苯乙酸对甲酚酯 | 101-94-0

• 物质功能分类: 香精与香料 - 合成香料 - 羧酸及酯类香料
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 中文名称: 苯乙酸对甲酚酯
• 中文别名: 苯乙酸对甲苯酯；4-甲苯基苯乙酸酯；4-甲苯基苯酚乙酸酯
• 英文名称: p-tolyl phenylacetate
• 英文别名: p-cresyl phenylacetate；p-tolyl 2-phenylacetate；(4-methylphenyl) 2-phenylacetate
• CAS: 101-94-0
• 化学式: C₁₅H₁₄O₂
• 分子量: 226.275
• InChiKey: OJEQSSJFSNLMLB-UHFFFAOYSA-N

物化性质

• 熔点：
  74-76 °C(lit.)
• 沸点：
  148 °C / 1.5mmHg
• 密度：
  1.108±0.06 g/cm3(Predicted)
• LogP：
  3.79
• 物理描述：
  Solid
• 溶解度：
  insoluble in water
• 保留指数：
  1790.2;1793.4;1805;1827
• 稳定性/保质期：
  白色结晶，溶于4～5体积95%乙醇，不溶于水、丙二醇和甘油。它具有咸浊的汗骚样的动物香气，香气强烈而浓郁。极度稀释时，它展现出类似水仙的香韵，并带有麝香般的动物气息，同时也似铃兰、风信子和黄水仙的香气。

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• WGK Germany：
  2
• RTECS号：
  CY1679750
• 海关编码：
  2916399090
• 储存条件：
  避光贮存于阴凉处。

SDS

p-Tolyl Phenylacetate Revision number: 1
SAFETY DATA SHEET

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Section 1. BASE INFORMATION
Product name: p-Tolyl Phenylacetate

Revision number: 1

---

Section 2. HAZARDS IDENTIFICATION
Classification of the GHS
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS Not classified
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements
None
Pictograms or hazard symbols
Signal word No signal word
None
Hazard statement
Precautionary statements None

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Component(s): p-Tolyl Phenylacetate
Percent: >99.0%(GC)
CAS Number: 101-94-0
Synonyms: p-Cresyl Phenylacetate , Phenylacetic Acid p-Tolyl Ester , Phenylacetic Acid p-Cresyl
Ester
Chemical Formula: C15H14O2

---

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.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.

---

Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Specific methods: 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.
p-Tolyl Phenylacetate

---

Section 5. FIRE-FIGHTING MEASURES
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

---

Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use personal protective equipment. Keep people away from and upwind of spill/leak.
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

---

Section 7. HANDLING AND STORAGE
Handling
Handling is performed in a well ventilated place. Wear suitable protective equipment.
Technical measures:
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Storage
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Law is followed.

---

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: Dust respirator. Follow local and national regulations.
Protective gloves.
Hand protection:
Eye protection: Safety glasses. A face-shield, if the situation requires.
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): Solid
Form: crystal - powder
White - Almost white
Color:
Odor: No data available
pH: No data available
Melting point/freezing point:75 °C
Boiling Point/Range: 148 °C/0.2kPa
Flash Point: No data available
Explosive limits
Lower: No data available
No data available
Upper:
Density: No data available
No data available
Solubility:

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Section 10. STABILITY AND REACTIVITY
Stability: Stable under proper conditions.
Reactivity: No special reactivity has been reported.
Incompartible materials: oxidizing agents
Hazardous Decomposition Carbon monoxide, Carbon dioxide
Products:
p-Tolyl Phenylacetate

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: orl-rat LD50:>5 g/kg
skn-rbt LD50:>5 g/kg
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
No data available
IARC =
NTP = No data available
No data available
Reproductive toxicity:
RTECS Number: CY1679750

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
No data available
Algae:
Persistence / degradability: No data available
No data available
Bioaccumulative
potential(BCF):
Mobillity 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 dissolve or mix material
with 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 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): Safe use and production, the storage of a dangerous chemical, transport, loading and unloading were
prescribed.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

使用限量

FEMA(mg/kg)：软饮料1.6；冷饮0.87；糖果4.8；焙烤食品5.4。此为适度使用限制（FDA §172.515，2000）。

食品添加剂最大允许使用量及残留标准

• 苯乙酸对甲酚酯
  • 添加剂中文名称：苯乙酸对甲酚酯
  • 允许使用该种添加剂的食品中文名称：食品
  • 添加剂功能：食品用香料，用于配制香精的各香料成分不得超过在GB 2760中的最大允许使用量和最大允许残留量

化学性质

白色晶体，具有风信子和水仙花般的香气，并带有蜂蜜味。沸点为310℃，熔点为74～75℃，凝固点大于73.5℃。不溶于水和甘油，略溶于丙二醇，可溶于乙醇。

用途

根据GB 2760—96的规定，苯乙酸对甲酚酯被列为允许使用的食用香料，主要用于配制果仁、蜂蜜、焦糖和奶油香精。此外，它也可用作调香剂，并可用于水仙、大花茉莉、依兰、铃兰、风信子、晚香玉、栀子等花香型的香精中。在香精中的用量一般不超过1%，偶尔也可以微量用于蜜香、奶油、坚果和焦糖等香型的食用香精。

生产方法

苯乙酸对甲酚酯由对甲酚与苯乙酸酯化而成。

反应信息

• 作为反应物：
  描述：

  苯乙酸对甲酚酯 在 aluminum (III) chloride 、 5%-palladium/activated carbon 、 potassium carbonate 作用下， 以 N,N-二甲基乙酰胺 、 氯苯 为溶剂， 反应 12.0h， 生成 6-methyl-3-phenyl-2-(pyridin-2-yl)-4H-chromen-4-one
  参考文献：
  名称：

  通过远程消除氢化物实现C–H功能化：钯催化邻酰基苯酚脱氢为类黄酮

  摘要：

  尽管人们早就知道贫电子的C–H键与碱形成碳阴离子的去质子化并广泛用于有机合成中，但从富电子的C–H键与碳阳离子或部分碳阳离子的氢化物消除是引入亲核试剂的一个重要方法。勘探面积相对较少。在这里，我们报道邻酰基苯酚的羰基β-C（sp 3）–H键氢可被分子内酚羟基取代形成O杂环，然后将O杂环脱氢成类黄酮。在不添加氧化剂和不牺牲氢受体的情况下，Pd / C催化级联反应。

  DOI：

  10.1021/acs.orglett.6b03652
• 作为产物：
  描述：

  苯乙酰氯 在 4-二甲氨基吡啶 、 sodium sulfide 、 四丁基溴化铵 、 三乙胺 作用下， 以 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 3.0h， 生成 苯乙酸对甲酚酯
  参考文献：
  名称：

  二酰基二硫化物：4-（N，N-二甲基氨基）吡啶催化的苯酚化学选择性酰化试剂

  摘要：

  为了通过DMAP（4-（N，N-二甲基氨基）吡啶）催化实现有效的酯形成，发现了通用且优异的酰化试剂二酰基二硫化物。该方案为酚和伯脂族羟基的位点选择性酰化提供了一个有希望的合成平台，这大大扩展了保护基化学的领域。该试剂的重要性还体现在其出色的耐湿性，高效率以及在合成化学和生物学上有意义的天然产物修饰方面的潜力。

  DOI：

  10.1021/acs.orglett.6b02818
• 作为试剂：
  描述：

  N-(4-氟苄基)邻苯二甲酰亚胺 在 苯乙酸对甲酚酯 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以91%的产率得到对氟苄胺
  参考文献：
  名称：

  一种阿司咪唑药物中间体对氟苄胺的合成方法

  摘要：

  本发明公开了一种阿司咪唑药物中间体对氟苄胺的合成方法，通过在二氯甲烷和苯乙酸对甲酚酯混合溶液中，加入N‑(4‑氟苯甲基)邻苯二甲酰亚胺进行升温回流反应,加入亚硫酸氢钾溶液，降温，加入硝酸钠溶液，抽滤、滤液中加入2,6‑二氯‑4‑硝基苯酚溶液，用异丙醇溶液提取5‑8次，合并提取液，溴化钾溶液洗涤，脱水剂脱水，过滤，减压蒸馏，在乙腈溶液中重结晶，得晶体对氟苄胺。本发明提供的阿司咪唑药物中间体对氟苄胺的合成方法，无需通入气体，反应步骤简单许多，反应收率明显提高，同时本发明提供了一种新的合成路线，为进一步提升反应收率打下了良好的基础。

  公开号：

  CN106008229A

文献信息

• [EN] ENCAPSULATES<br/>[FR] PRODUITS ENCAPSULÉS
  申请人：PROCTER & GAMBLE

  公开号：WO2013022949A1

  公开（公告）日：2013-02-14

  The present application relates to encapsulates, compositions, products comprising such encapsulates, and processes for making and using such encapsulates. Such encapsulates comprise a core comprising a perfume and a shell that encapsulates said core, such encapsulates may optionally comprise a parametric balancing agent, such shell comprising one or more azobenzene moieties.

  本申请涉及封装体、组合物、包含这种封装体的产品，以及制备和使用这种封装体的方法。这种封装体包括一个包含香水的核心和封装该核心的壳，这种封装体可以选择性地包含一个参数平衡剂，该壳包括一个或多个偶氮苯基团。
• Palladium-catalyzed carbonylation of benzylic ammonium salts to amides and esters <i>via</i> C–N bond activation
  作者：Weijie Yu、Shuwu Yang、Fei Xiong、Tianxiang Fan、Yan Feng、Yuanyuan Huang、Junkai Fu、Tao Wang

  DOI：10.1039/c8ob00488a

  日期：——

  An efficient palladium-catalyzed carbonylation reaction of readily available quaternary ammonium salts with CO is reported for the first time to afford arylacetamides and arylacetic acid esters via benzylic C–N bond cleavage. This protocol features mild reaction conditions under atmospheric pressure of CO, a redox-neutral process without an additional oxidant, and a broad substrate scope for various

  首次报道了一种有效的钯催化的季铵盐与CO的有效的羰基催化羰基化反应，可通过苄基的C–N键裂解产生芳基乙酰胺和芳基酸酯。该方案的特点是在CO的大气压下具有温和的反应条件，无需其他氧化剂即可进行的氧化还原中性工艺，以及适用于各种胺，醇和酚的广泛底物范围。
• Synthesis of 7-hydroxy-6<i>H</i>-naphtho[2,3-<i>c</i>]coumarin <i>via</i> a TsOH-mediated tandem reaction
  作者：Ding Wang、Zhishuang Ma、Nana Wang、Chenyu Li、Tao Wang、Yong Liang、Zunting Zhang

  DOI：10.1039/d0cc04452k

  日期：——

  A concise and efficient method for the synthesis of 7-hydroxy-6H-naphtho[2,3-c]coumarin using available 1-(2-hydroxyphenyl)-2-phenylethanone and Meldrum's acid has been developed. This transformation involved a tandem aldol reaction/lactonization/Friedel–Crafts reaction to form a lactone ring and a benzene ring. It showed high atom economy with water and acetone as the byproducts. Mechanism studies

  已经开发出使用可用的1-（2-羟基苯基）-2-苯基乙酮和Meldrum酸合成7-羟基-6 H-萘[2,3- c ]香豆素的简洁有效的方法。这种转化涉及串联的羟醛反应/内酯化/弗里德-克来福特反应，形成内酯环和苯环。以水和丙酮为副产物显示出高原子经济性。机理研究证明了Meldrum酸的两个作用：（i）作为串联反应的试剂，以及（ii）作为Friedel-Crafts反应的催化剂。此外，7-羟基-6 H-萘[2,3- c]香豆素进一步通过芳基乙炔基，芳基，和氰基基团，得到d-π-A的化合物具有优良的荧光发射（有效地官能化Φ ˚F = 0.14-0.78）。
• BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
  申请人：SENOMYX, INC.

  公开号：US20160376263A1

  公开（公告）日：2016-12-29

  The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.

  本发明涵盖已知用于改变苦味感知的化合物和组合物，以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种：冷却剂；无活性药物成分；活性药用成分；食品添加剂或食品；调味剂或调味增强剂；食品或饮料产品；苦味化合物；甜味剂；苦味剂；酸味调味剂；咸味调味剂；鲜味调味剂；植物或动物产品；已知用于宠物护理产品中的化合物；已知用于个人护理产品中的化合物；已知用于家用产品中的化合物；制药制剂；局部制剂；大麻衍生或与大麻相关的产品；已知用于口腔护理产品中的化合物；饮料；香味、香水或除臭剂；已知用于消费品中的化合物；硅化合物；磨料；表面活性剂；发热剂；吸烟物品；脂肪、油脂或乳化剂；和/或益生菌或补充剂。
• ORGANIC CARBONATES WITH VANILLA ODOR
  申请人：Gaudin Jean-Marc

  公开号：US20130011352A1

  公开（公告）日：2013-01-10

  The invention relates to a method to confer, enhance, improve or modify the odor properties of a perfuming composition or of a perfumed article, by adding to the composition or article an effective amount of at least a compound of formula (I) wherein R 1 represents a C 1-3 hydrocarbon group; R 2 represents a C 1-3 hydrocarbon group; and one R 3 represents a C 1-3 hydrocarbon group, and the other R 3 represents a hydrogen atom. The invention also relates to perfuming compositions and perfuming consumer products containing these compounds.

  该发明涉及一种方法，通过向香精组合物或带香物品中添加至少一种化合物的有效量，来赋予、增强、改善或修改香气特性。其中，所述化合物的化学式为（I），其中R1代表一个C1-3烃基；R2代表一个C1-3烃基；一个R3代表一个C1-3烃基，另一个R3代表一个氢原子。该发明还涉及含有这些化合物的香精组合物和香精消费品。

表征谱图