正十二烷基硫代异氰酸酯 | 765-15-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫氰酸盐
• 中文名称: 正十二烷基硫代异氰酸酯
• 中文别名: 正十二烷基硫氰酸酯
• 英文名称: 1-dodecylthiocyanate
• 英文别名: n-dodecyl thiocyanate；1-thiocyanatododecane；Lauryl thiocyanate；dodecyl thiocyanate
• CAS: 765-15-1
• 化学式: C₁₃H₂₅NS
• mdl: MFCD00019773
• 分子量: 227.414
• InChiKey: RYZZMYXTNUJGMU-UHFFFAOYSA-N

物化性质

• 沸点：
  180°C 18mm
• 密度：
  0,896 g/cm3
• 闪点：
  180°C/18mm
• 稳定性/保质期：
  常温常压下稳定，避免与酸接触以防止氧化。

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  15
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.923
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R22,R32,R36/38
• RTECS号：
  XK9625000
• 海关编码：
  2930909090
• 储存条件：
  请将容器密封，并存放在干燥、阴凉处。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : DODECYL THIOCYANATE
CAS-No. : 765-15-1
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
Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP]
Skin irritation (Category 2)
Serious eye damage (Category 1)
Specific target organ toxicity - single exposure (Category 3)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Irritating to respiratory system and skin. Risk of serious damage to eyes.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Danger
Hazard statement(s)
H315 Causes skin irritation.
H318 Causes serious eye damage.
H335 May cause respiratory irritation.
Precautionary statement(s)
P261 Avoid breathing dust.
P280 Wear protective gloves/ eye protection/ face protection.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R37/38 Irritating to respiratory system and skin.
R41 Risk of serious damage to eyes.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
S39 Wear eye/face protection.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C13H25NS
Molecular Weight : 227,42 g/mol
Component Concentration
DODECYL THIOCYANATE
CAS-No. 765-15-1 -

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Section 4. FIRST AID MEASURES
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
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, nitrogen oxides (NOx), 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
Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure
adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. 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
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end uses
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Face shield and safety glasses 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
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face particle
respirator type N100 (US) or type P3 (EN 143) respirator cartridges as a backup to engineering
controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use
respirators and components tested and approved under appropriate government standards such
as NIOSH (US) or CEN (EU).

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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) Evaporation 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: 5,679
octanol/water
p) Autoignition 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
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Inhalation: no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
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
Specific target organ toxicity - single exposure
May cause respiratory irritation.
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. Causes respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. Causes skin irritation.
Eyes Causes eye burns.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Additional Information
RTECS: XK9625000

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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
no data available
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. Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
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
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
no data available

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Section 16. OTHER INFORMATION
Further information
Copyright 2011 Co. License granted to make unlimited paper copies for internal use only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Co., shall not be held liable for any damage
resulting from handling or from contact with the above product. See reverse side of invoice or packing
slip for additional terms and conditions of sale.

反应信息

• 作为反应物：
  描述：

  正十二烷基硫代异氰酸酯 在 samarium diiodide 、 水 作用下， 以 四氢呋喃 为溶剂， 以92%的产率得到十二硫醇
  参考文献：
  名称：

  水对 SmI2 还原的影响：通过 SmI2 促进的硫代硫酸钠和烷基硫氰酸酯的还原合成烷基硫醇的新方法

  摘要：

  摘要 在烷基硫代硫酸钠和烷基硫氰酸盐的还原中，水作为助溶剂对SmI2的还原性有显着的提高作用。开发了SmI2/THF/H2O体系合成烷基硫醇的新方法。

  DOI：

  10.1081/scc-200028622
• 作为产物：
  描述：

  十二硫醇 在 三乙胺 作用下， 以 氘代氯仿 、 氘代乙腈 为溶剂， 反应 8.0h， 生成 正十二烷基硫代异氰酸酯
  参考文献：
  名称：

  四嗪的动态亲核芳香取代

  摘要：

  本文提出了四嗪（S N Tz）的动态亲核芳香取代。它将动态共价化学的所有优点与四嗪部分的多功能性结合在一起。事实上，化合物库或复杂的分子结构很容易获得，它们很容易通过逆电子需求狄尔斯-阿尔德（IEDDA）反应进行后功能化，这也锁定了交换。此外，所获得的结构可以在施加正确的刺激（紫外线照射或合适的化学试剂）时被分解。此外，S N Tz 与苯胺的亚胺化学相容。该方法的巨大潜力已通过构建两个响应性超分子系统得到证明：一个显示光诱导释放乙酰胆碱的大环；截断的[4+6]四面体形状持久荧光笼，除非经过 IEDDA 后稳定，否则会被硫醇拆卸。

  DOI：

  10.1002/anie.202106230

文献信息

• FLUOROALKYLATING AGENT
  申请人：IHARA CHEMICAL INDUSTRY CO., LTD.

  公开号：US20170197920A1

  公开（公告）日：2017-07-13

  Problem to be Solved It is intended to provide an industrially preferable fluoroalkylating agent and use thereof. Solution The present invention provides a fluoroalkylating agent represented by the general formula (1) wherein R 1 is a C1 to C8 fluoroalkyl group; R 2 and R 3 are each independently a C1 to C12 alkyl group or the like; Y 1 to Y 4 are each independently a hydrogen atom, a halogen atom, or the like; and X − is a monovalent anion. A compound of the general formula (3): R 4 —S—R 1 having an introduced C1 to C8 fluoroalkyl group is easily obtained by reacting a compound of the general formula (2): R 4 —S—Z wherein R 4 is a hydrocarbon group or the like; and Z is a leaving group, with the compound of the general formula (1).

  要解决的问题 旨在提供一种工业上可取的氟烷基化剂及其使用方法。 解决方案 本发明提供了一种由通式（1）表示的氟烷基化剂，其中R 1 是C1到C8的氟烷基团；R 2 和R 3 分别独立地是C1到C12的烷基团或类似物；Y 1 到Y 4 分别独立地是氢原子、卤素原子或类似物；X − 是一价阴离子。 通式（3）的化合物：R 4 —S—R 1 ，其中引入了C1到C8的氟烷基团，可通过将通式（2）的化合物：R 4 —S—Z（其中R 4 是烃基团或类似物；Z是离去基团）与通式（1）的化合物反应而轻松获得。
• Preparation of alkyl thiocyanates by electrochemical oxidation of thiocyanate ion in the presence of alcohols and triphenylphosphite.
  作者：Hatsuo MAEDA、Tomoko KAWAGUCHI、Masaichiro MASUI、Hidenobu OHMORI

  DOI：10.1248/cpb.38.1389

  日期：——

  Conversion of primary alcohols to the corresponding thiocyanates was effected by constant-current electrolysis of thiocyanate ion in dichloromethane containing an alcohol, triphenylphosphite, and 2, 6-lutidinium perchlorate or tetrafluoroborate. The electrolysis was performed at ambient temperature in a one-compartment cell using a graphite plate and a platinum plate as the anode and the cathode, respectively. 2, 6-Lutidinium cation effectively extracted thiocyanate ion into the organic phase from sodium thiocyanate suspended in the reaction mixture.

  通过在含有醇、三苯膦和2,6-二甲基吡啶高氯酸盐或四氟硼酸盐的二氯甲烷中对硫氰酸盐离子进行恒电流电解，实现了将一级醇转化为相应的硫氰酸盐。电解在室温下进行，使用一个分室的电解槽，其中石墨板和铂板分别作为阳极和阴极。2,6-二甲基吡啶阳离子有效地从悬浮在反应混合物中的硫氰酸钠中将硫氰酸盐离子提取到有机相中。
• General and Practical Formation of Thiocyanates from Thiols
  作者：Reto Frei、Thibaut Courant、Matthew D. Wodrich、Jerome Waser

  DOI：10.1002/chem.201406171

  日期：2015.2.2

  A new method for the cyanation of thiols and disulfides using cyanobenziodoxol(on)e hypervalent iodine reagents is described. Both aliphatic and aromatic thiocyanates can be accessed in good yields in a few minutes at room temperature starting from a broad range of thiols with high chemioselectivity. The complete conversion of disulfides to thiocyanates was also possible. Preliminary computational

  描述了一种使用氰基苯并齐多醇（on）高价碘试剂氰化硫醇和二硫化物的新方法。脂肪族和芳香族硫氰酸酯都可以在室温下以几分钟的高收率获得，其起始源是多种具有高化学选择性的硫醇。也可以将二硫化物完全转化为硫氰酸酯。初步的计算研究表明，硫氰酸根阴离子或自由基的氰化反应具有低能的一致过渡态。发达的硫氰酸酯合成方法在合成化学，化学生物学和材料科学中具有广泛的应用潜力。
• Synthesis of Difluoromethyl Thioethers from Difluoromethyl Trimethylsilane and Organothiocyanates Generated In Situ
  作者：Bilguun Bayarmagnai、Christian Matheis、Kévin Jouvin、Lukas J. Goossen

  DOI：10.1002/anie.201500899

  日期：2015.5.4

  A copper‐CF2H complex generated in situ from copper thiocyanate and TMSCF2H smoothly converts organothiocyanates into valuable difluoromethyl thioethers. This reaction step can be combined with several thiocyanation methods to one‐pot protocols, allowing late‐stage difluoromethylthiolations of widely available alkyl halides and arenediazonium salts. This strategy enables the introduction of difluoromethylthio

  铜- CF 2 H络合物在从硫氰酸铜和原位产生TMS  CF 2 ħ顺利转换organothiocyanates成有价值的二氟甲基硫醚。该反应步骤可以与几种硫氰化方法组合使用，以实现一锅操作方案，从而可以对广泛使用的烷基卤化物和槟榔重氮盐进行后期二氟甲基硫醇化。这种策略可以将二氟甲硫基引入到类药物分子中。
• Sulfuryl Fluoride Promoted Thiocyanation of Alcohols: A Practical Method for Preparing Thiocyanates
  作者：Chengrong Ding、Guofu Zhang、Lidi Xuan、Yiyong Zhao

  DOI：10.1055/s-0040-1707151

  日期：2020.9

  one-step synthesis of thiocyanates through C–O bond cleavage of readily available alcohols with ammonium thiocyanate as the thiocyanating agent was developed. The method avoids the use of additional catalyst, and a variety of (hetero)arene, alkene and aliphatic alcohols reacted with high efficiency in ethyl acetate under mild conditions to afford the corresponding thiocyanates in excellent to quantitative

  开发了一种新的 SO2F2 促进的硫氰化方法，通过以硫氰酸铵为硫氰化剂的容易获得的醇的 C-O 键裂解，一步合成硫氰酸盐。该方法避免使用额外的催化剂，并且各种（杂）芳烃、烯烃和脂肪醇在温和条件下在乙酸乙酯中高效反应，以优异的定量收率提供相应的硫氰酸酯，并具有广泛的官能团兼容性。

表征谱图