12-巯基癸酸 | 82001-53-4

• 物质功能分类: 化学试剂 - 有机试剂 - 硫醇/硫酚
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 12-巯基癸酸
• 中文别名: 12-巯基十二酸
• 英文名称: 12-mercaptododecanoic acid
• 英文别名: 12-sulfanyldodecanoic acid
• CAS: 82001-53-4
• 化学式: C₁₂H₂₄O₂S
• mdl: MFCD08705252
• 分子量: 232.387
• InChiKey: SDAWVOFJSUUKMR-UHFFFAOYSA-N

物化性质

• 熔点：
  46-50 °C
• 沸点：
  366.5±15.0 °C(Predicted)
• 密度：
  0.987±0.06 g/cm3(Predicted)
• 闪点：
  >110℃

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  15
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.916
• 拓扑面积：
  38.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2930909090
• 危险标志：
  GHS07
• 危险性描述：
  H315,H319,H335
• 危险性防范说明：
  P261,P305 + P351 + P338

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 12-Mercaptododecanoic acid
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. : 82001-53-4
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
Skin irritation (Category 2), H315
Eye irritation (Category 2), H319
Specific target organ toxicity - single exposure (Category 3), H335
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Xi Irritant R36/37/38
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Warning
Hazard statement(s)
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Precautionary statement(s)
P261 Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
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
Other hazards
Stench.

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SECTION 3: Composition/information on ingredients
Substances
Chemical characterization : Natural product
Formula : C12H24O2S
Molecular Weight : 232,38 g/mol
CAS-No. : 82001-53-4
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
12-Mercaptododecanoic acid
CAS-No. 82001-53-4 Skin Irrit. 2; Eye Irrit. 2; STOT <= 100 %
SE 3; H315, H319, H335
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
12-Mercaptododecanoic acid
CAS-No. 82001-53-4 Xi, R36/37/38 <= 100 %
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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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
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
Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure
adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
For personal protection see section 8.
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.Normal measures for preventive fire
protection.
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.
Recommended storage temperature: 2 - 8 °C
Handle and store under inert gas. Air sensitive. Stench.
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
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
Safety glasses with side-shields conforming to EN166 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.
Full contact
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: 480 min
Material tested:Dermatril® (KCL 740 / Z677272, Size M)
Splash contact
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: 480 min
Material tested:Dermatril® (KCL 740 / Z677272, Size M)
data source: KCL GmbH, D-36124 Eichenzell, phone [phone], test method: EN374
If used in solution, or mixed with other substances, and under conditions which differ from EN 374,
contact the supplier of the CE approved gloves. This recommendation is advisory only and must
be evaluated by an industrial hygienist and safety officer familiar with the specific situation of
anticipated use by our customers. It should not be construed as offering an approval for any
specific use scenario.
Body Protection
impervious clothing, The type of protective equipment must be selected according to the
concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
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
Colour: white
b) Odour Stench.
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 46 - 50 °C
point
f) Initial boiling point and no data available
boiling range
g) Flash point > 110 °C
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- no data available
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, Aluminum, Steel (all types and surface treatments)
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
Inhalation - May cause respiratory irritation.
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. Contact a licensed
professional waste disposal service to dispose of this material. 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: 3335
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Aviation regulated solid, n.o.s. (12-Mercaptododecanoic acid)
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: 9
Packaging group
ADR/RID: - IMDG: - IATA: III
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
For this product a chemical safety assessment was not carried out

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SECTION 16: Other information
Full text of H-Statements referred to under sections 2 and 3.
Eye Irrit. Eye irritation
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Skin Irrit. Skin irritation
STOT SE Specific target organ toxicity - single exposure
Full text of R-phrases referred to under sections 2 and 3
Xi Irritant
R36/37/38 Irritating to eyes, respiratory system and skin.
Further information
Copyright 2013 Co. LLC. 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. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

制备方法与用途

该化合物用于制备亲水性自组装单分子层。所得以羧酸为端基的单层可进一步官能化，引入更多的配合物端基。此过程旨在研究分子结构对结合铜的α,ω-巯基烷酸“分子尺”堆叠精度的影响。

反应信息

• 作为反应物：
  描述：

  12-巯基癸酸 在 碳酸氢钠 、 溶剂黄146 、 N,N'-二环己基碳二亚胺 、 锌 作用下， 以 乙二醇二甲醚 、 乙醇 、 氯仿 、 丙酮 为溶剂， 反应 54.25h， 生成 L-Lysine, N6-[12-(acetylthio)-1-oxododecyl]-N2,N2-bis(carboxymethyl)-
  参考文献：
  名称：

  Nitrilotriacetic Acid-Modified Magnetic Nanoparticles as a General Agent to Bind Histidine-Tagged Proteins

  摘要：

  Using Nalpha,Nalpha-bis(carboxymethyl)lysine to react with FePt magnetic nanoparticles, we synthesized the FePt-NTA conjugate, which immobilizes Ni2+ ions and selectively binds to histidine-tagged proteins at concentration as low as 0.5 pM. This simple system serves as a useful alternative to existing protocols for protein separation and also acts as a versatile agent for transporting and anchoring proteins.

  DOI：

  10.1021/ja031776d
• 作为产物：
  描述：

  12-溴十二烷酸 在 sodium tetrahydroborate 、 乙二胺 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 39.0h， 生成 12-巯基癸酸
  参考文献：
  名称：

  A bola-phospholipid bearing tetrafluorophenylazido chromophore as a promising lipid probe for biomembrane photolabeling studies

  摘要：

  为了通过光标记方法研究生物膜，我们合成了一种在跨膜二酰链中间带有四氟苯基叠氮发色团的波拉磷脂探针，并对其进行了表征。该探针显示了波拉脂在巨囊形成过程中的稳定性优势，以及四氟苯叠氮发色团带来的优异光化学特性，因此是一种很有希望用于生物膜光标记研究的探针。

  DOI：

  10.1039/c3ob40659h

文献信息

• 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。
• Rationalizing the F⋯S interaction discovered within a tetrafluorophenylazido-containing bola-phospholipid
  作者：Yi Xia、Stéphane Viel、Yang Wang、Fabio Ziarelli、Erik Laurini、Paola Posocco、Maurizio Fermeglia、Fanqi Qu、Sabrina Pricl、Ling Peng

  DOI：10.1039/c2cc18147a

  日期：——

  A bola-lipid bearing tetrafluorophenylazido chromophore in the diacyl chain displayed puzzling 19F NMR, leading to the evidence and rationalization of a F⋯S weak interaction that is important for altering molecular structures and imposing novel and special properties on fluorinated compounds.

  在二酰链中的球形脂质载体四氟苯基叠氮色团显示出令人困惑的19F NMR，这为F⋯S弱相互作用提供了证据和合理化解释，该相互作用对改变分子结构及赋予氟化合物新颖和特殊性质具有重要意义。
• Alkylated fluorochemical oligomers and use thereof in the treatment of fibrous substrates
  申请人：——

  公开号：US20040024262A1

  公开（公告）日：2004-02-05

  This invention provides a method of treating fibrous substrates, such as leather, by contacting the substrate with a fluorochemical compound comprising: a fluorochemical oligomeric portion comprising an aliphatic backbone with a plurality of pendant fluoroaliphatic groups, each fluoroaliphatic group having a fully fluorinated terminal group and each independently linked to a carbon atom of the aliphatic backbone through an organic linking group; an aliphatic moiety; and a linking group which links the fluorochemical oligomeric portion to the aliphatic moiety. The fluorochemical compounds provide desirable oil, water and stain repellency to fibrous substrates.

  这项发明提供了一种处理纤维基质（如皮革）的方法，包括将基质与含有氟化合物接触，该氟化合物包括：含有脂肪族骨架和多个挂链氟脂肪基团的氟化合物寡聚物部分，每个氟脂肪基团具有全氟化的末端基团，并且每个通过有机连接基团独立连接到脂肪族骨架的碳原子上；脂肪基团；以及将氟化合物寡聚物部分连接到脂肪基团的连接基团。这些氟化合物为纤维基质提供了理想的油、水和污渍防护性能。
• [EN] HETEROCYCLIC-DITHIOL CLICK CHEMISTRY<br/>[FR] CHIMIE CLICK DE DITHIOL HÉTÉROCYCLIQUE
  申请人：UNIV NORTHEASTERN

  公开号：WO2019014311A1

  公开（公告）日：2019-01-17

  Disclosed are polymers, methods of making polymers, and compositions, focused on cross-linking heterocycles comprising a moiety of Formula I with thiols and thiolates.

  本发明涉及含有公式I中的基团的杂环交联聚合物、制备杂环交联聚合物的方法以及组合物，其中所述杂环通过与硫醇和硫醇酸盐进行交联。
• Detection of transmembrane potentials by optical methods
  申请人：——

  公开号：US20030207248A1

  公开（公告）日：2003-11-06

  Methods and compositions are provided for detecting changes in membrane potential in membranes biological systems. In one aspect, the method comprises; a) providing a living cell with a first reagent comprising a charged hydrophobic molecule which is typically a fluorescence resonance energy transfer (FRET) acceptor or donor, or is a quencher and is capable of redistributing within the membrane of a biological membrane in response to changes in the potential across the membrane; b) providing the cell with a second reagent that can label the first face or the second face of a biological membrane within the cell; c) detecting light emission from the first reagent or the second reagent. One aspect of this method involves monitoring membrane potential changes in subcellular organelle membranes in a living cells. Another aspect of the invention is the use of certain embodiments of the method for the screening of test chemicals for activity to modulate the activity of a target ion channel. Another aspect of the present invention is a transgenic organism comprising a first reagent that comprises a charged hydrophobic fluorescent molecule, and a second reagent comprising a bioluminescent or naturally fluorescent protein.

  提供了一种检测生物系统膜电位变化的方法和组合物。在一个方面，该方法包括：a）提供一种带有带电疏水分子的第一试剂给活细胞，该带电疏水分子通常是荧光共振能量转移（FRET）受体或给体，或者是淬灭剂，并能够在生物膜跨膜电势变化时在生物膜内重新分布；b）向细胞提供可以标记细胞内生物膜的第一面或第二面的第二试剂；c）检测第一试剂或第二试剂的光发射。该方法的一个方面涉及在活细胞中监测亚细胞器膜的膜电位变化。发明的另一个方面是使用该方法的某些实施方式筛选测试化学物质以调节目标离子通道的活性。本发明的另一个方面是包括第一试剂，其中包含带电疏水荧光分子的转基因生物体，以及包含生物发光蛋白或天然荧光蛋白的第二试剂。