3-巯基丙酸丁酯 | 16215-21-7

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 3-巯基丙酸丁酯
• 中文别名: 3-巯基丙酸正丁酯；BUTYL-巯基丙酸正丁酯；3-氢硫基丙酸丁酯
• 英文名称: butyl 3-mercaptopropionate
• 英文别名: butyl 3-mercaptopropanoate；n-butyl 3-mercaptopropionate；3-Mercapto-propionsaeure-butylester；butyl 3-sulfanylpropanoate
• CAS: 16215-21-7
• 化学式: C₇H₁₄O₂S
• 分子量: 162.253
• InChiKey: MGFFVSDRCRVHLC-UHFFFAOYSA-N

物化性质

• 沸点：
  101 °C12 mm Hg(lit.)
• 密度：
  0.999 g/mL at 25 °C(lit.)
• 闪点：
  200 °F
• LogP：
  3.07 at 20℃
• 物理描述：
  Liquid
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  27.3
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26,S36
• 危险类别码：
  R22,R36/37/38
• WGK Germany：
  3
• 危险品运输编号：
  UN 3334
• 海关编码：
  2930909090
• 储存条件：
  存放于阴凉干燥处。

SDS

Name:	Butyl 3-mercaptopropionate Material Safety Data Sheet
Synonym:	None Known
CAS:	16215-21-7

Section 1 - Chemical Product MSDS Name:Butyl 3-mercaptopropionate Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
16215-21-7	Butyl 3-mercaptopropionate	ca. 100	240-343-5

Hazard Symbols: XN
Risk Phrases: 22 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful if swallowed. Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled. Can produce delayed pulmonary edema.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately 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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. 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. Do NOT use mouth-to-mouth resuscitation.
Notes to Physician:
Treat symptomatically and supportively.

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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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Will burn if involved in a fire. Combustible liquid. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use water spray to cool fire-exposed containers. 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. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Remove all sources of ignition. Use a spark-proof tool. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous.
Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames. Keep away from heat and flame.
Storage:
Keep away from sources of ignition. Store in a cool, dry place.
Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 16215-21-7: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
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: 87 deg C ( 188.60 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C7H14O2S
Molecular Weight: 162.25

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Ignition sources, heat.
Incompatibilities with Other Materials:
Strong 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# 16215-21-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Butyl 3-mercaptopropionate - 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: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 22 Harmful if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 16215-21-7: No information available.
Canada
CAS# 16215-21-7 is listed on Canada's DSL List.
CAS# 16215-21-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 16215-21-7 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途：用作有机聚合的中间体、分子量调节剂和链转移剂。

反应信息

• 作为反应物：
  描述：

  3-巯基丙酸丁酯 在 4-二甲氨基吡啶 、 recombinant DcsB protein from Beauvera bassiana ARSEF 2860 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 aq. phosphate buffer 、 二氯甲烷 为溶剂， 生成 6-己内酯
  参考文献：
  名称：

  A Polyketide Cyclase That Forms Medium-Ring Lactones

  摘要：

  DOI：

  10.1021/jacs.0c11226
• 作为产物：
  描述：

  butyl 3-(((2,2,2-trichloroethoxy)carbonyl)thio)propanoate 在 三甲基氢氧化锡 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 6.0h， 以86%的产率得到3-巯基丙酸丁酯
  参考文献：
  名称：

  2,2,2-三氯乙氧基羰基（Troc）保护基的高度化学选择性脱保护

  摘要：

  报道了选择性还原2,2,2-三氯乙氧羰基（Troc）保护基的非还原性pH中性条件。在1,2-二氯乙烷中使用三甲基氢氧化锡，可以在与传统上用于除去Troc基团的还原条件不兼容的各种官能团存在下，选择性地脱保护Troc保护的醇，硫醇和胺。这种温和的脱保护方案还可以耐受多种其他水解敏感性和酸/碱敏感性部分。

  DOI：

  10.1021/acs.orglett.8b03642

文献信息

• Enol ethers
  申请人：Eastman Chemical Company

  公开号：US10889536B1

  公开（公告）日：2021-01-12

  Disclosed are enol ethers compounds. The enol ethers exhibit low volatile organic content and are useful in a variety of chemical applications. The enol ethers can be used in applications as diluents, wetting agents, coalescing aids, paint additives and as intermediates in chemical processes. The enol ethers also have particular utility as film-hardening additives in coating formulations.

  披露了烯醇醚化合物。这些烯醇醚具有低挥发性有机成分，并且在各种化学应用中很有用。这些烯醇醚可以用作稀释剂、润湿剂、凝聚助剂、涂料添加剂以及化学过程中的中间体。这些烯醇醚在涂料配方中还具有特殊的用途，可作为硬化膜添加剂。
• [EN] COMPOUNDS FOR A CONTROLLED RELEASE OF ACTIVE PERFUMING MOLECULES<br/>[FR] COMPOSÉS POUR UNE LIBÉRATION CONTRÔLÉE DE MOLÉCULES PARFUMANTES ACTIVES
  申请人：FIRMENICH & CIE

  公开号：WO2013139766A1

  公开（公告）日：2013-09-26

  The present invention relates to the field of perfumery. More particularly, it concerns compounds comprising at least one β-thio carbonyl or nitrile moiety capable of liberating an active molecule selected from an α,β-unsaturated ketone, aldehyde or nitrile. The present invention concerns also the use of said compounds in perfumery as well as the perfuming compositions or perfumed articles comprising the invention's compounds. (I) wherein: a) m represents an integer from 1 to 6; b) Pro represents a hydrogen atom or a group susceptible of generating an odoriferous α,β-unsaturated ketone, aldehyde or nitrile and is represented by the formulae (II) or (II') in which the wavy line indicates the location of the bond between said Pro and the sulfur atom S; and at least one of the Pro groups is of the formula (II) or (II').

  本发明涉及香料领域。更具体地，涉及包含至少一个β-硫代羰基或硫代腈基团的化合物，能够释放所选的α，β-不饱和酮，醛或腈活性分子。本发明还涉及在香料中使用所述化合物，以及包含本发明化合物的调香组合物或香料制品。(I)其中：a) m代表1到6之间的整数；b) Pro代表氢原子或能够产生具有气味的α，β-不饱和酮，醛或腈的基团，并由式(II)或(II')表示，其中波浪线表示Pro与硫原子S之间的键的位置；并且至少一个Pro基团为式(II)或(II')。
• Sulfur(VI) fluoride compounds and methods for the preparation thereof
  申请人：The Scripps Research Institute

  公开号：US10117840B2

  公开（公告）日：2018-11-06

  This application describes a compound represented by Formula (I): (I) wherein: Y is a biologically active organic core group comprising one or more of an aryl group, a heteroaryl aryl group, a nonaromatic hydrocarbyl group, and a nonaromatic heterocyclic group, to which Z is covalently bonded; n is 1, 2, 3, 4 or 5; m is 1 or 2; Z is O, NR, or N; X1 is a covalent bond or —CH2CH2—, X2 is O or NR; and R comprises H or a substituted or unsubstituted group selected from an aryl group, a heteroaryl aryl group, a nonaromatic hydrocarbyl group, and a nonaromatic heterocyclic group. Methods of preparing the compounds, methods of using the compounds, and pharmaceutical compositions comprising the compounds are described as well.

  该应用描述了由式(I)表示的化合物：(I)其中：Y是一个生物活性有机核心基团，包括芳基、杂芳基、非芳香烃基和非芳香杂环基中的一个或多个，其中Z与之以共价键结合；n为1、2、3、4或5；m为1或2；Z为O、NR或N；X1为共价键或—CH2CH2—，X2为O或NR；R包括H或从芳基、杂芳基、非芳香烃基和非芳香杂环基中选择的取代或未取代基团。还描述了制备这些化合物的方法、使用这些化合物的方法以及包含这些化合物的药物组合物。
• Lithium-Catalyzed Thiol Alkylation with Tertiary and Secondary Alcohols: Synthesis of 3-Sulfanyl-Oxetanes as Bioisosteres
  作者：Rosemary A. Croft、James J. Mousseau、Chulho Choi、James A. Bull

  DOI：10.1002/chem.201705576

  日期：2018.1.19

  inexpensive Li catalyst enables chemoselective C-OH activation and thiol alkylation. Oxetane sulfides are formed from various thiols providing novel motifs in new chemical space and specifically as bioisosteres for thioesters due to their similar shape and electronic properties. Under the same conditions, various π-activated secondary and tertiary alcohols are also successful. Derivatization of the oxetane

  3-硫烷基-氧杂环丁烷被认为是硫酯或苯硫醚的有前途的新型生物电子等排替代品。一种温和且廉价的 Li 催化剂以 oxetan-3-ols 为原料，能够实现化学选择性 C-OH 活化和硫醇烷基化。氧杂环丁烷硫化物由各种硫醇形成，在新的化学空间中提供新颖的基序，并且由于其相似的形状和电子特性，特别是作为硫酯的生物等排体。在相同条件下，各种π活化的仲醇和叔醇也获得了成功。氧杂环丁烷硫化物连接体的衍生化提供了更多新颖的氧杂环丁烷类别和结构单元。氧杂环丁烷化合物与选定的羰基和亚甲基类似物的关键物理化学性质的比较表明，这些基序适合纳入药物发现工作。
• A general approach to the synthesis of 5-S-functionalized pyrimidine nucleosides and their analogues
  作者：Dzmitry G. Kananovich、Alli Reino、Kaja Ilmarinen、Marko Rõõmusoks、Mati Karelson、Margus Lopp

  DOI：10.1039/c4ob00597j

  日期：——

  A general and efficient approach was developed for the introduction of S-functionality at the C-5 position of cytosine and uracil nucleosides and their analogues. The key step is a palladium-catalyzed C–S coupling of the corresponding 5-bromo nucleoside derivative and alkyl thiol. The butyl 3-mercaptopropionate coupling products were further converted to the corresponding disulphides, the stable precursors

  已经开发了一种通用且有效的方法，用于在胞嘧啶和尿嘧啶核苷及其类似物的C-5位引入S-功能。关键步骤是相应的5-溴核苷衍生物和烷基硫醇的钯催化C-S偶联。将3-巯基丙酸丁酯偶联产物进一步转化为相应的二硫化物，即5-巯基嘧啶核苷的稳定前体。