甲基硒基 | 6486-05-1

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 中文名称: 甲基硒基
• 英文名称: methyl selenide
• 英文别名: Methylselenol；methaneselenol
• CAS: 6486-05-1
• 化学式: CH₄Se
• 分子量: 95.0028
• InChiKey: APKHDKJWSHYLEU-UHFFFAOYSA-N

物化性质

• 熔点：
  207 °C(Solv: water (7732-18-5))
• 沸点：
  12 °C(Press: 758 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.06
• 重原子数：
  2
• 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

安全信息

• 海关编码：
  2905199090

SDS

Name:	Methylselenol (Sealed Under Argon) Material Safety Data Sheet
Synonym:	None
CAS:	6486-05-1

Section 1 - Chemical Product MSDS Name:Methylselenol (Sealed Under Argon) Material Safety Data Sheet
Synonym:None

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
6486-05-1	METHYLSELENOL	ca 100	unlisted

Hazard Symbols: T
Risk Phrases: 23/25 33

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Toxic by inhalation and if swallowed. Danger of cumulative effects.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
Causes eye irritation. May result in corneal injury.
Skin:
Causes skin irritation and possible burns. Contact with the skin may cause the skin to appear to be blue and the nails brittle and yellow.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated. May cause alopecia (loss of hair). Effects may be delayed. May cause garlic smell on the breath and body.
Inhalation:
Effects may be delayed. May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. Vapor harmful. Vapors may cause dizziness or suffocation. May produce anemia, leucocytosis (increase in the white blood cell count) , cloudy swelling and fatty degeneration of the viscera.
Chronic:
Chronic exposure to selenium may cause central nervous system effects, digestive tract disturbances, pallor, garlic breath, Chronic exposure to selenium may cause pallor, garlic breath, metallic taste, anemia, liver and spleen damage. Chronic selenium poisoning is characterized by loss of hair and nails, skin lesions, and abnormalities of the nervous system.

---

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. Immediately 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 breathing is difficult, give oxygen. Get medical aid. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
Notes to Physician:
Treat symptomatically and supportively.

---

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. Use water spray to keep fire-exposed containers cool. 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:
Use agent most appropriate to extinguish fire. Cool containers with flooding quantities of water until well after fire is out. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

---

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. Provide ventilation.

---

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Wash hands before eating. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation. Use and store under argon. Use only in a chemical fume hood. Wash clothing before reuse.
Storage:
Store in a tightly closed container. Keep under an argon blanket.
Store in a cool, dry, well-ventilated area away from incompatible substances.

---

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# 6486-05-1: United Kingdom, WEL - TWA: (listed as selenium compounds): 0.1 mg TWA (except hydrogen selenide, as Se) United Kingdom, WEL - STEL: (listed as selenium compounds): 0.3 m STEL (except hydrogen selenide, as Se) United States OSHA: 0.2 mg/m3 TWA (as Se) (listed under Selenium compounds).
Belgium - TWA: (listed as selenium compounds): 0.2 mg/m3 VLE (as Japan: (listed as selenium compounds): 0.1 mg/m3 OEL (except SeH2 SeF6, as Se) Malaysia: (listed as selenium compounds): 0.2 mg/m3 TWA (as Se) Netherlands: (listed as selenium compounds): 0.1 mg/m3 MAC (as Se Spain: (listed as selenium compounds): 0.1 mg/m3 VLA-ED (except hydrogen selenide, as Se) 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:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

---

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: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: CH4Se
Molecular Weight: 95.00

---

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, excess heat.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, selenium/selenium oxides.
Hazardous Polymerization: Has not been reported.

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 6486-05-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
METHYLSELENOL - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

---

Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.*
Hazard Class: 6.1
UN Number: 2810
Packing Group: I
IMO
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing Group: I
RID/ADR
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing group: I

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: T
Risk Phrases:
R 23/25 Toxic by inhalation and if swallowed.
R 33 Danger of cumulative effects.
Safety Phrases:
S 20/21 When using do not eat, drink or smoke.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
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# 6486-05-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 6486-05-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 6486-05-1 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  甲基硒基 在 氢氧化钾 、 双氧水 作用下， 生成 二甲基二硒醚
  参考文献：
  名称：

  Efficient Syntheses of Diselenides from Selenols

  摘要：

  二硒化物可以通过硒酚与30%过氧化氢水溶液或相应的硒酸进行氧化反应，迅速且定量地制备得到。

  DOI：

  10.1055/s-1988-27489
• 作为产物：
  描述：

  二甲基二硒醚 在 sodium tetrahydroborate 作用下， 以 丙酮 为溶剂， 反应 1.0h， 生成 甲基硒基
  参考文献：
  名称：

  用于蛋白质X射线晶体学分析的O-烷基化重原子碳水化合物探针：对合成甲基2-O-甲基-L-硒基呋喃核糖苷的研究。

  摘要：

  硒代糖苷在寡糖的合成中用作反应性糖基供体。另外，这种天然糖苷的重原子类似物是有用的工具，用于使用X射线晶体学确定其凝集素受体的结构。一些凝集素，例如，构造蛋白家族的成员，仅结合具有O-烷基化的环羟基的碳水化合物表位。在这种情况下，我们报告了O-甲基化硒代糖苷，特别是甲基2-O-甲基-L-硒代富硒糖苷的首次合成，这是一种从蘑菇Laccaria bicolor产生的凝集素tectonin-2的配体。由于烷基硒代糖苷的固有不稳定性，特别是对于不稳定的岩藻糖，合成路线需要战略性修改和进一步优化。这里，

  DOI：

  10.3762/bjoc.12.282
• 作为试剂：
  描述：

  1-(4-methylphenyl)-1,1-bis(methylseleno)ethane 在 甲基硒基 、 zinc(II) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以95%的产率得到1-Methyl-4-(1-methylselanylethyl)benzene
  参考文献：
  名称：

  借助甲基硒醇和路易斯酸对某些羰基化合物的还原与缩醛化

  摘要：

  与甲基硒醇和路易斯酸反应后，脂族酮和芳族羰基化合物被缩醛化和/或还原成亚硒酸甲酯，在大多数情况下，意想不到的还原反应占主导。

  DOI：

  10.1039/c39800000451

文献信息

• Electrochemical oxidative radical cascade cyclization of olefinic amides and thiophenols towards the synthesis of sulfurated benzoxazines, oxazolines and iminoisobenzofurans
  作者：Fangling Lu、Jie Xu、Hao Li、Ke Wang、Dandan Ouyang、Linghong Sun、Mingna Huang、Jianwei Jiang、Jianguo Hu、Hesham Alhumade、Lijun Lu、Aiwen Lei

  DOI：10.1039/d1gc02914b

  日期：——

  containing N and O are important structures in pharmaceuticals, agrochemicals and functional molecules. The synthesis of these compounds usually requires complex substrates and harsh reaction conditions. Herein, we introduce a mild and efficient electrochemical oxidative strategy to construct benzoxazines, oxazolines and iminoisobenzofurans without the requirement of a transition-metal catalyst and an

  含 N 和 O 的杂环是药物、农用化学品和功能分子中的重要结构。这些化合物的合成通常需要复杂的底物和苛刻的反应条件。在此，我们引入了一种温和有效的电化学氧化策略来构建苯并恶嗪、恶唑啉和亚氨基异苯并呋喃，而无需过渡金属催化剂和外部氧化剂。在一个简单的未分开的细胞中，各种烯酰胺和苯硫酚/二硒化物反应生成 69 个硫醇化和硒化杂环的例子，产率高达 83%。此外，这种自由基级联反应为一步构建 C-S/C-Se 和 C-O 键提供了一种简便的方法。
• Novel synthesis of tertiary alkyl, secondary and tertiary benzyl, and allyl selenides from the corresponding alcohols
  作者：M. Clarembeau、A. Krief

  DOI：10.1016/s0040-4039(01)91092-5

  日期：1984.1

  We report an efficient synthesis of the title compounds from alcohols and selenols. The scope and limitations of the new method are disclosed.

  我们报告了从醇和硒醇的标题化合物的有效合成。公开了新方法的范围和局限性。
• A Convenient Preparation of 4-Methyl- and 4-Phenylseleno-1,1,1-trihalo-3-alken-2-ones and their Usefulness in the Synthesis of 3-Trihalomethyl­isoselenazoles
  作者：Marcos A. Martins、Giovani P. Bastos、Adilson P. Sinhorin、Nilo E. Zimmermann、Helio G. Bonacorso、Nilo Zanatta

  DOI：10.1055/s-2002-34854

  日期：——

  reaction of 4-methylseleno- 1,1,1-trihalo-3-alken-2-ones with bromine and ammonia lead to 3-trihalomethylisoselenazoles in good yields. The usefulness of the trichloromethyl group as a carboxyl group precursor was demonstrated by the conversion of 5-ethyl-3-trichloromethylisoselenazole to 5-ethyl-3-carboxyisoselenazole acid.

  14 种 4-甲基-和 4-苯基硒-1,1,1-三卤代-3-烯烃-2-酮的便捷合成 [CX 3 C(O)CH=CR 1 SeR。其中 X = F, Cl; R = 我，博士；和R 1 = H，烷基，芳基来自相应的4-甲氧基-1,1,1-三卤代-3-烯烃-2-酮与甲基-或苯基硒醇在醚合三氟化硼存在下的反应。4-甲基硒代-1,1,1-三卤代-3-烯烃-2-酮与溴和氨的反应以良好的收率产生3-三卤代甲基异硒唑。通过将 5-乙基-3-三氯甲基异硒唑转化为 5-乙基-3-羧基异硒唑酸证明了三氯甲基作为羧基前体的有用性。
• Novel synthetic route to aryl alkanes from aromatic aldehydes and ketones. Novel geminal dialkylation of the carbonyl group of aromatic aldehydes and ketones
  作者：Alain Krief、M. Clarembeau、Ph. Barbeaux

  DOI：10.1039/c39860000457

  日期：——

  Benzyl-lithiums, readily available from benzyl methyl selenides and alkyl-lithiums, are efficiently alkylated; this reaction allows the geminal dialkylation of the carbonyl groups of aromatic aldehydes and ketones and the geminal aryl–alkylation of aliphatic analogues.

  可从苄基甲基硒化物和烷基锂容易获得的苄基锂被有效地烷基化。该反应可以使芳香族醛和酮的羰基发生双二烷基化反应，并使脂肪族类似物的双芳基烷基化反应。
• Synthesis of 4H-benzo[e]-1,2-selanazin-4-one derivatives: a new heterocyclic ring system
  作者：Mouslim Messali、Léon E. Christiaens、Solhe F. Alshahateet、Fethi Kooli

  DOI：10.1016/j.tetlet.2007.08.082

  日期：2007.10

  The synthesis of novel 1,2-benzoselenazin-4-ones which are six-membered homologues of ebselen, is described in order to evaluate their glutathione peroxidase-like activity.

  为了评估它们的谷胱甘肽过氧化物酶样活性，描述了新颖的1,2-苯并硒氮嗪-4-酮的合成，它们是依布硒仑的六元同源物。

表征谱图