4-甲基-4-巯基-2-戊酮 | 19872-52-7

• 物质功能分类: 香精与香料 - 合成香料 - 硫醇类香料
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-甲基-4-巯基-2-戊酮
• 中文别名: 4-巯基-4-甲基-2-戊酮,硫甲基戊酮-4,4,2；4-巯基-4-甲基-2-戊酮；硫甲基戊酮-4,4,2；4-甲基-4-巯基-戊-2-酮
• 英文名称: 4-mercapto-4-methylpentan-2-one
• 英文别名: 4-mercapto-4-methyl-2-pentanone；4-methyl-4-sulfanylpentan-2-one；4-sulfanyl-4-methylpentan-2-one
• CAS: 19872-52-7
• 化学式: C₆H₁₂OS
• mdl: MFCD00085208
• 分子量: 132.227
• InChiKey: QRNZMFDCKKEPSX-UHFFFAOYSA-N

物化性质

• 沸点：
  174℃
• 密度：
  0.961
• 闪点：
  54 °C
• 溶解度：
  可溶于氯仿、甲醇（微量）
• LogP：
  1.23
• 物理描述：
  colourless to pale yellow liquid; roasted meaty aroma
• 折光率：
  1.431-1.437
• 保留指数：
  915;915;915;915;915;915;915

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  18.1
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• TSCA：
  Yes
• 危险等级：
  3
• 安全说明：
  S26
• 危险类别码：
  R10,R36/37/38
• 海关编码：
  2930909090
• WGK Germany：
  3
• 包装等级：
  III
• 危险类别：
  3
• 危险性防范说明：
  P261,P305+P351+P338
• 危险品运输编号：
  1993
• 危险性描述：
  H225,H319,H335
• 储存条件：
  存放于惰性气体中，避免与空气接触。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Mercapto-4-methylpentan-2-one
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H226: Flammable liquid and vapour
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
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

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Section 3. Composition/information on ingredients.
Ingredient name: 4-Mercapto-4-methylpentan-2-one
CAS number: 19872-52-7

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Storage: Store in closed vessels.

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
No data
Boiling point:
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C6H12OS
Molecular weight: 132.2

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, sulfur oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
UN Number: UN3336 Class: 3 Packing group: III
Proper shipping name: MERCAPTANS, LIQUID, FLAMMABLE, N.O.S. OR MERCAPTAN MIXTURE, LIQUID, FLAMMABLE
N.O.S. (4-Mercapto-4-methylpentan-2-one)

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

食品添加剂最大允许使用量与最大允许残留量标准

添加剂中文名称	允许使用该种添加剂的食品中文名称	添加剂功能	最大允许使用量（g/kg）	最大允许残留量（g/kg）
4-巯基-4-甲基-2-戊酮	食品	食品用香料	用于配制香精的各香料成分不得超过在GB 2760中的最大允许使用量和最大允许残留量	-

请注意，上述标准仅针对4-巯基-4-甲基-2-戊酮，并限于食品用香料。

反应信息

• 作为反应物：
  描述：

  4-甲基-4-巯基-2-戊酮 在 sodium perborate tetrahydrate 、 potassium carbonate 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 4-(allylsulfonyl)-4-methylpentan-2-one
  参考文献：
  名称：

  烷基烯丙基砜的面向多样性的脱磺酰基官能化

  摘要：

  通过自由基化学，已开发了具有多种砜类试剂的烷基烯丙基砜的多样性导向型脱磺酰基官能化方法。易于安装的烯丙基磺酰基部分充当C自由基的前体，使用硫基自由基捕获剂将其替换为各种官能团。这种方法的普遍性已由成功的脱磺酰基化炔基化，叠氮化，三氟甲硫基化，亚磺酰基化，三氟甲基硒基化，卤化和氘化证明。该方法与多种官能团兼容。考虑到氘，以高收率掺入氘以高收率获得产物。

  DOI：

  10.1002/anie.201903668
• 作为产物：
  描述：

  4-甲基-3戊烯-2-酮 在 硫化氢 、 三乙胺 作用下， 反应 36.0h， 生成 4-甲基-4-巯基-2-戊酮
  参考文献：
  名称：

  A Centrosymmetrical Di-thiolato-bridged Dinuclear Nickel(II) Compound; Bis-µ-S-(7-amino-2,4-dimethyl-5-azahept-4-ene-2-thiolato)dinickel(II) Perchlorate

  摘要：

  标题化合物是由 4-巯基-4-甲基戊-2-酮与双(乙烷-1,2-二胺)高氯酸镍(II)反应生成的。 双（乙烷-1,2-二胺）高氯酸镍（II）反应生成的标题化合物，具有一个中心对称的 二核阳离子。每个单态基态镍（II）离子都在四面体 四面体配位。 原子和一分子 7-氨基-2,4-二羟基-2,4-二甲基巯基硫原子的四扭曲方平面配位。 7-氨基-2,4-二甲基-5-氮杂庚-4-烯-2-硫醇酸盐 (adet¯) 分子中的伯胺和亚胺氮原子以及硫醇硫原子与另一分子中的硫原子 分子的硫原子，与两个配体的硫原子形成一个 平面 Ni2S2 桥基 {[Ni2-µ-（adet）2］ (ClO4)2、 C16H34C12N4Ni2O8S2、 Mr 662-9，单斜、 P21/c，a 8-267(1)、 b 9-952(1)，c 16-234(2)埃，β 103-010(2)°、 R1 0-033 for 2531 反射}。

  DOI：

  10.1071/c97005

文献信息

• Eine einfache Synthese von Cephamdervaten
  作者：Horst W. Schnabel、Dieter Grimm、Harald Jensen

  DOI：10.1002/jlac.197419740311

  日期：1974.4.30

  β-Mercaptocarbonylverbindungen wurden mit 4-Acetoxy-2-azetidinon zu 4-Hydroxycephamderivaten kondensiert und aus diesen nach verschiedenen Methoden Δ3-Cephemderivate und das Δ3-cephem selbst hergestellt.

  β-mercaptocarbonyl化合物与4-乙酰氧基-2-氮杂环丁酮缩合，得到4- hydroxycepham衍生物和从这些，根据各种方法，Δ 3 -cephem衍生物和Δ 3 -cephem本身制备。
• BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
  申请人：SENOMYX, INC.

  公开号：US20160376263A1

  公开（公告）日：2016-12-29

  The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.

  本发明涵盖已知用于改变苦味感知的化合物和组合物，以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种：冷却剂；无活性药物成分；活性药用成分；食品添加剂或食品；调味剂或调味增强剂；食品或饮料产品；苦味化合物；甜味剂；苦味剂；酸味调味剂；咸味调味剂；鲜味调味剂；植物或动物产品；已知用于宠物护理产品中的化合物；已知用于个人护理产品中的化合物；已知用于家用产品中的化合物；制药制剂；局部制剂；大麻衍生或与大麻相关的产品；已知用于口腔护理产品中的化合物；饮料；香味、香水或除臭剂；已知用于消费品中的化合物；硅化合物；磨料；表面活性剂；发热剂；吸烟物品；脂肪、油脂或乳化剂；和/或益生菌或补充剂。
• From symmetrical tetrasulfides to trisulfide dioxides <i>via</i> photocatalysis
  作者：Kai Gong、Yilin Zhou、Xuefeng Jiang

  DOI：10.1039/d1gc03242a

  日期：——

  achieved symmetrical tetrasulfides. Stern–Volmer analysis and radical quenching experiments demonstrated the occurrence of a single electron transfer between the photocatalyst and sulfinic acid. Bioactive molecules such as the antihypertensive drug captopril, allicin derivatives, amino acids and terpenes were efficiently and reversibly linked through sulfur–sulfur covalent bonds. Furthermore, flow-setup syntheses

  已经建立了涉及光催化的直接策略，用于从容易获得的对称四硫化物获取三氧化二硫。Stern-Volmer 分析和自由基猝灭实验证明了光催化剂和亚磺酸之间发生了单电子转移。抗高血压药物卡托普利、大蒜素衍生物、氨基酸和萜烯等生物活性分子通过硫硫共价键高效可逆地连接。此外，在克规模上成功实现了二氧化三硫化物的流动设置合成，表明所开发的协议在实际工业应用中具有巨大潜力。
• CALICHEAMICIN ANTIBODY DRUG CONJUGATES LINKING AN AMIDOACETYL GROUP TO A SUGAR MOIETY ON CALICHEAMICIN
  申请人：Sorrento Therapeutics, Inc.

  公开号：US20170281758A1

  公开（公告）日：2017-10-05

  There is disclosed a calicheamicin antibody drug conjugate comprising a linking amidoacetyl group covalently bound to a sugar moiety on calicheamicin or linking to sulfur atom on calicheamicin through disulfide bond.

  披露了一种卡利基霉素抗体药物结合物，包括共价结合到卡利基霉素上的糖基上的连接酰胺乙基基团，或通过二硫键连接到卡利基霉素上的硫原子。
• Cassis and Green Tea: Spontaneous Release of Natural Aroma Compounds from β‐Alkylthioalkanones
  作者：Sarah Bättig、Timothy Egger、Olga Gey、Christian G. Bochet、Felix Flachsmann

  DOI：10.1002/hlca.202100135

  日期：2021.11

  are released. Since β-mercaptoketones are potent natural aroma compounds occurring in many fruits, herbs and flowers, the discovery of an enzyme-independent molecular precursor for this class of high-impact molecules is of practical importance. Moreover, the formation of β-diketones and aldehydes by concomitant oxidation at the α-sulfur-position enhances the versatility of this class of aroma precursors

  β-烷基硫代烷酮在环境空气中缓慢降解的深度顶空分析导致发现了一种新的 δ-裂解途径，通过该途径释放 β-巯基酮。由于 β-巯基酮是存在于许多水果、草药和花卉中的强效天然香气化合物，因此发现此类高影响分子的不依赖酶的分子前体具有实际意义。此外，通过在 α-硫位处伴随氧化形成 β-二酮和醛增强了此类香气前体的多功能性。提出了一种机制模型，该模型表明氧化降解是通过最初形成的过亚砜的新型普默雷型重排发生的。

表征谱图