对甲苯磺酸正辛酯 | 3386-35-4

• 物质功能分类: 化学试剂 - 有机试剂 - 甲苯磺酸酯
• 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: 对甲苯磺酸正辛酯
• 中文别名: 对甲苯磺酸n-辛基酯；4-甲基苯磺酸正辛酯；对甲苯磺酸辛酯
• 英文名称: 1-octyl p-toluenesulfonate
• 英文别名: n-octyl tosylate；octyl 4-methylbenzenesulfonate
• CAS: 3386-35-4
• 化学式: C₁₅H₂₄O₃S
• 分子量: 284.42
• InChiKey: LYQJBZLAANNIER-UHFFFAOYSA-N

物化性质

• 沸点：
  170 °C(Press: 0.8 Torr)
• 密度：
  1.06

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2905199090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存放于惰性气体中，并避免接触湿气（否则可能分解）。

SDS

n-Octyl p-Toluenesulfonate Revision number: 5
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: n-Octyl p-Toluenesulfonate

Revision number: 5

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
Not classified
HEALTH HAZARDS
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols None
No signal word
Signal word
Hazard statements None
None
Precautionary statements:

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: n-Octyl p-Toluenesulfonate
Percent: ....
CAS Number: 3386-35-4
Synonyms: p-Toluenesulfonic Acid n-Octyl Ester
Chemical Formula: C15H24O3S

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Unsuitable extinguishing Solid streams of water
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.
n-Octyl p-Toluenesulfonate

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Section 5. FIRE-FIGHTING MEASURES
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Use personal protective equipment. Keep people away from and upwind of spill/leak.
Personal precautions,
protective equipment and Ensure adequate ventilation. Entry to non-involved personnel should be controlled
emergency procedures: around the leakage area by roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Absorb spilled material in a suitable absorbent (e.g. rag, dry sand, earth, saw-dust).
containment and cleaning In case of large amount of spillage, contain a spill by bunding. Adhered or collected
up: material should be promptly disposed of, in accordance with appropriate laws and
regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent generation of vapour or mist. Wash hands and face thoroughly after
handling.
Use a ventilation, local exhaust if vapour or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Install a closed system or local exhaust as possible so that workers should not be
Engineering controls:
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Vapor respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Liquid
Form: Clear
Colorless - Yellow
Colour:
Odour: No data available
pH: No data available
Melting point/freezing point:No data available
No data available
Boiling point/range:
Flash point: No data available
Flammability or explosive
limits:
No data available
Lower:
Upper: No data available
1.06
Relative density:
Solubility(ies):
No data available
[Water]
[Other solvents] No data available
n-Octyl p-Toluenesulfonate

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide, Sulfur oxides
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
No data available
NTP =
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobility in soil
No data available
Log Pow:
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to burn in a chemical
incinerator equipped with an afterburner and scrubber system. Observe all federal, state and local regulations when
disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Does not correspond to the classification standard of the United Nations
Hazards Class:
UN-No: Not listed

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.
n-Octyl p-Toluenesulfonate

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  对甲苯磺酸正辛酯 在 水 、 sodium nitrite 作用下， 生成 1-硝基辛烷
  参考文献：
  名称：

  Zur Kenntnis der Sulfos�ureester

  摘要：

  DOI：

  10.1007/bf00899374
• 作为产物：
  描述：

  7-(tert-butyldimethylsilyloxy)heptan-1-ol 在 草酰氯 、 chlorophyll a 、 二氢吡啶 、 四丁基氟化铵 、 sodium hydride 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 44.5h， 生成 对甲苯磺酸正辛酯
  参考文献：
  名称：

  红光介导的 Barton-McCombie 反应

  摘要：

  描述了红光介导的 Barton-McCombie 反应，其中叶绿素 a 用作光催化剂，三（三甲基甲硅烷基）硅烷或 Hantzsch 酯用作氢源。那里...

  DOI：

  10.1246/bcsj.20200087
• 作为试剂：
  描述：

  苯乙烯 在 zirconocene dichloride 、 对甲苯磺酸正辛酯 、 正丁基氯化镁 作用下， 以20%的产率得到乙基苯
  参考文献：
  名称：

  锆茂催化的芳基烯烃烷基甲苯磺酸盐，硫酸盐和溴化物的烷基化

  摘要：

  在锆茂茂催化剂和正丁基镁的THF溶液中，用甲苯磺酸烷基酯，硫酸盐和溴化物将苯乙烯烷基化。通过使用该反应，伯和仲烷基可以区域选择性地引入苯乙烯的苄基碳，得到α-取代的乙苯。

  DOI：

  10.1016/s0040-4039(98)02097-8

文献信息

• Chemoselective and scalable preparation of alkyl tosylates under solvent-free conditions
  作者：Foad Kazemi、Ahmad R. Massah、Mohammad Javaherian

  DOI：10.1016/j.tet.2007.03.083

  日期：2007.6

  improved method for the efficient tosylation of alcohols has been reported using two procedures (A and B). Procedure A: methanol, ethanol, benzyl alcohols, and valuable ethylene glycols can be converted into their corresponding alkyl tosylates in very fast, simple, and efficient grinding method using potassium carbonate as solid base. Other primary and secondary alcohols need to add potassium hydroxide

  已经报道了使用两种方法（A和B）的有效的甲苯磺酸有效的改进方法。程序A：甲醇，乙醇，苄醇和有价值的乙二醇可以使用碳酸钾作为固体碱，以非常快速，简单和有效的研磨方法转化为相应的烷基甲苯磺酸盐。其他伯醇和仲醇需要向反应混合物中添加氢氧化钾（过程B）。对于这两种方法，观察到甲苯磺酸化的高选择性。即使在100 mmol的底物中，该方法也发现了放大能力。本方法是使用甲苯磺酰氯进行固态甲苯磺酸化的实例，并且由于无溶剂条件而成为绿色化学方法。
• [EN] A NOVEL 4-METHYLBENZENESULPHONATE SALT AND A PROCESS FOR PREPARING A PHARMACEUTICAL COMPOSITION COMPRISING THE SALT<br/>[FR] NOUVEAU SEL 4-MÉTHYLBENZÈNESULPHONATE ET PROCÉDÉ DE PRÉPARATION D'UNE COMPOSITION PHARMACEUTIQUE COMPRENANT LE SEL
  申请人：ASTRAZENECA AB

  公开号：WO2010144043A1

  公开（公告）日：2010-12-16

  The invention provides a 4-methylbenzenesulphonate salt of the muscarinic antagonist (R)- 1-(4-fluorophenethyl)-3-((S)-2-phenyl-2-(piperidin-1 -yl)propanoyloxy)-1- azoniabicyclo[2.2.2]octane and its use in therapy,as well as a process for preparing a pharmaceutical composition comprising the salt and its use in therapy.

  这项发明提供了马来酸甲基苯磺酸盐（R）-1-（4-氟苯乙基）-3-（（S）-2-苯基-2-（哌啶-1-基）丙酰氧基）-1-氮杂双环[2.2.2]辛烷的肌肉收缩素拮抗剂，以及用于治疗的方法，以及制备包含该盐的药物组合物的方法和用途。
• Activation of tetrabutylammonium hydrogen difluoride with pyridine: A mild and efficient procedure for nucleophilic fluorination
  作者：Khadija Moughamir、Aziz Atmani、Hélène Mestdagh、Christian Rolando、Charlette Francesch

  DOI：10.1016/s0040-4039(98)01564-0

  日期：1998.10

  The nucleophilic fluorination of alkyl iodides, bromides and tosylates and of α-bromo- or α-chloroketones is smoothly effected by tetrabutylammonium hydrogen difluoride in the presence of pyridine, in dioxane or THF, with good or satisfying substitution-to-elimination ratio.

  烷基碘，溴化物和甲苯磺酸盐以及α-溴代或α-氯代酮的亲核氟化反应在吡啶存在下，在二恶烷或THF中用四丁基铵二氟化氢以良好或令人满意的取代-消除比率平滑地进行。
• Novel Nickel-Catalyzed Coupling Reaction of Allyl Ethers with Chlorosilanes, Alkyl Tosylates, or Alkyl Halides Promoted by Vinyl-Grignard Reagent Leading to Allylsilanes or Alkenes
  作者：Jun Terao、Hiroyasu Watabe、Hiroyuki Watanabe、Nobuaki Kambe

  DOI：10.1002/adsc.200404192

  日期：2004.12

  method for a carbon-silicon or carbon-carbon bond forming reaction between allyl ethers and chlorosilanes, alkyl tosylates, or alkyl halides giving rise to allylsilanes or alkenes has been developed. This reaction proceeds efficiently at ambient temperature by the combined use of nickel catalysts and a vinyl-Grignard reagent. A possible reaction pathway involving the formation of allyl-Grignard reagents

  已经开发出一种新的方法，用于在烯丙基醚和氯硅烷，烷基甲苯磺酸盐或烷基卤化物之间形成烯丙基硅烷或烯烃的碳-硅或碳-碳键形成反应。通过结合使用镍催化剂和乙烯基格氏试剂，该反应在环境温度下有效地进行。提出了一种可能的反应途径，该反应途径包括通过π-烯丙基镍配合物与乙烯基-格氏试剂的金属转移，以及随后用亲电子试剂捕获如此形成的烯丙基-格氏试剂来形成烯丙基-格利雅试剂。
• Impact of fluorine substituents on the rates of nucleophilic aliphatic substitution and β-elimination
  作者：Henry Martinez、Adele Rebeyrol、Taylor B. Nelms、William R. Dolbier

  DOI：10.1016/j.jfluchem.2011.10.008

  日期：2012.3

  bromides with weak base, strong nucleophile azide ion and strong base/nucleophile methoxide ion in the protic solvent methanol and the aprotic solvent, DMSO. The order of reactivity for SN2 reactions of azide in methanol at 50 °C was found to be: n-alkyl-Br > n-alkyl-CHFBr > n-perfluoroalkyl-CH2CH2Br ≫ n-perfluoroalkyl-CH2Br > n-alkyl-CF2Br. Approximate relative rates of reaction were: 1, 0.20, 0.12, 1 × 10−4

  通过主要研究氟化正烷基溴与弱碱，强亲核叠氮化物离子和强碱/亲核甲醇盐离子的反应的研究，已获得了衡量邻近氟取代基对S N 2和E2反应速率的定量影响的量度。在质子传递溶剂甲醇和非质子传递溶剂DMSO中。发现叠氮化物在甲醇中于50°C进行S N 2反应的反应顺序为：正烷基-Br> 正烷基-CHFBr>正全氟烷基-CH 2 CH 2 Br = 正全氟烷 基-CH 2 Br> 正烷基CF 2br。近似的相对反应速率为：1、0.20、0.12、1×10 -4，<7.7×10 -5。发现E 2反应的反应顺序为：正-全氟烷基-CH 2 CH 2 Br Br 正-烷基-CF 2 Br> 正-烷基-CHFBr> 正-烷基-Br。在50°C下甲醇中的甲醇盐的反应的相对相对速率为：1100、4.4、1.9、1。

表征谱图