苄基甲基硫醚 | 766-92-7

• 物质功能分类: 香精与香料 - 合成香料 - 硫醚类香料
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 苄基甲基硫醚
• 中文别名: 甲基苄基硫醚
• 英文名称: [(methylthio)methyl]-benzene
• 英文别名: benzyl methyl sulfide；benzyl(methyl)sulfane；methylsulfanylmethylbenzene
• CAS: 766-92-7
• 化学式: C₈H₁₀S
• mdl: MFCD00008563
• 分子量: 138.233
• InChiKey: OFQPKKGMNWASPN-UHFFFAOYSA-N

物化性质

• 熔点：
  -28 °C
• 沸点：
  195-198 °C(lit.)
• 密度：
  1.015 g/mL at 25 °C(lit.)
• 闪点：
  164 °F
• LogP：
  2.63
• 物理描述：
  Liquid
• 溶解度：
  slightly soluble in water; soluble in fats
• 折光率：
  1.563-1.573
• 保留指数：
  1131;1155.4;1147
• 稳定性/保质期：

  在常温常压下稳定，应避免与强碱接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

ADMET

毒理性

• 副作用

神经毒素 - 其他中枢神经系统神经毒素

Neurotoxin - Other CNS neurotoxin

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

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S24/25
• 危险类别码：
  R20/22
• WGK Germany：
  3
• 海关编码：
  29309090
• 危险性防范说明：
  P501,P210,P280,P370+P378,P403+P235
• 危险性描述：
  H227,H302
• 储存条件：
  请将易燃物品远离火源，并存放在阴凉干燥处，最好置于密封容器中。

SDS

Name:	Benzyl Methyl Sulfide 98% Material Safety Data Sheet
Synonym:	None Know
CAS:	766-92-7

Section 1 - Chemical Product MSDS Name:Benzyl Methyl Sulfide 98% Material Safety Data Sheet
Synonym:None Know

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
766-92-7	Benzyl Methyl Sulfide	98%	212-174-7

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. May cause chemical conjunctivitis and corneal damage.
Skin:
May cause irritation and dermatitis. May cause cyanosis of the extremities.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. 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. Aspiration may lead to pulmonary edema. Inhalation at high concentrations may cause CNS depression and asphixiation.
Chronic:
Prolonged or repeated exposure may cause nausea, dizziness, and headache. Effects may be delayed.

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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.
Ingestion:
Do not induce vomiting. Get medical aid. 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. 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. 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. Combustible liquid. Containers may explode when heated. Vapors from liquefied gas are initially heavier than air and spread along ground.
Extinguishing Media:
In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam. Use water spray to cool fire-exposed containers.

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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.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use only in a well-ventilated area.
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep container tightly closed. 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. 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# 766-92-7: 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: Clear liquid
Color: colorless - light yellow
Odor: stench
pH: Not available.
Vapor Pressure: < 1 mm Hg @ 20 deg
Viscosity: Not available.
Boiling Point: 195 - 198 deg C @ 7
Freezing/Melting Point: Not available.
Autoignition Temperature: Not applicable.
Flash Point: 73 deg C ( 163.40 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: insoluble
Specific Gravity/Density: 1.0150g/cm3
Molecular Formula: C8H10S
Molecular Weight: 138.23

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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.
Incompatibilities with Other Materials:
Oxidizing agents, strong bases.
Hazardous Decomposition Products:
Carbon monoxide, oxides of sulfur, irritating and toxic fumes and gases, carbon dioxide, hydrogen sulfide.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 766-92-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Benzyl Methyl Sulfide - 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# 766-92-7: No information available.
Canada
CAS# 766-92-7 is listed on Canada's DSL List.
CAS# 766-92-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 766-92-7 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：GRAS (FEMA)。

使用限量：

• 焙烤制品、小吃食品：0.2 mg/kg
• 肉制品：0.1 mg/kg
• 汤品：0.06 mg/kg
• 调味汁、调味品：0.05 mg/kg

化学性质：

• 无色液体，沸点为197℃，或在87～88℃ (1467 Pa) 下沸腾。
• 微溶于水，易溶于油类。

用途：食品用香料。

反应信息

• 作为反应物：
  描述：

  苄基甲基硫醚 在 cerium(III) chloride 、 2,2,2-三氯乙醇 、 氧气 作用下， 以 乙腈 为溶剂， 以61%的产率得到苯甲酸
  参考文献：
  名称：

  烷基芳烃的光诱导深度好氧氧化

  摘要：

  氧化是自然界和化学工业中生产含氧化学品的主要化学过程。目前，苯甲酸和苯多羧酸（BPCAs）的工业生产主要以聚烷基苯的深度氧化为主，由于形成消耗臭氧层的溴化溴和对生产设备的腐蚀危害，在环境和经济上都有些不利。 . 在这份报告中，开发了（多）烷基苯的光诱导深度有氧氧化为苯（多）羧酸。CeCl 3被证明是在醇存在下作为氢和电子穿梭的有效HAT（氢原子转移）催化剂。双氧 (O 2) 被发现是唯一的终端氧化剂。在大多数情况下，纯产品很容易通过简单的过滤分离，这意味着大规模实施的优势。该反应提供了从天然丰富的石油原料中生产有价值的精细化学品的理想方案。

  DOI：

  10.1007/s11426-021-1032-7
• 作为产物：
  描述：

  benzylsulfanyl O-methyl thiocarbonate 在 三苯基膦 作用下， 以 苯 为溶剂， 反应 0.75h， 生成 苄基甲基硫醚
  参考文献：
  名称：

  Triphenylphosphine decomposition of sulfenyl thiocarbonates

  摘要：

  DOI：

  10.1021/jo01290a013
• 作为试剂：
  描述：

  1-萘甲醇 在 calcium sulfate 、 苄基甲基硫醚 、 水 、 氧气 作用下， 以 四氢呋喃 为溶剂， 10.0~25.0 ℃ 、101.33 kPa 条件下， 反应 72.0h， 生成 (1S)-1-naphthalen-1-yl-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine
  参考文献：
  名称：

  使用手性双功​​能多相催化剂整合有氧氧化和分子内不对称氮杂-弗里德尔-克来福特反应†

  摘要：

  采用简便的假悬浮共聚方法制备了由 Au/Pd 纳米颗粒和手性磷酸作为活性正交催化剂组成的一类新型手性双功能异质材料。研究发现，这种非均相催化剂能够促进苯甲醇和N-氨基乙基吡咯之间的连续有氧氧化-不对称分子内氮杂-弗里德尔-克来福特反应。此外，设计的手性多相催化剂可以回收并重复使用多次，而不会显着损失活性或对映选择性。

  DOI：

  10.1039/c6sc03849b

文献信息

• Nickel-Catalyzed Amination of Aryl Thioethers: A Combined Synthetic and Mechanistic Study
  作者：Alessandro Bismuto、Tristan Delcaillau、Patrick Müller、Bill Morandi

  DOI：10.1021/acscatal.0c00393

  日期：2020.4.17

  and kinetically competent catalysts for this transformation. The fleeting transmetalation intermediate has been successfully synthesized through an alternative synthetic organometallic pathway at lower temperature, allowing for in situ NMR study of the C–N bond reductive elimination step. This study addresses key factors governing the mechanism of the nickel-catalyzed Buchwald–Hartwig amination process

  在本文中，我们报道了镍1,2,2-双（二环己基膦基）乙烷（dcype）配合物用于芳基硫醚的Buchwald-Hartwig催化胺化。该方案显示了在催化条件下可耐受的各种不同官能团的广泛适用性。广泛的有机金属和动力学研究支持这种转化的镍（0）-镍（II）途径，并揭示了氧化加成配合物是催化循环的静止状态。已证明所有分离出的中间体都是这种转化的催化和动力学催化剂。通过在较低的温度下通过另一种合成的有机金属途径，已经成功合成了短暂的重金属化中间体，从而可以对C–N键的还原消除步骤进行原位NMR研究。
• Selective and Efficient Oxidation of Sulfides and Thiols with Benzyltriphenylphosphonium Peroxymonosulfate in Aprotic Solvent
  作者：Abdol R. Hajipour、Shadpour E. Mallakpour、Hadi Adibi

  DOI：10.1021/jo026106p

  日期：2002.11.1

  Benzyltriphenylphosphonium peroxymonosulfate could be used for selective oxidation of aromatic and aliphatic sulfides and thiols to their corresponding sulfoxides and disulfides under nonaqueous and aprotic conditions without catalyst.

  苄基三苯基phosph过氧单硫酸盐可用于在非水和非质子条件下，无催化剂地将芳族和脂族硫化物和硫醇选择性氧化为相应的亚砜和二硫化物。
• Trimethylphenylammonium Tribromide as a New and Efficient Oxidizing Agent for the Oxidative Coupling of Thiols into Disulfides and Chemoselective Oxidation of Sulfides into Sulfoxides
  作者：Arash Ghorbani-Choghamarani、Mohammad Soleiman-Beigi、Farid Noormohammadi

  DOI：10.1080/10426507.2010.527878

  日期：2011.8.1

  Abstract Trimethylphenylammonium tribromide has been introduced as a versatile and new oxidizing agent for the preparation of disulfides and sulfoxides from thiols and sulfides, respectively. The reaction progress is simple, and proceeds under mild and homogenous conditions in ambient temperature. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus

  摘要 三甲基苯基三溴化铵是一种多功能的新型氧化剂，分别用于从硫醇和硫化物制备二硫化物和亚砜。反应过程简单，在常温温和均相条件下进行。补充材料可用于本文。转至出版商在线版的磷、硫和硅及相关元素，查看免费的补充文件。图形概要
• Synthesis and characterization of oxo-vanadium complex anchored onto SBA-15 as a green, novel and reusable nanocatalyst for the oxidation of sulfides and oxidative coupling of thiols
  作者：Taiebeh Tamoradi、Mohammad Ghadermazi、Arash Ghorbani-Choghamarani、Somayeh Molaei

  DOI：10.1007/s11164-018-3367-3

  日期：2018.7

  Abstract The present work describes the synthesis of a new oxo-vanadium complex immobilized on SBA-15 nanostructure as an efficient catalyst for oxidation of sulfides and oxidative coupling of thiols. Characterization of the resultant AMPD@SBA-15 nanostructure was performed by various physico-chemical techniques such as Fourier transform infrared spectroscopy, transmission and scanning electron microscopies

  摘要 本工作描述了固定在SBA-15纳米结构上的新型氧-钒配合物的合成，该配合物是硫化物氧化和硫醇氧化偶联的有效催化剂。所得的AMPD @ SBA-15纳米结构的表征是通过各种物理化学技术进行的，例如傅立叶变换红外光谱，透射和扫描电子显微镜，能量色散X射线光谱，电感耦合等离子体发射光谱，X射线衍射，热重分析和N 2吸附和解吸。所开发方法的结果带来了一些好处，例如使用可商购的，生态上无害的，操作简便的，廉价的和化学惰性的试剂。它显示出良好的反应时间，实用性和高效率，并且易于通过简单过滤从反应混合物中回收，并可以连续几个循环重复使用，而其催化活性没有明显变化。更重要的是，高效率，简单且廉价的方法，可商购的材料，易于分离以及环保的方法是当前采用的多相催化系统的几个优点。 图形概要
• Oxo-vanadium(IV) Schiff base complex supported on modified MCM-41: a reusable and efficient catalyst for the oxidation of sulfides and oxidative S-S coupling of thiols
  作者：Mohsen Nikoorazm、Arash Ghorbani-Choghamarani、Nourolah Noori

  DOI：10.1002/aoc.3295

  日期：2015.5

  Oxo‐vanadium(IV) Schiff base complex supported on MCM‐41 as an organic–inorganic hybrid heterogeneous catalyst was synthesized with post‐grafting of MCM‐41 with 3‐aminoropropyltrimethoxysilane and subsequent reaction with 3,4‐dihydroxybenzaldehyde and then complexation with oxo‐vanadium acetylacetonate salt. The catalyst was analysed using a series of characterization techniques such as Fourier transform

  合成MCM-41作为有机-无机杂化多相催化剂的氧钒（IV）Schiff碱配合物是将MCM-41与3-氨基丙基三甲氧基硅烷接枝后再与3,4-二羟基苯甲醛反应然后与oxo络合而合成的乙酰丙酮钒盐。使用一系列表征技术对催化剂进行了分析，例如傅立叶变换红外光谱，小角度X射线衍射，氮吸收等温线，透射电子显微镜和热重分析。收集的数据提供了钒配合物锚固在MCM-41上的证据。在各种硫化物和硫醇（转化为亚砜和二硫化物，分别以过氧化氢脲作为氧化剂，在温和的条件下具有很高的收率和优异的选择性。该多相催化剂可以容易地回收并重复使用几次，而不会显着降低催化活性和选择性。版权所有©2015 John Wiley＆Sons，Ltd.

表征谱图