二乙基砜 | 597-35-3

• 物质功能分类: 化学试剂 - 有机试剂 - 砜、亚砜类化合物
• 分子结构分类: 有机化合物 - 有机硫化合物 - 磺酰类
• 中文名称: 二乙基砜
• 中文别名: 1,1’-磺酰基二乙烷；乙基砜；二乙砜；二乙基砜 [597-35-3]
• 英文名称: diethylsulfone
• 英文别名: diethyl sulphone；(ethylsulfonyl)ethane；Diethyl sulfone；diethyl sulfate；ethyl sulfone；1-ethylsulfonylethane
• CAS: 597-35-3
• 化学式: C₄H₁₀O₂S
• mdl: MFCD00007569
• 分子量: 122.188
• InChiKey: MBDUIEKYVPVZJH-UHFFFAOYSA-N

物化性质

• 熔点：
  73-74 °C(lit.)
• 沸点：
  246 °C755 mm Hg(lit.)
• 密度：
  1.357
• 闪点：
  246°C
• 溶解度：
  可溶于氯仿、乙酸乙酯、甲醇（少量）

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 安全说明：
  S22,S24/25
• WGK Germany：
  3
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  | 室温 干燥 |

SDS

Name:	Ethyl sulfone 99+% Material Safety Data Sheet
Synonym:	Diethyl sulphon
CAS:	597-35-3

Section 1 - Chemical Product MSDS Name:Ethyl sulfone 99+% Material Safety Data Sheet
Synonym:Diethyl sulphon

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
597-35-3	Ethyl sulfone	99+	209-898-0

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.
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.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Sweep up, then place into a suitable container for disposal. Avoid generating dusty conditions. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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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# 597-35-3: 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: Crystals
Color: very slightly yellow
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 246 deg C @ 755.00mm Hg
Freezing/Melting Point: 73.00 - 74.00 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: Not available.
Solubility in water: Not available.
Specific Gravity/Density: Not available.
Molecular Formula: C4H10O2S
Molecular Weight: 122.18

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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:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of sulfur, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 597-35-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Ethyl sulfone - 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
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# 597-35-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 597-35-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 597-35-3 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

制备方法与用途

用途：用作有机合成中的中间体。

反应信息

• 作为反应物：
  描述：

  二乙基砜 在 磺酰氯 作用下， 生成 芥菜砜
  参考文献：
  名称：

  磺酰氯直接对烷基砜进行离子氯化

  摘要：

  Cl原子的引入通常发生在烷基砜的α原子的α位。在本文中，描述了一种新的烷基砜与磺酰氯的离子氯化方法，其中最值得注意的观察是二乙基砜或环丁砜（四氢噻吩-1,1-二氧化物）的独家或高度选择性的β-氯化。这种方法的最成功的合成应用程序是通过例举7-硫杂二环[2.2.1]庚烷-7,7-二氧化物的氯化，这提供2-外-和2-内型-氯-7-硫杂二环[2.2.1 ]庚烷-7,7-二氧化物，这是可能是因为不希望的均裂SO的难以通过自由基氯化获得，2 C键裂变。2-外将如此获得的-氯-7-噻二环[2.2.1]庚烷-7，7-二氧化物选择性还原，得到2-外-氯-7-硫代双环[2.2.1]庚烷。还讨论了这种氯化的机理。

  DOI：

  10.1016/s0040-4020(01)97262-x
• 作为产物：
  描述：

  二乙烯基砜 在 <((t-Bu)2PH)PdP(t-Bu)2>2 (pretreated with oxygen) 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以49%的产率得到二乙基砜
  参考文献：
  名称：

  Palladium Catalyzed Hydrogenation of .alpha.,.beta.-Unsaturated Sulfones and Phosphonates

  摘要：

  The binuclear palladium complex, [(Bu(2)(t)PH)-PdPBu(2)(t)](2), when treated with oxygen, catalyzes the hydrogenation of the double bond of alpha,beta-unsaturated sulfones and phosphonates in THF at room temperature and 1 atm of hydrogen pressure. Saturated sulfones and phosphonates were isolated in 49-93% yields.

  DOI：

  10.1021/jo00094a001
• 作为试剂：
  描述：

  3-苯丙烯溴酸酯 在 aluminum (III) chloride 、 甲烷磺酸 、 二乙基砜 、 potassium tert-butylate 、 一水合肼 作用下， 以 N,N-二甲基乙酰胺 、 二乙二醇 为溶剂， 反应 49.0h， 生成 苯并[a]蒽
  参考文献：
  名称：

  统一 13C 标记的多环芳烃的合成†

  摘要：

  设计了收敛合成途径，用于从 U- 13 C-苯和其他简单的市售13 C 起始化合物有效地从头合成一系列均匀13 C标记的多环芳烃。所有目标产物均以优异的收率获得，包括交替PAH U- 13 C-萘、U- 13 C-菲、U- 13 C-蒽、U- 13 C-苯并[ a ]蒽、U- 13 C-芘和非交替PAH U- 13 C-荧蒽。

  DOI：

  10.1039/c0ob01107j

文献信息

• Oxidation of Organic Compounds by Potassium Permanganate Supported on Montmorillonite K10
  作者：Ahmad Shaabani、Ayoob Bazgir、Donald G. Lee

  DOI：10.1081/scc-200031039

  日期：2004.1.1

  Abstract The oxidation of organic compounds by potassium permanganate supported on Montmorillonite K10 has been studied under solvent‐free conditions and the results compared with those from corresponding reactions where the reductants are dissolved in methylene chloride. Under both sets of conditions, primary benzylic and secondary alcohols are converted to aldehydes and ketones respectively, sulfides

  摘要 在无溶剂条件下研究了负载在蒙脱石 K10 上的高锰酸钾氧化有机化合物，并将结果与​​还原剂溶解在二氯甲烷中的相应反应的结果进行了比较。在两组条件下，伯醇和仲醇分别转化为醛和酮，硫化物被氧化为砜，硫醇进行氧化偶联得到二硫化物。令人惊讶的是，无溶剂条件下的反应时间比还原剂溶解在溶剂中时观察到的时间短。
• Controlled α-mono- and α,α-di-halogenation of alkyl sulfones using reagent–solvent halogen bonding
  作者：Christopher M. Poteat、Vincent N. G. Lindsay

  DOI：10.1039/c9cc00550a

  日期：——

  The direct and selective α-mono-bromination of alkyl sulfones was achieved through base-mediated electrophilic halogenation. The appropriate combination of solvent and electrophilic bromine source was found to be critical to control the nature of the products formed, where reagent–solvent halogen bonding is proposed to control the selectivity via alteration of the effective size of the electrophilic

  烷基砜的直接和选择性α-单溴化是通过碱介导的亲电子卤化作用实现的。发现溶剂和亲电子溴源的适当组合对于控制所形成产品的性质至关重要，在此，提出了通过改变亲电子溴源的有效尺寸来控制试剂-溶剂卤素键来控制选择性的方法。相反，多卤化后，在后处理过程中进行选择性脱卤后，以高收率选择性地获得了α，α-二溴代砜。两种方法都可以以克为单位进行应用，并且单卤化成功地扩展到烷基砜的全选择性α-氯化，α-碘化和α-氟化。
• Mono- and dinuclear complexes of sulfones with the tetrachlorides of group 4
  作者：Paolo Biagini、Fausto Calderazzo、Fabio Marchetti、Guido Pampaloni、Stefano Ramello、Mario Salvalaggio、Roberto Santi、Silvia Spera

  DOI：10.1039/b405871b

  日期：——

  The reactions of dialkyl sulfones [R2SO2: R = Me (a), Et (b), Ph (c), R2 = –(CH2)4– (d)] with the metal tetrachlorides of Group 4 [MCl4: M = Ti (1), Zr(2), Hf (3)] give different products mainly depending on the sulfone/M molar ratio. Compounds of formula [M2Cl8(R2SO2)2] [M = Ti, R2 = –(CH2)4– (1d); M = Zr, R = Et (2b), R = Ph (2c)] and [MCl4(R2SO2)2] (sulfone/M = 2) [M = Ti, R = Me (1aa); M = Zr,

  二烷基砜[R 2 SO 2：R = Me（a），Et（b），Ph（c），R 2 =-（CH 2）4-（d）]与第4族金属四氯化物的反应MCl 4：M = Ti（1），Zr（2），Hf（3）]给出不同的产物，主要取决于砜/ M摩尔比。式[M 2 Cl 8（R 2 SO 2）2 ]的化合物[M = Ti，R 2 =-（CH 2）4-（1d）；M = Zr，R = Et（2b），R = Ph（2c）]和[MCl 4（R 2 SO 2）2 ]（砜/ M = 2）[M = Ti，R = Me（1aa）；M = Zr，R = Me（2aa），R = Ph（2cc），R 2 = –（CH 2）4 –（2dd）；M = Hf，R = Me（3aa），R 2 = –（CH 2）4 –（3dd）]。经过X射线衍射方法双核钛和锆加合物，钛[Ti 2氯8（μ-sulfolane- Ö，ö '）2 ]（图1D）和[Zr的2氯8（μ-PH
• Fe₃O₄/PEG-SO₃H as a heterogeneous and magnetically-recyclable nanocatalyst for the oxidation of sulfides to sulfones or sulfoxides
  作者：Saeideh Mirfakhraei、Malak Hekmati、Fereshteh Hosseini Eshbala、Hojat Veisi

  DOI：10.1039/c7nj02513k

  日期：——

  glycol-coated Fe3O4 nanocomposite (Fe3O4/PEG-SO3H) as a greatly effective and ecological nanocatalyst for the selective oxidation of sulfides to sulfoxides or sulfones with brilliant yields under solvent-free conditions by employing 30% hydrogen peroxide as the oxidant. A number of sulfides containing alcohol, ester, and aldehyde functional groups were fruitfully and selectively oxidized without altering the desired

  我们在下面介绍一种磺化-聚乙二醇涂层的Fe 3 O 4纳米复合材料（Fe 3 O 4 / PEG-SO 3 H），它是一种非常有效的生态纳米催化剂，用于在溶剂中将硫化物选择性氧化为亚砜或砜，并具有出色的收率。游离条件，采用30％的过氧化氢作为氧化剂。在不改变所需特性的情况下，许多含有醇，酯和醛官能团的硫化物被有效地和选择性地氧化。磁性纳米催化剂（Fe 3 O 4 / PEG-SO 3H）可以通过使用外部磁性工具方便快捷地回收，并循环使用10多次以上，而不会显着降低其催化性能。
• Cellulose supported manganese dioxide nanosheet catalyzed aerobic oxidation of organic compounds
  作者：Ahmad Shaabani、Zeinab Hezarkhani、Shabnam Shaabani

  DOI：10.1039/c4ra11101j

  日期：——

  Cellulose supported manganese dioxide nanosheets, as a heterogeneous bio-supported and green catalyst, were synthesized by soaking porous cellulose in a potassium permanganate solution. The prepared catalyst was used effectively for the oxidation of various types of alkyl arenes, alcohols and sulfides to their corresponding carbonyl and sulfoxide compounds, respectively in high yields using air as

  通过将多孔纤维素浸泡在高锰酸钾溶液中，合成了纤维素负载的二氧化锰纳米片，这是一种非均质的生物负载和绿色催化剂。所制备的催化剂有效地用于在环境压力下使用空气作为氧化剂分别以高收率将各种类型的烷基芳烃，醇和硫化物分别氧化成其相应的羰基和亚砜化合物。催化剂可以在五次运行中循环使用，而不会明显降低效率。该醇和硫化物的氧化反应温和的反应条件，高收率，催化剂的可回收性以及非常容易的后处理程序是该催化剂的其他优点。

表征谱图