S)-(-)-2-甲氧基丙酸乙酯 | 41918-08-5

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: S)-(-)-2-甲氧基丙酸乙酯
• 英文名称: ethyl (S)-2-methoxypropanoate
• 英文别名: ethyl (S)-2-methoxypropionate；ethyl (2S)-2-methoxypropanoate
• CAS: 41918-08-5
• 化学式: C₆H₁₂O₃
• 分子量: 132.159
• InChiKey: WHRLOJCOIKOQGL-YFKPBYRVSA-N

物化性质

• 沸点：
  160.0±13.0 °C(Predicted)
• 密度：
  0.959±0.06 g/cm3(Predicted)
• 溶解度：
  溶于二氯甲烷、乙醚、乙酸乙酯
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2918990090
• 安全说明：
  S24/25
• 储存条件：
  存储于阴凉干燥处。

SDS

Name:	Ethyl (S)-(-)-2-Methoxypropionate Material Safety Data Sheet
Synonym:	None Known
CAS:	41918-08-5

Section 1 - Chemical Product MSDS Name:Ethyl (S)-(-)-2-Methoxypropionate Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
41918-08-5	Ethyl (S)-(-)-2-Methoxypropionate	ca. 100	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: 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. Wash mouth out with 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.
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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. 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:
Use extinguishing media most appropriate for the surrounding fire.

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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. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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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 adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 41918-08-5: 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:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: > 110 deg C (> 230.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C6H12O3
Molecular Weight: 132.16

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not currently available.
Conditions to Avoid:
No specific conditions to avoid noted.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 41918-08-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Ethyl (S)-(-)-2-Methoxypropionate - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Products which are considered hazardous for supply are classified as Special Waste and the disposal of such chemicals is covered by regulations which may vary according to location. Contact a specialist disposal company or the local waste regulator for advice. Empty containers must be decontaminated before returning for recycling.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 41918-08-5: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 41918-08-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 41918-08-5 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  S)-(-)-2-甲氧基丙酸乙酯 以 乙醇 为溶剂， 反应 3.0h， 以92%的产率得到2-甲氧基丙酸
  参考文献：
  名称：

  含有两种不同β-离去基团的烷基自由基的产物研究和激光闪光光解与烯烃阳离子自由基的形成一致

  摘要：

  1-溴-2-甲氧基-1-苯基丙-2-基 (3) 和 2-甲氧基-1-苯基-1-二苯基磷酸丙-2-基 (4) 是在混合物中各自 PTOC 前体的连续光解下生成的乙腈和甲醇。自由基在β-位进行取代基的杂裂断裂以产生烯烃阳离子自由基(5)。Z-2-甲氧基-1-苯基丙烯 (15) 是在 1,4- 环己二烯存在下形成的主要产物，据信是由氢原子转移到烯烃阳离子自由基的氧上，然后去质子化的结果。激光闪光光解实验表明 5 和 1,4-环己二烯之间的反应以大约 6 x 10(5) M(-1) s(-1) 的速率常数发生。观察到 2,2-二甲氧基-1-苯基丙烷 (18) 作为次要产物。激光闪光光解实验在 k <1 x 10(3) M(-1) s(-1) 处将甲醇捕获的上限设置为 5，并且不提供除 5 以外的反应性中间体的形成的任何证据。使用两种含有不同离去基团的 PTOC 前体生成一个共同的烯烃阳离子自由基使

  DOI：

  10.1021/ja0042938
• 作为产物：
  描述：

  L(-)-乳酸乙酯 、 碘甲烷 在 sodium hydride 作用下， 生成 S)-(-)-2-甲氧基丙酸乙酯
  参考文献：
  名称：

  α-氨基-β-羟基酸和[ 15 N] -L-苏氨酸的对映选择性合成

  摘要：

  描述了通过（S）-3-甲氧基甲氧基-2-氧代丁酸甲酯15由（S）-乳酸乙酯的对映选择性合成。C-2的立体异构中心是通过酯的一锅双酶催化水解（通过脂肪酶）和15酮的还原胺化（用亮氨酸脱氢酶）建立的，在脱保护后得到单一的酸非对映体，产率93％。[ 15N ] -L-苏氨酸是通过类似的策略，在还原胺化步骤中，使用苯丙氨酸脱氢酶由（R）-乳酸甲酯制备的。该方法可以简单地适于掺入氘和碳-13。

  DOI：

  10.1016/s0040-4039(97)00164-0

文献信息

• Substituted 3-amino-sydnonimines, their use and pharmaceutical products
  申请人：Cassella Aktiengesellschaft

  公开号：US04845091A1

  公开（公告）日：1989-07-04

  Optically active substituted 3-aminosydnonimines of the general formula I ##STR1## and their pharmacologically acceptable acid addition salts, wherein R.sup.1 denotes, for example, the radical R.sup.3 (R.sup.4)N-, R.sup.2 denotes the radical 1-methoxyethyl (--CH(CH.sub.3)OCH.sub.3), acetoxy-phenyl-methyl (--CH(C.sub.6 H.sub.5)O--COCH.sub.3), 1-(ethoxycarbonyl)-ethoxy (--O--CH.sub.3)CO.sub.2 C.sub.2 H.sub.5), R.sup.3 denotes alkyl(C.sub.1 -C.sub.4) and R.sup.4 denotes for example alkyl(C.sub.1 -C.sub.4), possess valuable pharmaceutical properties.

  光学活性取代的一般式I的3-氨基硝基亚胺及其药学上可接受的酸盐，其中R.sup.1代表，例如，基团R.sup.3(R.sup.4)N-，R.sup.2代表基团1-甲氧基乙基(--CH(CH.sub.3)OCH.sub.3)，乙酰氧基苯甲基(--CH(C.sub.6 H.sub.5)O--COCH.sub.3)，1-(乙氧羰基)-乙氧基(--O--CH.sub.3)CO.sub.2 C.sub.2 H.sub.5)，R.sup.3代表烷基(C.sub.1 -C.sub.4)，R.sup.4代表，例如，烷基(C.sub.1 -C.sub.4)，具有有价值的药理特性。
• Phosphane ligands with two binding sites of differing hardness for enantioselective Grignard cross coupling
  作者：Andreas Terfort、Henri Brunner

  DOI：10.1039/p19960001467

  日期：——

  A series of new, chiral phosphanes is presented, individual members of which were designed to serve as ligands in transition-metal mediated asymmetric Grignard cross coupling reactions. These ligands are characterized by a side chain containing one or two oxygen atoms with the capacity to act as binding sites for the incoming Grignard reagent. A number of structural parameters for the compounds was varied to learn about the reaction mechanism. Most of the ligands were tested in two cross coupling reactions, the formation of 3-phenylbut-1-ene and of 2,2′-dimethyl-1,1′-binaphthyl, respectively. Although both systems gave modest enantiomeric excesses it was not possible to make a comparison of their respective abilities.

  一系列新型手性膦被呈现出来，其中每个成员都被设计为在过渡金属介导的不对称Grignard交叉偶联反应中作为配体。这些配体的特点是具有含一个或两个氧原子的侧链，它们具备作为进入的Grignard试剂结合位点的能力。研究中改变了许多化合物的结构参数以深入了解反应机理。多数配体在两种交叉偶联反应中进行了测试，分别用于生成3-苯基丁-1-烯和2,2′-二甲基-1,1′-联萘。虽然这两个系统都获得了适度的对映体过量，但无法对其各自的能力进行比较。
• Enantioselective cyclopropane syntheses using the chiral carbene complexes (SFe)- and (RFe)-C5H5(CO)(PR3)Fe:CHCH3+. A mechanistic analysis of the carbene transfer reaction
  作者：Maurice Brookhart、Yumin Liu、Emma W. Goldman、Debra A. Timmers、Gregory D. Williams

  DOI：10.1021/ja00003a028

  日期：1991.1

  ethylidene transfer from these complexes to styrene, vinyl acetate, and isopropenyl acetate gave methylcyclopropanes in high optical yields. A mechanistic analysis of the transfer reaction is presented by using the stereochemical results obtained coupled with deuterium labeling and relative reactivity studies. It is concluded that the most likely mechanism for carbene transfer involves reaction of the

  通过使用标准技术将对映体纯的酰基配合物转化为相应的对映体纯的卡宾配合物(S Fe )-和(R Fe )-C 5 H 5 (CO)(PR 3 )Fe=CHCH 3 + 。对映选择性亚乙基从这些配合物转移到苯乙烯、乙酸乙烯酯和乙酸异丙烯酯，得到高光学产率的甲基环丙烷。通过使用获得的立体化学结果以及氘标记和相对反应性研究，对转移反应进行了机理分析。得出的结论是，卡宾转移的最可能机制涉及烯烃与 C 5 H 5 (CO)(PR 3 )Fe=CHCH 3 + 的次要但更具反应性的向斜异构体的反应，然后是发展中的亲电子中心的背面攻击在 Fe-Cα 键上的 Cγ。
• Synthesis of new optically active α-alkoxypropionanilides
  作者：M.M. El-abadelah

  DOI：10.1016/0040-4020(73)80014-6

  日期：1973.1

  Two promising routes towards synthesis of the hitherto unknown α-alkoxypropionanilides were explored with success. As expected, facile displacement of the bromide in l(−)α-bromopropionanilide by alkoxide lead to inversion of configuration with considerable racemization, whereas substitution of the chloride in l(−) α-alkoxypropionyl chloride by arylamine proceeded with little or no racemization. α-

  成功地探索了迄今未知的合成α-烷氧基丙酰苯胺的两条有希望的途径。如所期望的，通过醇盐容易地将溴化物置换为l（-）α-溴丙酰苯胺中的溴化物导致构型反转，且具有大量的外消旋作用，而芳基胺取代l（-）α-烷氧基丙酰氯中的氯化物则几乎没有或没有外消旋作用。α-乙氧基丙酰苯胺和较高级的烷氧基同系物表现为低熔点的不可结晶胶。报道了该新的苯胺系列的几种模型化合物的光学性质和其他物理数据。
• Asymmetric Synthesis of Organosilicon Compounds Using a C₂Chiral Auxiliary
  作者：Kimiko Kobayashi、Takayuki Kato、Masafumi Unno、Shinji Masuda

  DOI：10.1246/bcsj.70.1393

  日期：1997.6

  Optically active silanes were synthesized by a novel asymmetric synthesis which involved the diastereoselective ring-opening reaction of 1,3-dioxa-2-silacycloheptanes bearing a C2 chiral auxiliary with Grignard reagents, followed by a lithium aluminum hydride (LiAlH4) reduction. (R)-Ethylmethylphenylsilane and (R)-methylphenylpropylsilane were derived in 93%ee and 98%ee, respectively. The preparation

  光学活性硅烷是通过一种新颖的不对称合成法合成的，该合成法涉及带有 C2 手性助剂的 1,3-二氧杂环己烷-2-硅杂环庚烷与格氏试剂的非对映选择性开环反应，然后是氢化铝锂 (LiAlH4) 还原。(R)-乙基甲基苯基硅烷和(R)-甲基苯基丙基硅烷分别以93%ee和98%ee衍生。还描述了其他光学硅烷的制备。其中一些的最大转数已通过 1 H NMR 和/或毛细管 GC 方法确定。基于立体化学结果提出了非对映选择性开环反应的机制。