庚酸甲酯 | 106-73-0

• 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 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 庚酸甲酯
• 中文别名: 甲基庚酸；甲基庚酸酯
• 英文名称: methyl heptanoate
• 英文别名: heptanoic acid methyl ester；hexane-1-carboxylic acid methyl ester
• CAS: 106-73-0
• 化学式: C₈H₁₆O₂
• 分子量: 144.214
• InChiKey: XNCNNDVCAUWAIT-UHFFFAOYSA-N

物化性质

• 熔点：
  -56°C
• 沸点：
  172-173 °C(lit.)
• 密度：
  0.87 g/mL at 25 °C(lit.)
• 闪点：
  127 °F
• 溶解度：
  氯仿：可溶；乙醇：可溶；乙醚：可溶
• 介电常数：
  4.3600000000000003
• LogP：
  2.83
• 物理描述：
  Liquid
• 折光率：
  1.4114-1.41334
• 保留指数：
  1005;1004;1007;1008.6;1008.1;1007;1008;1006;1011;1007;1005;1002;1005;1006;1006;1006;1014;1005;1009;1010;1005;1006;1006;1006;1006;1006;1008;1009.5;1009.5
• 稳定性/保质期：

  易燃物质遇明火或高温容易引发燃烧，并且与氧化剂接触时可能发生化学反应。

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

ADMET

毒理性

• 副作用

神经毒素 - 急性溶剂综合征

Neurotoxin - Acute solvent syndrome

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

安全信息

• 危险等级：
  3.2
• 危险品标志：
  Xi
• 安全说明：
  S16,S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  2
• 海关编码：
  2915900090
• 危险品运输编号：
  UN 3272 3/PG 3
• RTECS号：
  MJ2297500
• 包装等级：
  III
• 危险类别：
  3.2
• 危险标志：
  GHS02,GHS07
• 危险性描述：
  H226,H315,H319,H335
• 危险性防范说明：
  P261,P305 + P351 + P338
• 储存条件：
  室温和干燥环境下使用。

SDS

Name:	Methyl Enanthate 99% Material Safety Data Sheet
Synonym:	Heptanoic Acid, Methyl Ester; Methyl Heptanoate
CAS:	106-73-0

Section 1 - Chemical Product MSDS Name:Methyl Enanthate 99% Material Safety Data Sheet
Synonym:Heptanoic Acid, Methyl Ester; Methyl Heptanoate

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
106-73-0	Methyl Enanthate	99%	203-428-8

Hazard Symbols: None Listed.
Risk Phrases: 10

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Flammable.
Potential Health Effects
Eye:
May cause eye irritation. May cause chemical conjunctivitis and corneal damage.
Skin:
May cause skin irritation. May cause cyanosis of the extremities.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. Ingestion of large amounts may cause CNS depression. May cause cardiac arrhythmias, hypotension, and albuminuria.
Inhalation:
May cause respiratory tract irritation. Aspiration may lead to pulmonary edema. Vapors may cause dizziness or suffocation. May cause cardiac abnormalities. Inhalation at high concentrations may cause CNS depression and asphixiation. May cause burning sensation in the chest.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid. Do NOT use mouth-to-mouth resuscitation.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Vapors may form an explosive mixture with air.
Vapors can travel to a source of ignition and flash back. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Will burn if involved in a fire. Use water spray to keep fire-exposed containers cool. Containers may explode in the heat of a fire. Flammable liquid and vapor. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
For small fires, use dry chemical, carbon dioxide, water spray or alcohol-resistant foam. For large fires, use water spray, fog, or alcohol-resistant foam. Use water spray to cool fire-exposed containers. Water may be ineffective. Do NOT use straight streams of water.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Remove all sources of ignition. Use a spark-proof tool. Provide ventilation. A vapor suppressing foam may be used to reduce vapors.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation.
Ground and bond containers when transferring material. Use spark-proof tools and explosion proof equipment. Avoid contact with eyes, skin, and clothing. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep container tightly closed. Keep away from heat, sparks and flame. Avoid ingestion and inhalation. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames.
Storage:
Keep away from sources of ignition. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Flammables-area.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use process enclosure, local exhaust ventilation, or other engineering controls to control airborne levels.
Exposure Limits CAS# 106-73-0: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: clear, colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 172 -173.4 deg C @ 760.00mmHg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: 52 deg C ( 125.60 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: .8700g/cm3
Molecular Formula: C8H16O2
Molecular Weight: 144.21

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, ignition sources, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents, strong bases.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 106-73-0: MJ2297500 LD50/LC50:
CAS# 106-73-0: Oral, rat: LD50 = >5 gm/kg; Skin, rabbit: LD50 = >5 gm/kg.
Carcinogenicity:
Methyl Enanthate - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: FLAMMABLE LIQUID, N.O.S.*
Hazard Class: 3
UN Number: 1993
Packing Group: II
IMO
Shipping Name: FLAMMABLE LIQUID, N.O.S.
Hazard Class: 3.2
UN Number: 1993
Packing Group: II
RID/ADR
Shipping Name: FLAMMABLE LIQUID, N.O.S.
Hazard Class: 3
UN Number: 1993
Packing group: II

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
R 10 Flammable.
Safety Phrases:
S 9 Keep container in a well-ventilated place.
S 16 Keep away from sources of ignition - No
smoking.
S 33 Take precautionary measures against static
discharges.
WGK (Water Danger/Protection)
CAS# 106-73-0: No information available.
Canada
CAS# 106-73-0 is listed on Canada's DSL List.
CAS# 106-73-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 106-73-0 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

毒性为GRAS(FEMA)。LD₅₀ > 5 g/kg（大鼠经口）。使用限量如下：FEMA(mg/kg) - 焙烤制品：0.50～0.60；糖果：0.33；无醇饮料：0.80；冷饮：0.83。FDA(§172．515，2000)规定使用需适度。

用途：用于有机合成及香料合成。

反应信息

• 作为反应物：
  描述：

  庚酸甲酯 在 sodium hydroxide 、 乙酸酐 、 sodium hydride 作用下， 以 甲醇 为溶剂， 反应 7.5h， 生成 2-羟基辛酸
  参考文献：
  名称：

  Mohan, H Rama; Rao, A S, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1992, vol. 31, # 10, p. 698 - 700

  摘要：

  DOI：
• 作为产物：
  描述：

  6-氧代己酸甲酯 在 5H⁽¹⁺⁾*[PMo₁₀V₂O₄₀]^(5-)*H₂O 、 氧气 作用下， 以 水 、 溶剂黄146 为溶剂， 60.0~70.0 ℃ 、100.0 kPa 条件下， 反应 24.0h， 生成 庚酸甲酯
  参考文献：
  名称：

  Efficient and selective oxidation of aldehydes with dioxygen catalysed by vanadium-containing heteropolyanions

  摘要：

  摘要 英文 法文 杂多酸 "H3+n[PMo12-nVnO40]-aq"（表示为 HPA-n；n = 2、3、8）能在二氧存在下催化醛氧化成羧酸，且产率非常高。研究考察了各种参数（如前体、溶剂、温度或催化剂/底物比例）对催化活性的影响。该过程对线性醛和芳香醛具有特别的选择性。在温和条件下，以 HPA-2 为催化剂，己二醛与二氧发生氧化反应，生成己二酸和大量其他副产物。因此，人们对催化系统进行了多次改良，以提高其选择性。研究人员对助催化剂的效果进行了调查，发现在测试的各种助催化剂中，络合物 Ni(acac)2 的效率最高，可产生 60% 的己二酸。 H3+n[PMo12-nVnO40]-aq "型杂多酸（表示为 HPA-n；n = 2、3、8）在氧气存在的情况下催化醛氧化成羧酸，具有非常好的产率和高选择性。对各种参数，如前驱体、溶剂、温度和催化剂与底物的比例进行了研究。该催化过程对线性醛和芳香醛的选择性特别高。在催化剂中加入一定量的 HPA-2 和氧气后，己二醛就能在不苛刻的条件下被氧化成己二酸，也能氧化成其他副产品。为了限制后续氧化，对催化系统进行了一些修改。在后一种情况下，研究了辅助催化剂对催化活性的影响。在测试的助催化剂中，我们发现 Ni（acac）2 复合物的催化效率最高，己二酸的产率为 60%。

  DOI：

  10.1016/j.crci.2017.05.007
• 作为试剂：
  描述：

  2-溴-环己基胺 在 potassium sulfate 、 六羰基铬 、 庚酸甲酯 作用下， 反应 7.34h， 以95%的产率得到己二酸
  参考文献：
  名称：

  医药中间体己二酸的合成方法

  摘要：

  本发明公开了医药中间体己二酸的合成方法，包括如下步骤：在反应容器中加入2‑溴‑环己胺，硫酸钾溶液，控制搅拌速度,缓慢升温，升高温度，继续反应；分批次加入六羰基铬，升高温度，然后加入庚酸甲酯溶液，继续反应,加入硝酸钠溶液，降低温度，溶液分层，用环戊烷溶液洗涤，3‑己醇溶液洗涤，在3‑甲基吡啶溶液中重结晶，脱水剂脱水，得成品己二酸。

  公开号：

  CN108238927A

文献信息

• MCR DENDRIMERS
  申请人：Wessjohann Ludger A.

  公开号：US20130203960A1

  公开（公告）日：2013-08-08

  The invention relates to a method for producing peptoidic, peptidic and chimeric peptidic-peptoidic dendrimers by multiple iterative multi-component reactions (MCR), in particular Ugi or Passerini multi-component reactions, to compounds produced in this way and to the use thereof.

  这项发明涉及一种通过多次迭代多组分反应（MCR），特别是Ugi或Passerini多组分反应，来制备肽样、肽和嵌合肽-肽样树状聚合物的方法，以及通过这种方式生产的化合物的用途。
• Combined Effects on Selectivity in Fe-Catalyzed Methylene Oxidation
  作者：Mark S. Chen、M. Christina White

  DOI：10.1126/science.1183602

  日期：2010.1.29

  in organic molecules. Methylene C–H bonds are among the most difficult chemical bonds to selectively functionalize because of their abundance in organic structures and inertness to most chemical reagents. Their selective oxidations in biosynthetic pathways underscore the power of such reactions for streamlining the synthesis of molecules with complex oxygenation patterns. We report that an iron catalyst

  二级选择性有机分子主要由亚甲基（二级）CH2 基团的环和链组成，间歇性地装饰有氧或氮中心以及连接处更重取代的碳。如果沿着框架的任何特定亚甲基中的 C-H 键可以作为选择性修饰的目标，那么合成转化将是最有效的。然而，在大多数情况下，这些碳中心被证明非常难以区分用于反应目的。Chen 和 White (p. 566) 现在表明，铁催化剂可以引导过氧化物优先氧化一系列复杂分子中的特定二级 C-H 键，并具有合理的效率。观察到的选择性遵循与目标位点的电子和空间环境相关的可预测趋势。铁催化剂显示出对有机分子中二级 C-H 键氧化的选择性。亚甲基 C-H 键是最难选择性官能化的化学键之一，因为它们具有丰富的有机结构和对大多数化学试剂的惰性。它们在生物合成途径中的选择性氧化强调了这种反应在简化具有复杂氧化模式的分子合成方面的能力。我们报告说，铁催化剂可以在不同的天然产物环境中实现亚甲基 C-H 键氧化，
• Conversion of Levulinate into Succinate through Catalytic Oxidative CarbonCarbon Bond Cleavage with Dioxygen
  作者：Junxia Liu、Zhongtian Du、Tianliang Lu、Jie Xu

  DOI：10.1002/cssc.201300325

  日期：2013.12

  Grand Cleft Oxo: Levulinate, available from biomass, is oxidized into succinate through manganese(III)‐catalyzed selective cleavage of CC bonds with molecular oxygen. In addition to levulinate, a wide range of aliphatic methyl ketones also undergo oxidative CC bond cleavage at the carbonyl group. This procedure offers a route to valuable dicarboxylic acids from biomass resources by nonfermentive

  大裂氧代：乙酰丙酸盐，可得自生物质，是通过锰（III）氧化成琥珀酸的催化的Ç选择性裂解 C键与分子氧。除乙酰丙酸酯外，许多脂族甲基酮还在羰基上发生氧化的CC键裂解。该程序提供了通过非发酵方法从生物质资源中获得有价值的二羧酸的途径。
• A Manganese Pre-Catalyst: Mild Reduction of Amides, Ketones, Aldehydes, and Esters
  作者：Colin M. Kelly、Robert McDonald、Orson L. Sydora、Mark Stradiotto、Laura Turculet

  DOI：10.1002/anie.201709441

  日期：2017.12.11

  Hey Man(ganese): A newly prepared (N-phosphinoamidinate)manganese pre-catalyst (see Scheme) has been shown to be effective for the hydrosilative reduction of a diverse scope of carbonyl compounds, and in most cases can be used at room temperature. The reaction proceeds under reaction conditions which are competitive with the most effective transition-metal catalysts known for such transformations,

  Hey Man（ganese）：新制备的N-膦酰胺基锰预催化剂（参见方案）可有效地对各种范围的羰基化合物进行氢化硅烷化还原，在大多数情况下可在室温下使用。该反应在与已知用于这种转化的最有效的过渡金属催化剂竞争的反应条件下进行，从而建立了一类新的合成上有用的Mn催化的转化。
• Oxidative Methyl Esterification of Primary Alcohols with Iodine-Mediated Poly[4-(Diacetoxyiodo)Styrene]
  作者：Xiao-Ling Liu、Shu-Ying Lin、Shou-Ri Sheng、Mei-Hong Wei、Bin Gong

  DOI：10.1002/jccs.200700160

  日期：2007.10

  An operationally simple oxidative methyl esterification of primary alcohols in good yields using an iodine-mediated poly[4-(diacetoxyiodo)styrene] in methanol at room temperature is described. The polymeric reagent can be regenerated and reused as an environmentally benign reagent.

  描述了在室温下使用碘介导的聚 [4-(二乙酰氧基碘) 苯乙烯] 在甲醇中以良好的收率对伯醇进行操作简单的氧化甲基酯化反应。聚合物试剂可以作为环境友好试剂再生和再利用。

表征谱图