甲基汞 | 593-74-8

• 物质功能分类: 有机原料 - 有机金属类化合物 - 有机铪、汞、银、铂等
• 分子结构分类: 有机化合物 - 有机金属化合物 - 烷基金属
• 中文名称: 甲基汞
• 中文别名: 二甲基汞；2-丙烯基-4,6-联苯甲酰间苯二酚醇
• 英文名称: dimethylmercury
• 英文别名: dimethyl mercury；methyl mercury；methylmercury；dimethyl-mercury；Dimethyl-quecksilber
• CAS: 593-74-8
• 化学式: C₂H₆Hg
• 分子量: 230.66
• InChiKey: ATZBPOVXVPIOMR-UHFFFAOYSA-N

物化性质

• 熔点：
  −43 °C(lit.)
• 沸点：
  93-94 °C(lit.)
• 密度：
  2.961 g/mL at 25 °C(lit.)
• 闪点：
  42 °F
• 溶解度：
  不溶于水；极易溶于乙醇、乙醚
• 暴露限值：
  TLV-TWA: 0.01 mg (Hg)/m3 (ACGIH) PEL-TWA: 0.01 mg (Hg)/m3 (OSHA) STEL: 0.03 mg (Hg)/m3 (ACGIH) The tolerable weekly intake (TWI) levels set by World Health Organization for methyl mercury is 1.6 μg/kg body weight. The reference dose (RfD) set by the U.S. EPA is 0.1 μg/kg body weight/day (Booth and Zeller (2005).
• 物理描述：
  COLOURLESS LIQUID.
• 蒸汽密度：
  Relative vapor density (air = 1): 7.96
• 蒸汽压力：
  Vapor pressure, kPa at 20 °C: 8.8
• 稳定性/保质期：
  | 稳定性高，高度易燃，与强氧化剂不相容 |

计算性质

• 辛醇/水分配系数(LogP)：
  1.17
• 重原子数：
  3
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

ADMET

代谢

有机汞主要通过胃肠道吸收，然后通过血液流动分布到全身。有机汞与自由的半胱氨酸以及血红蛋白等蛋白质上的半胱氨酸和巯基团结合。这些复合物能够模拟甲硫氨酸，从而被运输到全身，包括通过血脑屏障和胎盘。有机汞代谢成无机汞，最终通过尿液和粪便排出体外。

Organic mercury is absorbed mainly by the gastrointestinal tract, then distributed throughout the body via the bloodstream. Organic mercury complexes with free cysteine and the cysteine and sulfhydryl groups on proteins such as haemoglobin. These complexes are able to mimic methionine and thus be transported throughout the body, including through the blood-brain barrier and placenta. Organic mercury is metabolized into inorganic mercury, which is eventually excreted in the urine and faeces. (T11)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 毒性总结

汞离子与蛋白质的巯基或硫醇基团的高亲和力结合被认为是汞活性的主要机制。通过改变细胞内巯基的状态，汞可以促进氧化应激、脂质过氧化、线粒体功能障碍和血红素代谢的变化。已知汞能与微囊体和线粒体酶结合，导致细胞损伤和死亡。例如，汞能抑制水通道蛋白，阻止细胞膜上的水流。它还抑制LCK蛋白，导致T细胞信号传导减少和免疫系统抑制。汞还被认为是通过作用于突触后神经细胞膜来抑制神经兴奋性。它还通过抑制蛋白激酶C和碱性磷酸酶来影响神经系统，这会损害大脑微血管的形成和功能，并改变血脑屏障。有机汞通过结合微管蛋白，阻止微管组装和导致有丝分裂抑制，从而产生发育效应。汞还能产生自身免疫反应，可能是通过修饰主要组织相容性复合物（MHC）II类分子、自身肽、T细胞受体或细胞表面粘附分子。

High-affinity binding of the divalent mercuric ion to thiol or sulfhydryl groups of proteins is believed to be the major mechanism for the activity of mercury. Through alterations in intracellular thiol status, mercury can promote oxidative stress, lipid peroxidation, mitochondrial dysfunction, and changes in heme metabolism. Mercury is known to bind to microsomal and mitochondrial enzymes, resulting in cell injury and death. For example, mercury is known to inhibit aquaporins, halting water flow across the cell membrane. It also inhibits the protein LCK, which causes decreased T-cell signalling and immune system depression. Mercury is also believed to inhibit neuronal excitability by acting on the postsynaptic neuronal membrane. It also affects the nervous system by inhibiting protein kinase C and alkaline phosphatase, which impairs brain microvascular formation and function, as well as alters the blood-brain barrier. Organic mercury exerts developmental effects by binding to tubulin, preventing microtubule assembly and causing mitotic inhibition. Mercury also produces an autoimmune response, likely by modification of major histocompatibility complex (MHC) class II molecules, self peptides, T-cell receptors, or cell-surface adhesion molecules. (L7, A8, A25, A26)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 致癌物分类

2B，可能对人类有致癌性。

2B, possibly carcinogenic to humans. (L135)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 健康影响

水银主要影响神经系统。接触高水平的金属汞、无机汞或有机汞可能会永久性地损害大脑、肾脏和发育中的胎儿。对大脑功能的影响可能导致易怒、害羞、震颤、视力或听力改变以及记忆问题。儿童中的水银中毒，即手足粉红病，特点是手和脚疼痛和粉红色色素沉着。水银中毒还可能引起亨特-拉塞尔综合症和米纳特病。

Mercury mainly affects the nervous system. Exposure to high levels of metallic, inorganic, or organic mercury can permanently damage the brain, kidneys, and developing fetus. Effects on brain functioning may result in irritability, shyness, tremors, changes in vision or hearing, and memory problems. Acrodynia, a type of mercury poisoning in children, is characterized by pain and pink discoloration of the hands and feet. Mercury poisoning can also cause Hunter-Russell syndrome and Minamata disease. (L7)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 暴露途径

该物质可以通过吸入其蒸汽、透过皮肤和通过摄入被身体吸收。

The substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion.

来源:ILO-WHO International Chemical Safety Cards (ICSCs)

毒理性

• 暴露途径

口服（L7）；吸入（L7）；皮肤给药（L7）

Oral (L7) ; inhalation (L7); dermal (L7)

来源:Toxin and Toxin Target Database (T3DB)

安全信息

• 危险等级：
  3.1
• 危险品标志：
  T+,N
• 安全说明：
  S26,S36
• 危险类别码：
  R26/27/28
• WGK Germany：
  3
• 包装等级：
  II
• 危险类别：
  3.1
• 危险品运输编号：
  UN 3383
• 储存条件：
  | 易燃区域 |

SDS

Name:	Dimethylmercury 95% Material Safety Data Sheet
Synonym:	None
CAS:	593-74-8

Section 1 - Chemical Product MSDS Name:Dimethylmercury 95% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
593-74-8	Dimethylmercury	95	209-805-3

Hazard Symbols: T+ F
Risk Phrases: 11 33 39/27

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Highly flammable. Danger of cumulative effects. Very toxic : danger of very serious irreversible effects in contact with skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be fatal if absorbed through the skin.
May cause skin sensitization, an allergic reaction, which becomes evident upon re-exposure to this material. If absorbed, causes symptoms similar to those of inhalation. Effects may be delayed. May cause severe dermatitis and burns.
Ingestion:
May cause irritation of the digestive tract. May cause effects similar to those for inhalation exposure.
Inhalation:
Inhalation of fumes may cause metal fume fever, which is characterized by flu-like symptoms with metallic taste, fever, chills, cough, weakness, chest pain, muscle pain and increased white blood cell count. Systemic intoxication is cumulative and has been fatal. May produce numbness and tingling of the lips, hands, and feet (paresthesia) and ataxia (failure of muscular coordination).
Exposure may produce speech disturbances, constriction of the visual fields, hearing impairment, and emotional disturbances. Severe intoxication may produce clonic seizures, (which may be irreversible), incontinence, spasticity, jerking of the limbs, head, and shoulders. Severe intoxication may produce emotional disturbances, hypersalivation, tearing, nausea, vomiting, and diarrhea or constipation.
Chronic:
Prolonged or repeated skin contact may cause dermatitis. Chronic inhalation and ingestion may cause effects similar to those of acute inhalation and ingestion. May cause fetal effects. Chronic exposure to mercury may cause permanent central nervous system damage, fatigue, weight loss, tremors, personality changes. Chronic ingestion may cause accumulation of mercury in body tissues. Chronic exposure to mercury vapors may produce weakness, fatigue, anorexia, loss of weight and gastrointestinal disturbances which is collectively referred to as asthenic-vegetative syndrome or micromercurialism. Chronic exposure to mercury compounds may produce immunologic glomerular disease.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately. Do NOT allow victim to rub eyes or keep eyes closed.
Skin:
Get medical aid immediately. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Wash clothing before reuse. Discard contaminated clothing in a manner which limits further exposure. SPEEDY ACTION IS CRITICAL! Ingestion:
If victim is conscious and alert, give 2-4 cupfuls of milk or water.
Never give anything by mouth to an unconscious person. Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Notes to Physician:

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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. Vapors may form an explosive mixture with air.
During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Use water spray to keep fire-exposed containers cool. Containers may explode in the heat of a fire. Flammable liquid and vapor. Vapors may be heavier than air.
They can spread along the ground and collect in low or confined areas. Containers may explode when heated.
Extinguishing Media:
For small fires, use dry chemical, carbon dioxide, water spray or alcohol-resistant foam. For large fires, use water spray, fog, or alcohol-resistant foam. Use water spray to cool fire-exposed containers. Water may be ineffective. Do NOT use straight streams of water.

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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. Remove all sources of ignition.
Provide ventilation. A vapor suppressing foam may be used to reduce vapors. Water spray may reduce vapor but may not prevent ignition in closed spaces.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Ground and bond containers when transferring material. Use spark-proof tools and explosion proof equipment. Do not get in eyes, on skin, or on clothing. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep container tightly closed. Keep away from heat, sparks and flame. Do not ingest or inhale. Use only in a chemical fume hood. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames.
Storage:
Keep away from heat, sparks, and flame. Keep away from sources of ignition. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use only under a chemical fume hood.
Exposure Limits CAS# 593-74-8: United States OSHA: 0.4 mg/m3 Ceiling (listed under Mercury, alk compounds).
Belgium - TWA: (listed as mercury, alkyl compounds): 0.01 mg/m3 V (as Hg) Belgium - STEL: (listed as mercury, alkyl compounds): 0.03 mg/m3 (as Hg) France - VME: (listed as mercury, alkyl compounds): 0.01 mg/m3 VM (as Hg) Germany: (listed as mercury, alkyl compounds): 0.01 mg/m3 VME (as Malaysia: (listed as mercury, alkyl compounds): 0.01 mg/m3 TWA (a Hg) Netherlands: (listed as mercury, alkyl compounds): 0.02 mg/m3 STE (as Hg) Netherlands: (listed as mercury, alkyl compounds): 0.01 mg/m3 MAC Hg) Spain: (listed as mercury, alkyl compounds): 0.01 mg/m3 VLA-ED (a Hg) Spain: (listed as mercury, alkyl compounds): 0.03 mg/m3 VLA-EC (a Hg) Personal Protective Equipment Eyes: Wear chemical splash goggles. 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 plastic-laminate glove (SilverShield) alone or in combination with other gloves.
Clothing:
Wear appropriate protective clothing to prevent skin exposure. Wear an impervious apron.
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: faint sweet odor
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 93 - 94 deg C
Freezing/Melting Point: -43 deg C
Autoignition Temperature: Not available.
Flash Point: 5 deg C ( 41.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: N/A
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: 2.9610g/cm3
Molecular Formula: C2H6Hg
Molecular Weight: 230.67

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, ignition sources, excess heat.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, toxic fumes of mercury.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 593-74-8: OW3010000 LD50/LC50:
Not available.
Carcinogenicity:
Dimethylmercury - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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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: FLAMMABLE LIQUID, TOXIC, N.O.S.*
Hazard Class: 3 (6.1)
UN Number: 1992
Packing Group: I
IMO
Shipping Name: FLAMMABLE LIQUID, TOXIC, N.O.S.
Hazard Class: 3.2 (6.1)
UN Number: 1992
Packing Group: I
RID/ADR
Shipping Name: FLAMMABLE LIQUID, TOXIC, N.O.S.
Hazard Class: 3 (6.1)
UN Number: 1992
Packing group: I

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: T+ F
Risk Phrases:
R 11 Highly flammable.
R 33 Danger of cumulative effects.
R 39/27 Very toxic : danger of very serious
irreversible effects in contact with skin.
Safety Phrases:
S 9 Keep container in a well-ventilated place.
S 13 Keep away from food, drink and animal feeding
stuffs.
S 16 Keep away from sources of ignition - No
smoking.
S 28A After contact with skin, wash immediately with
plenty of water.
S 33 Take precautionary measures against static
discharges.
S 36 Wear suitable protective clothing.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 593-74-8: No information available.
Canada
CAS# 593-74-8 is listed on Canada's NDSL List.
CAS# 593-74-8 is listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 593-74-8 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

二甲基汞（DMeHg）是一种被认为毒性极强的汞化合物之一。由于其强大的生物累积性和生物放大效应，对人类健康构成了严重威胁。它还具有很强的挥发性，并能以气态形式存在于空气中。

用途

主要用来制备三甲基镓。

来源

1. 海洋表层检测到大量DMeHg，其中一部分可通过光降解、热解和生物吸收过程减少，另一部分则可能挥发至大气中。
2. 在垃圾填埋场及其下风向区域，检测到的DMeHg浓度是已报道空气背景值的3至4倍，某些填埋场中的DMeHg浓度甚至超过空气中总气态汞浓度的一倍多。
3. 此外，在红树林沉积物、泛滥平原土壤、背景空气及城市地区也检测到了DMeHg。

反应信息

• 作为反应物：
  描述：

  甲基汞 在 permanganate(VII) ion 作用下， 生成 氯化甲基汞
  参考文献：
  名称：

  Seidel, Journal fur praktische Chemie (Leipzig 1954), 1884, vol. <2>29, p. 135

  摘要：

  DOI：
• 作为产物：
  描述：

  甲基自由基 在 汞 作用下， 生成 甲基汞
  参考文献：
  名称：

  Pearson; Purcell, Journal of the Chemical Society, 1935, p. 1154

  摘要：

  DOI：
• 作为试剂：
  描述：

  N-bromobis(trifluoromethyl)amine 在 甲基汞 作用下， 生成 bis{bis(trifluoromethyl)amino} mercury
  参考文献：
  名称：

  双三氟甲基氨基汞和碘代双三氟甲基胺的制备及性能

  摘要：

  与相应的卤化磷相反，N-溴-或N-氯-双三氟甲胺与对称汞R 2 Hg（R = CH 3或SCF 3）反应，得到混合的汞衍生物（CF 3）2 NHgR。已研究了混合汞与含卤素化合物的某些反应，从而导致了新化合物N-碘代双三氟甲胺的制备。

  DOI：

  10.1039/j19660000367

文献信息

• Synthesis of Methyl-mercury Compounds by Extracts of a Methanogenic Bacterium
  作者：J. M. WOOD、F. SCOTT KENNEDY、C. G. ROSEN

  DOI：10.1038/220173a0

  日期：1968.10

  THERE have been incidences of extensive alkyl-mercury poisoning in Japan and Sweden. In Japan a large number of people belonging to the fishing population around Minamata Bay were seriously affected by what is now called Minamata disease. This incident was traced back to pollution of the bay with the mercury containing effluent of a large chemical plant. When methyl thiomethyl-mercury was isolated from shellfish in the area of the bay it was suggested that mercury could be alkylated by “plankton and other marine life”2. It was discovered later that the spent catalyst of an acetaldehyde reactor, which caused the pollution, contained approximately 1 per cent methyl mercury; and the biological methylation of mercury was thought to be insignificant.

  在日本和瑞典曾发生过大规模烷基汞中毒事件。在日本，环绕水俣湾的渔民群体中有大量人口严重受到现在被称为水俣病的病症影响。这一事件追溯到一家大型化工厂含有汞的废水对海湾造成的污染。当从海湾区域贝类中分离出甲基硫甲基汞时，有人提出汞可以通过“浮游生物和其他海洋生物”进行烷基化。后来发现，导致污染的乙醛反应器的废催化剂含有约1%的甲基汞；而生物对汞的甲基化作用被认为是不显著的。
• Synthesis, characterization, and C–H activation reactions of novel organometallic O-donor ligated Rh(III) complexes
  作者：William J. Tenn、Brian L. Conley、Steven M. Bischof、Roy A. Periana

  DOI：10.1016/j.jorganchem.2010.09.021

  日期：2011.1

  The synthesis and characterization of the O-donor ligated, air and water stable organometallic complexes trans- (2), and cis-(hfac-O,O)2Rh(CH3)(py) (3), trans-(hfac-O,O)2Rh(C6H5)(py) (4), cis-(hfac-O,O)2Rh(C6H5)(py) (5), and cis-(hfac-O,O)2Rh(Mes)(py) (6) (where hfac-O,O = κ2-O,O-1,1,1,5,5,5-hexafluoroacetylacetonato) are reported. These compounds are analogues to the O-donor iridium complexes that

  O-供体连接的，对空气和水稳定的有机金属配合物反式-（2）和顺式-（hfac-O，O）2 Rh（CH 3）（py）（3），反式-（hfac ）的合成与表征-O，O）2 Rh（C 6 H 5）（py）（4），顺式（hfac-O，O）2 Rh（C 6 H 5）（py）（5）和顺式（hfac- O，O）2的Rh（MES）（PY）（6）（其中HFAC-O，O =κ 2报道了-O，O-1，1，1，1，5，5，5-六氟乙酰丙酮。这些化合物是O-供体铱配合物的类似物，O-供体铱配合物是加氢芳基化反应和CH-H活化反应的活性催化剂，以及我们最近报道的双乙酰丙酮铑配合物。的反式-配合物2所经历的定量反式到顺式异构化在环己烷中，以形成3，其激活的C-H键在两个苯和均三甲苯形成化合物5和6分别。所有这些化合物对空气和水都是稳定的，不会导致分解产物。复杂5 促进苯进行苯乙烯的加氢芳基化反应，生成二氢sti。
• Protection of Endogenous Thiols against Methylmercury with Benzimidazole-Based Thione by Unusual Ligand-Exchange Reactions
  作者：Mainak Banerjee、Ramesh Karri、Ashish Chalana、Ranajit Das、Rakesh Kumar Rai、Kuber Singh Rawat、Biswarup Pathak、Gouriprasanna Roy

  DOI：10.1002/chem.201605238

  日期：2017.4.27

  (GSH) to form MeHgCys and MeHgSG complexes. Herein, it is reported that the N,N‐disubstituted benzimidazole‐based thione 1 containing a N−CH2CH2OH substituent converts MeHgCys and MeHgSG complexes to less toxic water‐soluble HgS nanoparticles (NPs) and releases the corresponding free thiols CysH and GSH from MeHgCys and MeHgSG, respectively, in solution by unusual ligand‐exchange reactions in phosphate

  甲基汞（MeHg +）等有机物是对人类最具毒性的物质。除了抑制蛋白质外，MeHg +还通过与内源性巯基半胱氨酸（CysH）和谷胱甘肽（GSH）牢固结合形成MeHgCys和MeHgSG复合物，发挥细胞毒性作用。在此，据报道含有N-CH 2 CH 2的N，N-二取代的苯并咪唑基硫酮1OH取代基将MeHgCys和MeHgSG复合物转化为毒性较小的水溶性HgS纳米颗粒（NPs），并通过在37°C下在磷酸盐缓冲液中进行不寻常的配体交换反应，分别从MeHgCys和MeHgSG中释放出相应的游离硫醇CysH和GSH。但是，尽管含有N-CH 2 CH 2 OH取代基，但相应的N-取代的苯并咪唑基硫酮7和N，N-二取代的咪唑基硫酮3未能转化MeHgX（X = Cys和SG）到相同的反应条件下的HgS的NP，这表明不仅N-CH 2 CH 2 OH基团，但在苯并咪唑环和N，N-二取代1导致在1：1 MeHg共轭
• σ-Bonded early transition metal–carbon derivatives. Part III. Complexes of methyltungsten(<scp>VI</scp>) pentahalide, halide oxide, and halide dioxide
  作者：Catherine Santini-Scampucci、Jean G. Riess

  DOI：10.1039/dt9760000195

  日期：——

  Methyltungsten(VI) pentachloride has been obtained from WCl6 with HgMe2, and characterised by n.m.r. and i.r. spectroscopy. Reactions of WMeCl5 with bidentate ligands give WMeCl5·L adducts L = Ph2P[CH2]2PPh2 or O[OP(NMe2)2]2}, while unidentate ligands give either extensive reduction [MeCN, SO(OMe)2, PO(OMe)3, or P(NMe2)3O] or chlorine–oxygen exchange reactions to WMeCl3O·L or WMeClO2·2L compounds

  已从WCl 6中以HgMe 2的形式获得了五氯化甲基钨（VI），并通过核磁共振和红外光谱对其进行了表征。WMeCl 5与双齿配体的反应生成WMeCl 5 ·L加合物L = Ph 2 P [CH 2 ] 2 PPh 2或O [OP（NMe 2）2 ] 2 }，而身份不明的配体则产生大量还原[MeCN，SO （OMe）2，PO（OMe）3或P（NMe 2）3 O]或氯-氧交换反应生成WMeCl 3 O·L或WMeClO 2·2L化合物[P（NMe 2）3 O，PPh 3 O，AsPh 3 O或SMe 2 O]。已经研究了HgMe 2，ZnMe 2，MgMe 2和MgMel对WCl 4 O的烷基化作用，并显示出在很大程度上取决于溶剂。在含有7％乙醚的戊烷中使用MgMe 2可获得最佳结果。
• Reactions of organomercury fulminates with acetylene derivatives
  作者：Francesco De Sarlo、Antonio Guarna、Andrea Goti、Alberto Brandi

  DOI：10.1016/0022-328x(84)80289-2

  日期：1984.7

  Organomercury fulminates react with acetylene derivatives to give unstable 3-(organomercurio)isoxazoles, which isomerize to 2-cyanoenolates. These are hydrolyzed with hydrochloric acid to the corresponding enols and are cleaved by water at the double bond. With monosubstituted acetylenes, substitution at the free position by the organomercury residue is predominant.

  富集的有机聚汞与乙炔衍生物反应生成不稳定的3-（有机聚乙氧基）异恶唑，其异构化为2-氰基烯酸酯。它们用盐酸水解成相应的烯醇，并在双键处被水裂解。对于单取代的乙炔，主要是在自由位置被有机汞残基取代。

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