当归酸异丁酯 | 7779-81-9

• 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 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 当归酸异丁酯
• 中文别名: (Z)-2-甲基-2-丁酸-2-甲丙酯
• 英文名称: isobutyl angelate
• 英文别名: 2-methylpropyl angelate；2-methylpropyl (Z)-2-methylbut-2-enoate
• CAS: 7779-81-9
• 化学式: C₉H₁₆O₂
• 分子量: 156.225
• InChiKey: XDEGQMQKHFPBEW-YVMONPNESA-N

物化性质

• 沸点：
  176-177 °C(lit.)
• 密度：
  0.877 g/mL at 25 °C(lit.)
• 闪点：
  140 °F
• 溶解度：
  在甲醇中几乎透明
• LogP：
  3.28
• 物理描述：
  Colourless liquid; winey, fruity aroma
• 折光率：
  1.438-1.446
• 保留指数：
  1035;1060;1030;1033;1030

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  3
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 危险品运输编号：
  UN 3272 3/PG 3
• 海关编码：
  2916190090

SDS

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Section I.Chemical Product and Company Identification
Chemical Name Angelic Acid Isobutyl Ester
Portland OR
Synonym Iso-butyl Angelate
Chemical Formula CH3CH:C(CH3)COOCH2CH(CH3)2
CAS Number 7779-81-9

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Section II. Composition and Information on Ingredients
Chemical Name CAS Number Percent (%) TLV/PEL Toxicology Data
Angelic Acid Isobutyl Ester 7779-81-9 Min. 98.0 Not available. Not available.
(GC)

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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.
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.

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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 After contact with skin, wash immediately with plenty of water. 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.
Evacuate the victim to a safe area as soon as possible. Loosen tight clothing such as a collar, tie, belt or waistband. If
Inhalation
breathing is difficult, administer oxygen. If the victim is not breathing, perform artificial respiration. WARNING: It may be
dangerous to the person providing aid to give mouth-to-mouth resuscitation when the inhaled material is toxic, infectious
or corrosive. 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.

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Section V. Fire and Explosion Data
Not available.
Auto-Ignition
Flammability Combustible.
Flammable Limits
Flash Points Not available.
59°C (138.2°F).
Combustion Products These products are toxic carbon oxides (CO, CO 2).
Fire Hazards
Slightly flammable to flammable in presence of open flames and sparks, of shocks, of heat.
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
Angelic Acid Isobutyl Ester
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.

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Section VI. Accidental Release Measures
Spill Cleanup Combustible material. Irritating material.
Instructions Keep away from heat and sources of ignition. Mechanical exhaust required. Stop leak if without risk. Absorb with DRY
earth, sand or other non-combustible material. DO NOT get water inside container. DO NOT touch spilled material. Use
water spray curtain to divert vapor drift. 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.

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Section VII. Handling and Storage
Handling and Storage COMBUSTIBLE. 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
Information
breathe gas, fumes, vapor or spray. In case 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, alkalis (bases).

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Section VIII. Exposure Controls/Personal Protection
Engineering Controls Provide exhaust ventilation or other engineering controls to keep the airborne concentrations of vapors below their
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.

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Section IX. Physical and Chemical Properties
Physical state @ 20°C Colorless liquid. Solubility
Not available.
0.877
Specific Gravity
Molecular Weight 156.22 Partition Coefficient
Not available.
Boiling Point 176 to 177°C Vapor Pressure Not available.
Not available. Not available.
Melting Point Vapor Density
Not available. Volatility Not available.
Refractive Index
Not available.
Critical Temperature Not available. Odor
Viscosity Not available. Taste Not available.

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Section X. Stability and Reactivity Data
Stability

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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, alkalis (bases).

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Section XI. Toxicological Information
RTECS Number Not available.
Routes of Exposure Eye contact. Inhalation. Ingestion. Skin contact.
Not available.
Toxicity Data
Chronic Toxic Effects CARCINOGENIC EFFECTS : Not available.
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 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.
Continued on Next Page
Angelic Acid Isobutyl Ester

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

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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.

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

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Section XV. Other Regulatory Information and Pictograms
TSCA Chemical Inventory This compound is ON the EPA Toxic Substances Control Act (TSCA) inventory list.
(EPA)
WHMIS Classification
WHMIS CLASS B-3: Combustible liquid with a flash point between 37.8°C (100°F) and 93.3°C (200°F).
WHMIS CLASS D-2A: Material causing other toxic effects (VERY TOXIC).
(Canada)
EINECS Number (EEC) 231-941-7
EEC Risk Statements
R36/37/38- Irritating to eyes, respiratory system and skin.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

食品添加剂最大允许使用量及最大允许残留量标准

添加剂中文名称	允许使用该种添加剂的食品中文名称	添加剂功能	最大允许使用量（g/kg）	最大允许残留量（g/kg）
当归酸异丁酯	食品	食用香料	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

反应信息

• 作为反应物：
  描述：

  当归酸异丁酯 在 lithium hydroxide monohydrate 作用下， 以 甲醇 、 水 为溶剂， 反应 4.0h， 以88%的产率得到依替前列通
  参考文献：
  名称：

  甲基丙烯酸、Tiglic 和当归酸的酯和酰胺的不对称二羟基化：Sharpless 助记符也不例外！

  摘要：

  关于当归酸异丁酯的 Sharpless 不对称二羟基化 (SAD) 面部选择性的文献发现是矛盾的，部分与 Sharpless 助记符相冲突。我们系统地筛选了当归、tiglic 和甲基丙烯酸的酯和酰胺的 SAD。在 15 个反应中的 14 个反应中出现了对映体控制，在 tiglic acid 的 Weinreb 酰胺的 ee 达到 99% 时达到顶峰。所有非外消旋产物的绝对构型都是通过（立体）化学相关性建立的。无一例外，它们都符合 Sharpless 助记符。

  DOI：

  10.1002/ejoc.201403622
• 作为产物：
  描述：

  (Z)-2-methyl-2-buteneamide 生成 当归酸异丁酯
  参考文献：
  名称：

  STAIGER, GERHARD

  摘要：

  DOI：

文献信息

• Dienolates of Cycloalkenones and α,β‐Unsaturated Esters Form Diels–Alder Adducts by a Michael/Michael‐Tandem Reaction Rather Than in One Step
  作者：Ann‐Christine Loesche、Reinhard Brückner

  DOI：10.1002/ejoc.201801193

  日期：2019.1.23

  lithium enolates by anionic Diels–Alder reactions. However, in principle, the respective products might form not only in a single step but also in two consecutive – or “tandem” – Michael additions, the first of which occurs intermolecularly, the second intramolecularly. Three cyclic lithium dienolates and four esters with a stereogenic Cα=Cβ bond reacted to give Diels–Alder adducts (10 times) or failed to

  已知α，β-不饱和酯和1,3-二烯-2-醇锂通过阴离子Diels-Alder反应提供双环烯醇锂。但是，原则上，各自的产物不仅可以一步一步形成，而且可以连续两次（或“串联”）迈克尔加成形成，其中第一种在分子间发生，第二种在分子内发生。三个环状锂dienolates和四个酯与立体异构源ç α = C β键反应生成狄尔斯-阿尔德加合物（10次）或未反应（2次）。七个反应性组合提供了加合物，其中前一酯部分的构型部分被反转。这排除了一致的途径作为其起源。这是令人惊讶的，因为1,3-二烯的C-2的供体以烷基<芳基<烷氧基≈三烷基甲硅烷氧基<酰氨基的顺序加速了正常的电子需求Diels-Alder反应。李⊕ Ø ⊖是一个更好的捐赠者仍然，为什么机构是不可一致，而不是一致（和更异步）不是很明显。
• 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。
• Tandem β-Boration/Arylation of α,β-Unsaturated Carbonyl Compounds by Using a Single Palladium Complex To Catalyse Both Steps
  作者：Amadeu Bonet、Henrik Gulyás、Igor O. Koshevoy、Francisco Estevan、Mercedes Sanaú、M. Angeles Úbeda、Elena Fernández

  DOI：10.1002/chem.200903095

  日期：——

  Diphenyl(3‐methyl‐2‐indolyl)phosphine (C9H8NPPh2, 1) gives stable dimeric palladium(II) complexes that contain the phosphine in P,N‐bridging coordination mode. On treating 1 with [Pd(O2CCH3)2], the new complexes [Pd(μ‐C9H7NPPh2)(NCCH3)]2 (2) or [Pd(μ‐C9H7NPPh2)(μ‐O2CCH3)]2 (3) were isolated, depending on the solvent used, acetonitrile or toluene, respectively. Further reaction of 3 with the ammonium

  二苯基（3-甲基-2-吲哚基）膦（C 9 ħ 8 NPPh 2，1包含在P中的膦）给出稳定二聚体钯（II）络合物，N-桥接配位模式。上处理1与[钯（O 2 CCH 3）2 ]，新的配合物[钯（μ-C 9 H ^ 7 NPPh 2）（NCCH 3）] 2（2）或[钯（μ-C 9 H ^ 7 NPPh 2）（μ-O 2 CCH 3）] 2（3分别根据所用溶剂，乙腈或甲苯进行分离。进一步反应3与铵盐1导致一个羧酸酯配体的替代，得到[钯（μ-C 9 H ^ 7 NPPh 2）3（μ-O 2 CCH 3）]（4），其中，所述双金属单元通过三个C键合的9 ħ 7 NPPh 2 -基团和一个羧酸基团。使用这种方法，[钯2（μ-C 6 H ^ 4 PPH 2）2（μ-C 9ħ 7 NPPh 2）（μ-O 2 CCX 3）]（X = H（7）; X = F（8））得自合成的邻-metalated化合物[钯（C
• New neryl esters from <i>Helichrysum italicum</i> (Roth) G. Don (Asteraceae) essential oil
  作者：Marija S. Genčić、Jelena M. Aksić、Milena Z. Živković Stošić、Miljana R. Đorđević、Marko Z. Mladenović、Niko S. Radulović

  DOI：10.1080/14786419.2020.1839462

  日期：2022.4.18

  Abstract Helichrysum italicum (immortelle) is a dwarf aromatic shrub native to the Mediterranean region. The typical subspecies (italicum) produces an essential oil rich in neryl acetate and characteristic β-diketones, italidiones, highly valued in the perfume industry. As esters are an important group of aroma-active volatiles, herein the composition of the ester fraction of this immortelle chemotype

  摘要 Helichrysum italicum (immortelle) 是一种矮小的芳香灌木，原产于地中海地区。典型亚种（意大利) 生产出一种富含乙酸橙花酯和特征性 β-二酮（意大利二酮）的精油，在香水行业备受推崇。由于酯类是一类重要的芳香活性挥发物，本文详细研究了这种蜡菊化学型精油的酯馏分的组成。科西嘉蜡菊精油的色谱分离使人们能够发现许多可能引起嗅觉兴趣的橙花醇和/或当归酸酯，而这些酯通过对未分馏油的直接 GC-MS 分析是无法检测到的。橙花醇和中链支链脂肪酸的四种酯代表了新的天然产物，而其他几种酯在植物界的出现相当有限。
• COMPOUNDS USEFUL AS MODULATORS OF TRPM8
  申请人：Senomyx, Inc.

  公开号：US20170096418A1

  公开（公告）日：2017-04-06

  The present disclosure relates to compounds which are useful as cooling sensation compounds.

  本公开涉及作为冷感化合物有用的化合物。

表征谱图