2,4,6-三甲基苯硫酚 | 1541-10-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚类
• 中文名称: 2,4,6-三甲基苯硫酚
• 中文别名: 2,4,6-三甲基噻吩
• 英文名称: mesitylthiol
• 英文别名: 2,4,6-trimethylbenzenethiol；2,4,6-trimethylthiophenol
• CAS: 1541-10-2
• 化学式: C₉H₁₂S
• mdl: MFCD00218475
• 分子量: 152.26
• InChiKey: PKANQZUPJCMBAK-UHFFFAOYSA-N

物化性质

• 沸点：
  109.5-111 °C(Press: 18 Torr)
• 密度：
  1.009±0.06 g/cm3(Predicted)
• LogP：
  3.900 (est)
• 稳定性/保质期：
  如果按照规格使用和储存，则不会分解，未有已知危险反应。请避免接触氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险类别码：
  R36/37/38
• 海关编码：
  2930909090
• 安全说明：
  S26,S36
• 包装等级：
  III
• 危险类别：
  9
• 危险性防范说明：
  P261,P305+P351+P338,P342+P311,P273
• 危险品运输编号：
  3334
• 危险性描述：
  H319,H334,H410
• 储存条件：
  请将贮藏器保持密封，并存放在阴凉、干燥的地方。同时，确保工作环境有良好的通风或排气设施。

SDS

Name:	2 4 6-Trimethylbenzene-1-thiol 97% Material Safety Data Sheet
Synonym:
CAS:	1541-10-2

Section 1 - Chemical Product MSDS Name:2 4 6-Trimethylbenzene-1-thiol 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1541-10-2	2,4,6-Trimethylbenzene-1-thiol	97%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. May cause respiratory tract irritation.
Chronic:
Not available.

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

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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:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
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:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 1541-10-2: Personal Protective Equipment Eyes: Not available.
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: colorless
Odor: stench
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: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C9H12S
Molecular Weight: 152

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
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# 1541-10-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2,4,6-Trimethylbenzene-1-thiol - 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: TOXIC LIQUID, ORGANIC, N.O.S.*
Hazard Class: 6.1
UN Number: 2810
Packing Group: III
IMO
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing Group: III
RID/ADR
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
Safety Phrases:
S 36/37 Wear suitable protective clothing and
gloves.
WGK (Water Danger/Protection)
CAS# 1541-10-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1541-10-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1541-10-2 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：

  2,4,6-三甲基苯硫酚 在 正丁基锂 、 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 0.83h， 生成 (E)-1-phenyl-4-(2,4,6-trimethylphenylsulfinyl)but-3-en-1-ol
  参考文献：
  名称：

  Ridley, Damon D.; Smal, Mary A., Australian Journal of Chemistry, 1980, vol. 33, # 6, p. 1345 - 1355

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4-二甲基苯酚 在 三氯化铁 作用下， 以83%的产率得到2,4,6-三甲基苯硫酚
  参考文献：
  名称：

  Process for phenol alkylthiolation and its application to the synthesis

  摘要：

  该发明涉及通过二烷基二硫化物与酚的反应制备烷基硫代苯酚。根据该发明的工艺，反应在铝氯化物或三氯化铁存在下，在烷基苯类溶剂中进行，或者仅在甲硫基化的情况下，在过量的二甲基二硫化物中进行。该工艺特别能够以优异的选择性和产率获得2-烷基硫代苯酚，然后可以通过与复合物BF.sub.3:2RCOOH（其中R代表烷基或丙烯基基团）在40至100摄氏度的温度下反应，每摩尔2-烷基硫代苯酚使用10至15摩尔复合物，将其转化为4-酰基-2-烷基硫代苯酚。

  公开号：

  US05113019A1
• 作为试剂：
  描述：

  bis(2,4,6-trimethylphenyl)selenoxide 在 2,4,6-三甲基苯硫酚 作用下， 以 氘代氯仿 为溶剂， 生成 bis(2,4,6-trimethylphenyl) selenide
  参考文献：
  名称：

  Ghavale, Ninad; Phadnis, Prasad P.; Wadawale, Amey, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 2011, vol. 50, # 1, p. 22 - 26

  摘要：

  DOI：

文献信息

• Facile Introduction of SH Group on Aromatic Substrates via Electrophilic Substitution Reactions
  作者：Jean-Michel Becht、Alain Wagner、Charles Mioskowski

  DOI：10.1021/jo034013h

  日期：2003.7.1

  Herein, we describe a mild and efficient two-step procedure to introduce a thiol group on aromatic substrates. First, reaction with an activated sulfoxide leads to an arylsulfonium salt intermediate. Then, two successive beta-elimination-based dealkylation reactions afford the desired arylthiols in good to excellent yields.

  在这里，我们描述了一种温和而有效的两步程序，可在芳族底物上引入巯基。首先，与活化的亚砜反应生成芳基ulf盐中间体。然后，两个连续的基于β-消除的脱烷基反应以良好至优异的产率提供了所需的芳基硫醇。
• A FACILE SYNTHESIS OF DISULFIDES BY OXIDATION OF THIOLS WITH<i>bis</i>(TRICHLOROMETHYL) CARBONATE AND TRIPHENYLPHOSPHINE OXIDE
  作者：Y. S. Li、X. R. Liang、W. K. Su

  DOI：10.1080/00304940309355362

  日期：2003.12

  have been reported for the preparation of disulfides, such as the reaction of sodium disulfide with haloalkanes," the oxidation of thiols," oxidation of sodium alkyl thiosulfate by hydrogen peroxide,6 reductive coupling of sulfonyl chlorides by piperidinium tetrathiotungstate? sodium cyanoborohydride,S aluminium triiodide? etc. However, these methods are commonly used in research laboratories and cannot

  二硫化物是有用的中间体，因为它们可用于各种化学转化。 S2 它们本身也是重要的有机化合物，可掺入具有生物学意义的分子中。 已经报道了许多用于制备二硫化物的方法，例如如二硫化钠与卤代烷烃的反应，“硫醇的氧化”，过氧化氢对烷基硫代硫酸钠的氧化，6 四硫钨酸哌啶鎓对磺酰氯的还原偶联？氰基硼氢化钠，三碘化铝？然而，这些方法通常用于研究实验室，不能应用于工业，因为试剂价格昂贵和/或产量低。在 Wittig 反应中，三苯基膦以工业规模的化学计量用量用于制备维生素 A 等化合物，并因此被氧化为三苯基氧化膦。由于极其稳定的氧化三苯膦用途很少，而且处理起来也很困难，因此人们曾多次尝试将其还原为三苯膦。使用强还原剂（如铝氢化物和硅烷）直接还原成本太高。尽管用成本较低的光气氯化三苯基氧化膦得到二氯化三苯基膦，但它在经济上仍然不令人满意。此外，光气是一种剧毒、危险的气体，因此其运输和储存具有相当大的危险性。由于极
• Thiol Activation toward Selective Thiolation of Aromatic C–H Bond
  作者：Jing-Hao Wang、Tao Lei、Hao-Lin Wu、Xiao-Lei Nan、Xu-Bing Li、Bin Chen、Chen-Ho Tung、Li-Zhu Wu

  DOI：10.1021/acs.orglett.0c01050

  日期：2020.5.15

  Direct C-S bond coupling is an attractive way to construct aryl sulfur ether, a building block for a variety of biological active molecules. Herein, we disclose an effective model for regioselective thiolation of the aromatic C-H bond by thiol activation instead of arene activation. Strikingly, this method has been applied into anisole derivatives that are not available in the arene activation approach

  直接CS键偶联是构建芳基硫醚的一种有吸引力的方法，芳基硫醚是多种生物活性分子的基础。在这里，我们公开了通过硫醇活化而不是芳烃活化对芳香族CH键进行区域选择性硫醇化的有效模型。引人注目的是，该方法已被应用到芳烃活化方法中无法获得的苯甲醚衍生物中，从而形成具有高反应活性的单一硫醚异构体。
• [EN] ISOXAZOLES AS PEPTIDE DEFORMYLASE INHIBITORS<br/>[FR] ISOXAZOLES UTILISES COMME INHIBITEURS DE PEPTIDE DEFORMALYSE
  申请人：ARPIDA AS

  公开号：WO2005026133A1

  公开（公告）日：2005-03-24

  Isoxazole compounds of formula (I) and pharmaceutically acceptable salts or esters thereof are peptide deformylase inhibitors useful in the treatment or prevention of infections and other disease in which peptide deformylases are involved, especially in the treatment of bacterial and parasitic infections, for example infections fully or partly caused by microorganisms belonging to Staphylococcus, Enterococcus, Streptococcus, Haemophilus, Moraxella, Escherichia, Mycobacterium, Mycoplasma, Pseudomonas, Chlamydia, Rickettsia, Klebsiella, Shigella, Salmonella, Bordetella, Clostridium, Helicobacter, Campylobacter, Legionella or Neisseria.

  式(I)的异噁唑化合物及其药学上可接受的盐或酯是肽变形酶抑制剂，在治疗或预防涉及肽变形酶的感染和其他疾病方面非常有用，特别是在治疗细菌和寄生虫感染方面，例如完全或部分由属于葡萄球菌、肠球菌、链球菌、流感嗜血杆菌、嗜莫雷拉菌、大肠杆菌、分枝杆菌、支原体、假单胞菌、沙眼衣原体、立克次体、克雷伯菌、志贺氏菌、沙门氏菌、百日咳杆菌、梭菌、幽门螺杆菌、空肠弯曲菌、军团菌或莫拉氏菌等微生物引起的感染的治疗中。
• Gold‐Catalyzed Reactions of 2‐Alkynyl‐1‐indolyl‐1,2‐diols with Thiols: Stereoselective Synthesis of ( <i>Z</i> )‐α‐Indol‐3‐yl α‐(2‐Thioalkenyl) Ketones
  作者：Fernando Martínez‐Lara、Anisley Suárez、Noelia Velasco、Samuel Suárez‐Pantiga、Roberto Sanz

  DOI：10.1002/adsc.202100930

  日期：2022.1.4

  α-indol-3-yl α-((Z)-2-thioalkenyl) ketones. The sequence is triggered by the regioselective thiolation of indolyl diols followed by an attack of the sulfur instead of the indole over the activated alkyne. The final compounds are obtained in remarkably high yields and arise from simple starting materials such as indolyl acyloins, ethynyl magnesium bromide and thiols.

  炔丙二醇，2-炔基-1-(indol-3-yl)-1,2-二醇，与硫醇反应，发生复杂但选择性的金催化转化，生成 α-indol-3-yl α-(( Z )-2-硫代烯基)酮。该序列由吲哚二醇的区域选择性硫醇化引发，然后是硫而不是吲哚对活化炔的攻击。最终化合物以非常高的收率获得，并且由简单的起始材料如吲哚基丙烯酰、乙炔基溴化镁和硫醇产生。