甲基苯基二硫醚 | 14173-25-2

• 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: 甲基苯基二硫醚
• 英文名称: methyl phenyl disulfide
• 英文别名: Methyl-phenyl-disulfid；phenyl methyl disulfide；Phenyl-methyldisulfid；(methyldisulfanyl)benzene
• CAS: 14173-25-2
• 化学式: C₇H₈S₂
• mdl: MFCD00026035
• 分子量: 156.273
• InChiKey: LMSQHVXHZCNJEP-UHFFFAOYSA-N

物化性质

• 沸点：
  65 °C (2 mmHg)
• 密度：
  1.15
• 闪点：
  22 °C
• LogP：
  3.65
• 物理描述：
  pale yellow liquid with powerful odour
• 溶解度：
  insoluble in water; soluble in alcohol
• 折光率：
  1.610-1.619
• 保留指数：
  1303
• 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)：
  2.5
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S16,S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2930909090
• 储存条件：
  存于阴凉干燥处

SDS

Name:	Methyl phenyl disulfide 97+% Material Safety Data Sheet
Synonym:	Non
CAS:	14173-25-2

Section 1 - Chemical Product MSDS Name:Methyl phenyl disulfide 97+% Material Safety Data Sheet
Synonym:Non

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
14173-25-2	Methyl phenyl disulfide, 97+%	97+%	238-020-9

Hazard Symbols: None Listed.
Risk Phrases: 10

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Flammable.The toxicological properties of this material have not been fully investigated.Stench.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
No information found.
Inhalation:
May cause respiratory tract irritation.
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 immediately.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing 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:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Will burn if involved in a fire.
Extinguishing Media:
Use foam, dry chemical, or carbon dioxide.

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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.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use only in a well-ventilated area.
Use spark-proof tools and explosion proof equipment. Avoid contact with skin and eyes. Avoid ingestion and inhalation. Use only in a chemical fume hood.
Storage:
Keep away from sources of ignition. Store in a cool, dry place.
Store in a tightly closed container. 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# 14173-25-2: 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: clear slightly yellow
Odor: Rather pungent odor, reminiscent
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 65 deg C @ 2.00mm Hg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: 22 deg C ( 71.60 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: insoluble
Specific Gravity/Density: 1.1500g/cm3
Molecular Formula: C7H8S2
Molecular Weight: 156.26

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
None reported.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of sulfur, carbon dioxide.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 14173-25-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Methyl phenyl disulfide, 97+% - 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# 14173-25-2: No information available.
Canada
CAS# 14173-25-2 is listed on Canada's NDSL List.
CAS# 14173-25-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 14173-25-2 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：0.06～1.0 mg/kg；
• 无醇饮料：0.2～2.0 mg/kg；
• 油脂：0.01～0.04 mg/kg；
• 凝胶制品、布丁、调味汁：0.1～1.0 mg/kg；
• 肉制品：0.4～4.0 mg/kg；
• 调味香料：5 mg/kg。

食品添加剂最大允许使用量及最大允许残留量标准：

添加剂中文名称	允许使用该种添加剂的食品中文名称	添加剂功能	最大允许使用量（g/kg）	最大允许残留量（g/kg）
甲基苯基二硫醚	食品	食品用香料	用于配制香精的各香料成分不得超过在GB 2760中的最大允许使用量和最大允许残留量	-

反应信息

• 作为反应物：
  描述：

  甲基苯基二硫醚 在 三苯基膦 、 三(二甲胺基)膦 作用下， 以 乙腈 、 苯 为溶剂， 反应 62.4h， 生成 1-甲基-4-(苯基二硫烷基)苯
  参考文献：
  名称：

  有机硫化学。42. 硫-硫键断裂过程。三硫化物的选择性脱硫

  摘要：

  详细研究了叔磷化合物脱硫脱硫的选择性。提出了一种机制合理化来解释作为底物结构和溶剂极性函数的中央/末端硫挤出变化。 从这项研究得出的结论是，膦与三硫化物的相互作用是一个复杂的过程，其中两者的过渡态离子脱硫中的反应步骤具有相似的自由能，膦类型和反应溶剂的变化可能会影响这些过渡态，从而改变动力学上重要的步骤。对于没有在..cap alpha..-碳上反转的脱硫，三苯基膦非常有效，因为它几乎完全去除了中心硫原子。然而，对于活性较低的三硫化物，快速脱硫需要三（二烷基氨基）膦。在这种情况下，在苯或乙醚中脱硫提供了一种二硫化物，在一个 ..cap α..-碳（通过末端脱硫）处主要发生反转，而在乙腈中，二硫化物主要保留了两个 ..cap α.. 的立体化学。 -碳（通过中心硫去除）获得。

  DOI：

  10.1021/ja00386a034
• 作为产物：
  描述：

  二苄基二硫 在 n-Bu₄ClO₄ 、 四丁基高氯酸铵 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 甲基苯基二硫醚
  参考文献：
  名称：

  A new electrochemical method of preparation of unsymmetrical disulfides

  摘要：

  A new method is described for the preparation of unsymmetrical disulfides by reaction of the electrogenerated sulfenium cation R-1-S+ with thiols or disulfides. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00624-2

文献信息

• On the thermal Pummerer rearrangement of substituted sulfoxides
  作者：Liliana Marzorati、Eduardo K.C. Yoshikawa、Ataualpa A.C. Braga、Claudio Di Vitta

  DOI：10.1080/17415993.2013.853066

  日期：2014.5.4

  Sulfoxides bearing thioester and ester groups at the α position under heating at ca. 140°C undergo Pummerer thermal rearrangement. However, for sulfonyl sulfoxide, a complex mixture of products is formed. Plausible mechanism is advanced. GRAPHICAL ABSTRACT

  在 α 位带有硫酯和酯基团的亚砜在约 10 ℃加热。140°C进行Pummerer热重排。然而，对于磺酰亚砜，会形成复杂的产物混合物。合理的机制是先进的。图形概要
• Sulfur containing compounds
  申请人：——

  公开号：US20030220524A1

  公开（公告）日：2003-11-27

  This invention is directed to novel and known stufur containing compounds and pharmaceutically acceptable salts thereof that have utility as antifungals and as antiproliferative agents against mammalian cells, in particular cancer cells and most particularly leukemia-derived cells. The invention provides a method for synthesizing certain of the sulfur containing compounds that is more efficient than previously known methods.

  这项发明涉及新颖且已知的含有硫的化合物以及具有抗真菌活性和作为哺乳动物细胞，特别是癌细胞，尤其是白血病来源细胞的抗增殖剂的药用可接受盐。发明提供了一种合成某些含硫化合物的方法，该方法比先前已知的方法更有效。
• Phosphine-catalyzed disulfide metathesis
  作者：Rémi Caraballo、Martin Rahm、Pornrapee Vongvilai、Tore Brinck、Olof Ramström

  DOI：10.1039/b815710c

  日期：——

  The reaction between disulfides and phosphines generates a reversible disulfide metathesis process.

  二硫化物与膦之间的反应产生了一种可逆的二硫化物换位过程。
• 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。
• [EN] METHODS AND COMPOUNDS FOR PHOTO LEWIS ACID GENERATION AND USES THEREOF<br/>[FR] PROCÉDÉS ET COMPOSÉS POUR LA PHOTOGÉNÉRATION D'ACIDES DE LEWIS ET LEURS UTILISATIONS
  申请人：UTI LIMITED PARTNERSHIP

  公开号：WO2013142956A1

  公开（公告）日：2013-10-03

  There are disclosed masked Lewis acids into compounds in which the Lewis acid can be released by exposure of the compound to light, especially ultraviolet light. These compounds can be represented by the following formula (I): ([(AEX(3-n))(n+1)Yn](n+1)-)m(Qm+)(n+1) (I). wherein briefly, E represents boron or aluminium, X is an aryl group and Y is -Ar'EAX,. These compounds are used as catalyst for hydrosilylation reaction, crosslinking of polymers, or ester deprotection reactions as photo Lewis acid generator (PhLAG).

  披露了遮蔽的路易斯酸进入化合物中，通过将化合物暴露于光，特别是紫外光，可以释放路易斯酸。这些化合物可以用以下公式（I）表示：（[(AEX(3-n))(n+1)Yn](n+1)-)m(Qm+)(n+1) (I)。其中，简要地说，E代表硼或铝，X是一个芳基团，Y是-Ar'EAX。这些化合物作为催化剂用于氢硅化反应、聚合物的交联或作为光路易斯酸发生器（PhLAG）的酯去保护反应。

表征谱图