4-甲基苯硫代磺酸 S-(4-甲基苯基)酯 | 2943-42-2

• 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: 4-甲基苯硫代磺酸 S-(4-甲基苯基)酯
• 中文别名: 2-氯烟酸；4-甲基苯硫代磺酸S-(4-甲基苯基)酯；4-甲基苯硫代磺酸；2-氯-3-吡啶羧酸
• 英文名称: di(4-methyl)phenylthiosulfonate
• 英文别名: p-tolyl p-toluenethiosulfonate；S-(p-tolyl) 4-methylbenzenesulfonothioate；S-(4-tolyl) 4-toluenethiosulfonate；1-methyl-4-(4-methylphenyl)sulfonylsulfanylbenzene
• CAS: 2943-42-2
• 化学式: C₁₄H₁₄O₂S₂
• 分子量: 278.396
• InChiKey: HSAROCRPZOYKGS-UHFFFAOYSA-N

物化性质

• 熔点：
  75-77℃
• 沸点：
  432.5±48.0 °C(Predicted)
• 密度：
  1.28
• 最大波长(λmax)：
  236nm(EtOH)(lit.)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  67.8
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2930909090
• 储存条件：
  | 室温 |

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : S-(P-TOLYL) P-TOLUENETHIOSULFONATE
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 2943-42-2
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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SECTION 2: Hazards identification
Classification of the substance or mixture
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
The product does not need to be labelled in accordance with EC directives or respective national laws.
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Formula : C14H14O2S2
Molecular Weight : 278,39 g/mol
CAS-No. : 2943-42-2
No components need to be disclosed according to the applicable regulations.

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SECTION 4: First aid measures
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

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SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, Sulphur oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Avoid dust formation. Avoid breathing vapours, mist or gas.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Sweep up and shovel. Keep in suitable, closed containers for disposal.
Reference to other sections
For disposal see section 13.

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SECTION 7: Handling and storage
Precautions for safe handling
Provide appropriate exhaust ventilation at places where dust is formed.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end use(s)
A part from the uses mentioned in section 1.2 no other specific uses are stipulated

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SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
Use equipment for eye protection tested and approved under appropriate government standards
such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Do not let product enter drains.

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SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- log Pow: 3,821
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

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SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: Not available
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

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SECTION 12: Ecological information
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
no data available

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SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contaminated packaging
Dispose of as unused product.

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SECTION 14: Transport information
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15 - REGULATORY INFORMATION
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-甲基苯硫代磺酸 S-(4-甲基苯基)酯 以 氯仿 为溶剂， 反应 36.0h， 生成 对甲苯亚磺酸
  参考文献：
  名称：

  有机硫化学中的硅。第2部分。不对称二硫化物的合成

  摘要：

  不对称的芳基和烷基二硫化物是由甲硅烷基硫化物和硫代硫酸盐或硫代磺酸盐制备的。在硫代磺酸盐的反应中也获得了甲硅烷基亚磺酸酯。

  DOI：

  10.1016/s0040-4039(00)99178-0
• 作为产物：
  描述：

  对甲苯亚磺酸 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 4-甲基苯硫代磺酸 S-(4-甲基苯基)酯
  参考文献：
  名称：

  通过对甲苯磺酸的活化酯有效合成亚磺酸酯和亚磺酰胺

  摘要：

  摘要 通过用氰尿酰氯，甲磺酰氯或1-乙基-3-（3-二甲基氨基丙基）碳二亚胺盐酸盐（EDC-HCl）活化对甲苯磺酸的方法制备亚磺酸酯。用氰尿酰氯活化对甲苯亚磺酸导致形成亚磺酸酯，并伴随着相应的砜的形成。使用甲磺酰氯通过甲磺酸对甲苯磺酸酐进行活化得到了亚磺酸酯和甲磺酸酯的混合物。碳二亚胺EDC的使用证明了目标亚磺酸酯的高度选择性形成可产生最佳结果。三甲基乙酸的使用-甲苯亚磺酸酐或氰尿酰氯实现亚磺酰胺的合成被证明是无效的，这是由于亲核对活化的对甲苯亚磺酸酐的化学选择性差。最终，证明使用EDC-HCl形成亚磺酰胺是合成的最佳途径。 通过用氰尿酰氯，甲磺酰氯或1-乙基-3-（3-二甲基氨基丙基）碳二亚胺盐酸盐（EDC-HCl）活化对甲苯磺酸的方法制备亚磺酸酯。用氰尿酰氯活化对甲苯亚磺酸导致形成亚磺酸酯，并伴随着相应的砜的形成。使用甲磺酰氯通过甲磺酸对甲苯磺酸酐进行活化得到了亚磺酸酯和甲磺酸酯的混合

  DOI：

  10.1055/s-0037-1610254
• 作为试剂：
  描述：

  4-羟基喹唑啉 在 4-甲基苯硫代磺酸 S-(4-甲基苯基)酯 、 [Ir(dF(CF₃)ppy)₂(dtbbpy)](PF₆) 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 23.75h， 生成 6-methyl-6,7,8,9-tetrahydro-11H-pyrido[2,1-b]quinazolin-11-one
  参考文献：
  名称：

  自由基介导的硫代磺酸盐光氧化还原加氢芳基化

  摘要：

  在此，我们报告了一种新型可见光诱导的光催化系统，该系统能够实现未活化烯烃的分子内加氢芳基化。发现硫代磺酸盐化合物是介导 Minisci 型分子内环化反应的关键自由基前体。在最佳反应条件下，以中等至良好的收率获得了广泛的吡啶并喹唑啉酮和吡咯并喹唑啉酮产品。

  DOI：

  10.1039/d2cc05948g

文献信息

• Metal-free NaI/TBHP-mediated sulfonylation of thiols with sulfonyl hydrazides
  作者：Qian Chen、Yulin Huang、Xiaofeng Wang、Jiawei Wu、Guodian Yu

  DOI：10.1039/c8ob00244d

  日期：——

  A highly efficient sulfonylation of thiols has been achieved through the metal-free NaI/TBHP-mediated cross-coupling of sulfonyl hydrazides and thiols at room temperature. This method provides a convenient and practical route to thiosulfonates in 84–99% yields (39 examples) with wide functional group compatibility.

  通过在室温下通过无金属的NaI / TBHP介导的磺酰肼与硫醇的交叉偶联，实现了巯基的高效磺酰化。该方法提供了一种简便实用的方法，可以以84-99％的收率（39个实例）制备硫代磺酸盐，并具有广泛的官能团相容性。
• Electrochemical sulfonylation of thiols with sulfonyl hydrazides: a metal- and oxidant-free protocol for the synthesis of thiosulfonates
  作者：Zu-Yu Mo、Toreshettahally R. Swaroop、Wei Tong、Yu-Zhen Zhang、Hai-Tao Tang、Ying-Ming Pan、Hong-Bin Sun、Zhen-Feng Chen

  DOI：10.1039/c8gc02143k

  日期：——

  We have developed a new metal- and oxidant-free method for the synthesis of anticancer thiosulfonates via sulfonylation of thiols.

  我们已经开发出一种新的无金属和氧化剂的方法，通过对硫醇进行磺化合成抗癌硫代磺酸酯。
• The organocatalytic synthesis of perfluorophenylsulfides <i>via</i> the thiolation of trimethyl(perfluorophenyl)silanes and thiosulfonates
  作者：Jinyun Luo、Muze Lin、Leifang Wu、Zhihua Cai、Lin He、Guangfen Du

  DOI：10.1039/d1ob01350e

  日期：——

  The organic superbase t-Bu-P4-catalyzed direct thiolation of trimethyl(perfluorophenyl)silanes and thiosulfonates was developed. Yields of perfluorophenylsulfides of up to 97% under catalysis of 5 mol% t-Bu-P4 were achieved. This method was shown to provide an efficient way to construct the perfluorophenyl–sulfur bond under mild metal-free reaction conditions.

  开发了有机超碱t -Bu-P 4催化的三甲基（全氟苯基）硅烷和硫代磺酸盐的直接硫醇化反应。在 5 mol% t -Bu-P 4的催化下，全氟苯硫醚的产率高达 97% 。该方法被证明提供了一种在温和的无金属反应条件下构建全氟苯基-硫键的有效方法。
• Convenient One-Pot Synthesis of Sulfonyl Chlorides from Thiols Using Sulfuryl Chloride and Metal Nitrate
  作者：Young Jun Park、Hyun Ho Shin、Yong Hae Kim

  DOI：10.1246/cl.1992.1483

  日期：1992.8

  Various sulfonyl chlorides were obtained in excellent yields by the reaction of alkyl and aryl thiols with sulfuryl chloride in the presence of metal nitrate under mild condition in aprotic solvents such as acetonitrile and N,N-dimethylformamide.

  在非质子溶剂如乙腈和 N,N-二甲基甲酰胺中，在温和条件下，在金属硝酸盐存在下，烷基和芳基硫醇与磺酰氯反应，以优异的收率获得了各种磺酰氯。
• Electrochemical Oxidative Cross‐Coupling Reaction to Access Unsymmetrical Thiosulfonates and Selenosulfonates
  作者：Xiaofeng Zhang、Ting Cui、Yanghao Zhang、Weijin Gu、Ping Liu、Peipei Sun

  DOI：10.1002/adsc.201900047

  日期：2019.4.23

  The electrochemical oxidative cross‐dehydrogenative coupling of arylsulfinic acids with thiophenols was achieved via a radical process. A wide range of arylsulfinic acids and substituted thiophenols were found to be tolerated, providing unsymmetrical thiosulfonates in good to excellent yields. This electrochemical method can also be used for the reaction of arylsulfinic acids with disulfides or diselenides

  芳基亚磺酸与硫酚的电化学氧化交叉脱氢偶联是通过自由基过程实现的。发现宽范围的芳基亚磺酸和取代的苯硫酚是可以耐受的，从而以良好或优异的收率提供不对称的硫代磺酸盐。该电化学方法也可以用于芳基亚磺酸与二硫化物或二硒化物的反应以获得硫代磺酸盐或硒代磺酸盐。