二(乙硫基)乙酸乙酯 | 20461-95-4

• 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 - 有机硫化合物 - 硫代缩醛
• 中文名称: 二(乙硫基)乙酸乙酯
• 中文别名: 双(乙硫基)乙酸乙酯；双(乙基硫代)乙酸乙酯
• 英文名称: Bis(ethylthio)essigsaeure-ethylester
• 英文别名: ethyl 2,2-bis(ethylsulfanyl)acetate；ethyl glyoxylate diethyl thioacetal；ethyl bis(ethylthio)acetate；bis-ethylsulfanyl-acetic acid ethyl ester；Bis-aethylmercapto-essigsaeure-aethylester；Glyoxylic acid ethyl ester diethyl mercaptal
• CAS: 20461-95-4
• 化学式: C₈H₁₆O₂S₂
• mdl: MFCD00009267
• 分子量: 208.346
• InChiKey: DGQHHBMWVOYSHU-UHFFFAOYSA-N

物化性质

• 沸点：
  70 °C0.1 mm Hg(lit.)
• 密度：
  1.071 g/mL at 25 °C(lit.)
• 闪点：
  77 °F

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.875
• 拓扑面积：
  76.9
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  3.2
• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R10,R36/37/38
• WGK Germany：
  3
• 海关编码：
  2930909090
• 包装等级：
  III
• 危险类别：
  3.2
• 危险品运输编号：
  UN 3272 3/PG 3

SDS

Name:	Ethyl bis(ethylthio)acetate 99% Material Safety Data Sheet
Synonym:
CAS:	20461-95-4

Section 1 - Chemical Product MSDS Name:Ethyl bis(ethylthio)acetate 99% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
20461-95-4	Ethyl bis(ethylthio)acetate, 99%	99	243-836-3

Hazard Symbols: None Listed.
Risk Phrases: 10

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Flammable.
Potential Health Effects
The toxicological properties of this material have not been investigated. Use appropriate procedures to prevent opportunities for direct contact with the skin or eyes and to prevent inhalation.

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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 immediately.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Remove contaminated clothing and shoes.
Ingestion:
If victim is conscious and alert, give 2-4 cupfuls of milk or water.
Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
Flammable liquid and vapor.
Extinguishing Media:
Use agent most appropriate to extinguish 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. Clean up spills immediately, observing precautions in the Protective Equipment section.

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Section 7 - HANDLING and STORAGE
Handling:
Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep away from heat, sparks and flame. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames.
Storage:
Keep away from heat, sparks, and flame. Flammables-area.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use process enclosure, local exhaust ventilation, or other engineering controls to control airborne levels.
Exposure Limits CAS# 20461-95-4: Personal Protective Equipment Eyes: Wear chemical splash goggles.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to minimize contact with skin.
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: Clear liquid
Color: colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 70.0 - 70.0 deg C @ .10mm Hg
Freezing/Melting Point: 0 deg C
Autoignition Temperature: Not available.
Flash Point: 25 deg C ( 77.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: 1.0710g/cm3
Molecular Formula: C8H16O2S2
Molecular Weight: 208.33

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, strong oxidants.
Incompatibilities with Other Materials:
Not available.
Hazardous Decomposition Products:
Irritating and toxic fumes and gases.
Hazardous Polymerization: Not available.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 20461-95-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Ethyl bis(ethylthio)acetate, 99% - Not listed by ACGIH, IARC, or NTP.

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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 16 Keep away from sources of ignition - No
smoking.
WGK (Water Danger/Protection)
CAS# 20461-95-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 20461-95-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 20461-95-4 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：

  二(乙硫基)乙酸乙酯 在 三丁基氧化锡 作用下， 以 甲苯 为溶剂， 反应 10.0h， 以52%的产率得到Glyoxylsaeure-diaethylmercaptal
  参考文献：
  名称：

  Bis (tributyltin) oxide. A mild, neutral and selective reagent for cleavage of esters. Scope and limitation of the reaction

  摘要：

  Bis(tributyltin)oxide acts as a mild, neutral and chemoselective ester cleavage reagent for a variety of carboxylic esters with good to excellent yields. The acyl-oxygen cleavage mechanism of (-)-(1R) menthyl acetate is discussed.

  DOI：

  10.1016/s0040-4039(00)92137-3
• 作为产物：
  描述：

  乙酸,(乙硫基)氟-,乙基酯 生成 二(乙硫基)乙酸乙酯
  参考文献：
  名称：

  TAKEUCHI, YOSHIO;ASAHINA, MASAHIRO;HORI, KOZO;KOIZUMI, TORU, J. CHEM. SOC. PERKIN TRANS.,(1988) N 5, 1149-1153

  摘要：

  DOI：

文献信息

• On Aromatic Electrophilic Substitution Promoted by In Situ Generated Thionium Ions
  作者：Liliana Marzorati、Rosana Amici、Claudio Di Vitta

  DOI：10.1055/s-0032-1318167

  日期：——

  prepared via ethylthiomethylation reaction of aromatic compounds. These aromatic electrophilic substitutions were performed by in situ generation of the thionium ions by reacting trifluoroacetic anhydride and S-ethyl 2-(ethylsulfinyl)ethanethioate or ethyl 2-(ethylsulfinyl)acetate in the presence of Lewis acids. Some mechanistic features of these ethylthiomethylation reactions are also presented. α-Sulfanylated

  摘要 通过芳族化合物的乙硫甲基化反应制得α-磺酰化的α-芳基乙酸酯和-硫代乙酸酯。这些芳族电子取代是由原位生成thionium离子的通过反应来进行三氟乙酸酐和小号-2-（乙基亚磺酰基）硫代乙酸酯或在路易斯酸存在下的2-（乙基亚磺酰基）乙酸乙酯。还介绍了这些乙硫基甲基化反应的一些机理特征。 通过芳族化合物的乙硫甲基化反应制得α-磺酰化的α-芳基乙酸酯和-硫代乙酸酯。这些芳族电子取代是由原位生成thionium离子的通过反应来进行三氟乙酸酐和小号-2-（乙基亚磺酰基）硫代乙酸酯或在路易斯酸存在下的2-（乙基亚磺酰基）乙酸乙酯。还介绍了这些乙硫基甲基化反应的一些机理特征。
• 3d-orbital resonance in divalent sulphide—X
  作者：S. Oae、W. Tagaki、K. Uneyama、I. Minamida

  DOI：10.1016/s0040-4020(01)96324-0

  日期：1968.1

  Several α-mercaptoacetic and related acids were synthesized and the rates of the amine-catalysed decarboxylation were measured. In the carbanion-forming reaction, the α-mercapto group exhibits a dramatic rate-enhancement, due to the 3d-orbital resonance effect of the divalent sulphide group. For example, the rate of the decarboxylation of diphenylmercaptoacetic acid was 8·8 × 103 fold greater than that

  合成了几种α-巯基乙酸和相关酸，并测量了胺催化的脱羧速率。在形成碳负离子的反应中，由于二价硫化物基团的3d轨道共振效应，α-巯基基团表现出显着的速率增强。例如，二苯基巯基乙酸的脱羧速率比氧类似物二苯氧基乙酸的脱羧速率高8·8×10 3倍。而在苯巯基乙酸的α-位上取代一个苯巯基基团可以使速率加快1·7×10 3。这些结果可以与先前报道的各种硫化物的碱催化HD交换反应的结果相关1 并基于涉及二价硫化物中S原子的3d轨道共振进行了解释。
• Lissel, Manfred, Liebigs Annalen der Chemie, 1982, # 9, p. 1589 - 1601
  作者：Lissel, Manfred

  DOI：——

  日期：——
• Bis (tributyltin) oxide. A mild, neutral and selective reagent for cleavage of esters. Scope and limitation of the reaction
  作者：Claudio J. Salomon、Ernesto G. Mata、Oreste A. Mascaretti

  DOI：10.1016/s0040-4039(00)92137-3

  日期：1991.1

  Bis(tributyltin)oxide acts as a mild, neutral and chemoselective ester cleavage reagent for a variety of carboxylic esters with good to excellent yields. The acyl-oxygen cleavage mechanism of (-)-(1R) menthyl acetate is discussed.
• 7α- and 17α-Substituted estrogens containing tridentate tricarbonyl rhenium/Technetium complexes: synthesis of estrogen receptor imaging agents and evaluation using microPET with technetium-94m
  作者：Leonard G. Luyt、Heather M. Bigott、Michael J. Welch、John A. Katzenellenbogen

  DOI：10.1016/j.bmc.2003.09.004

  日期：2003.11

  To develop technetium and rhenium-labeled imaging agents for estrogen receptor (ER) positive breast tumors, we have prepared tridentate metal tricarbonyl chelates substituted at the 7alpha- and 17alpha-positions of estradiol. Some of the Re(CO)(3) conjugates have high binding for the ER in vitro. The in vivo biodistribution of the highest affinity of these novel metal tricarbonyl conjugates, prepared as the Tc-94m labeled analogue, was evaluated by tissue dissection and microPET imaging. Although target tissue-selective uptake was not apparent, it is notable that microPET imaging identified the stomach as a major site of activity deposition, a site that might have been missed by standard tissue distribution studies. (C) 2003 Elsevier Ltd. All rights reserved.

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