.201900923

  日期：2019.8.7

  A versatile strategy for the enantioselective synthesis of bicyclic lactam N,S-acetals by one-pot cascade transformations is disclosed. The transformation of readily available substrates is promote ...

  公开了一种通过一锅级联转化对映选择性合成双环内酰胺 N,S-缩醛的通用策略。易于获得的底物的转化促进了...
• Vinylogous hydrazone strategy for the organocatalytic alkylation of heteroaromatic derivatives
  作者：Beata Łukasik、Justyna Kowalska、Sebastian Frankowski、Łukasz Albrecht

  DOI：10.1039/d1cc01923f

  日期：——

  umpolung approach for the asymmetric Friedel–Crafts-type alkylation of electron-poor heteroaromatic systems has been developed. It is based on the vinylogous reactivity of hydrazones derived from heteroaromatic aldehydes. The donating effect of the hydrazone moiety can be efficiently transferred over the heteroaromatic system activating it towards an asymmetric Friedel–Crafts reaction with α,β-unsaturated

  已经开发了一种用于缺电子杂芳族系统的不对称 Friedel-Crafts 型烷基化的新 umpolung 方法。它基于衍生自杂芳族醛的腙的乙烯基反应性。腙部分的供体作用可以有效地转移到杂芳族系统上，将其激活为在氨基催化条件下实现的与 α,β-不饱和醛的不对称 Friedel-Crafts 反应。由于 MacMillan 咪唑啉酮催化剂的应用，获得了优异的对映选择性。腙部分的暴露也已实现，导致开发了一种独特的策略，用于缺电子杂芳族系统的不对称功能化。
• Copper-Catalyzed One-Pot Synthesis of 2-Alkylidene-1,2,3,4- tetrahydropyrimidines
  作者：Wei Lu、Wangze Song、Deng Hong、Ping Lu、Yanguang Wang

  DOI：10.1002/adsc.200900260

  日期：2009.8

  A one-pot synthesis of N-sulfonyl-2-alkylidene-1,2,3,4-tetrahydropyrimidines via a highly selective and copper-catalyzed multicomponent reaction of sulfonyl azides, terminal alkynes and α,β-unsaturated imines has been developed. The α,β-unsaturated imine substrates could be generated from amines and α,β-unsaturated aldehydes in a one-pot process. The procedure is concise, general and efficient.

  通过高选择性和铜催化的磺酰叠氮化物，末端炔烃和α，β-不饱和亚胺的多组分反应，一锅法合成了N-磺酰基-2-亚烷基-1,2,3,4-四氢嘧啶。一锅法可从胺和α，β-不饱和醛生成α，β-不饱和亚胺底物。程序简明，通用，高效。
• 不均一系パラジウム触媒存在下でアルデヒドを一酸化炭素源として用いるハロゲン化合物のカルボニル化反応によりカルボニル化合物を得る方法
  申请人：エヌ・イーケムキャット株式会社

  公开号：JP2018024631A

  公开（公告）日：2018-02-15

  【課題】触媒および一酸化炭素存在下、ハロゲン化合物をカルボニル化反応させてカルボニル化合物を得る方法において、触媒や一酸化炭素源にあった問題を解決する技術を提供する。【解決手段】触媒および一酸化炭素存在下、ハロゲン化合物をカルボニル化反応させてカルボニル化合物を得る方法であって、 触媒として不均一系パラジウム触媒を用い、アルデヒドから発生させた一酸化炭素を用いることを特徴とするカルボニル化合物を得る方法。【選択図】なし

  在存在催化剂和一氧化碳的情况下，提供一种解决催化剂和一氧化碳源存在的问题的技术，用于将卤代化合物进行羰基化反应以获得羰基化合物的方法。在存在催化剂和一氧化碳的情况下，通过将卤代化合物进行羰基化反应以获得羰基化合物的方法，其特征在于使用非均相钯催化剂，并使用从醛中产生的一氧化碳。【选择图】无
• Regioselective α-Deuteration of Michael Acceptors Mediated by Isopropylamine in D₂O/AcOD
  作者：Vinod G. Landge、Kendra K. Shrestha、Aaron J. Grant、Michael C. Young

  DOI：10.1021/acs.orglett.0c03839

  日期：2020.12.18

  hydrogen/deuterium exchange is an important method to access deuterated compounds for chemical and biological studies. Herein is reported the first method for the regioselective α-deuteration of enals and enones. The transformation features D2O and AcOD as deuterium sources and amines as organocatalysts. The deuteration strategy is scalable and works on enals with a variety of substituted arene or heterocycle

  特定地点的氢/氘交换是获取用于化学和生物研究的氘化化合物的重要方法。本文报道了第一种对 enals 和 enones 进行区域选择性 α-氘化的方法。转化的特点是 D 2 O 和 AcOD 作为氘源，胺作为有机催化剂。氘化策略是可扩展的，适用于具有各种取代芳烃或杂环基序以及烯酮的 enal。该方法已应用于氘代药物前体的合成。