硫甲醛 | 865-36-1

• 分子结构分类: 有机化合物 - 有机硫化合物
• 中文名称: 硫甲醛
• 中文别名: [三聚]甲硫醛
• 英文名称: thioformaldehyde
• 英文别名: methyl sulfide；methanethione
• CAS: 865-36-1
• 化学式: CH₂S
• 分子量: 46.0929
• InChiKey: DBTDEFJAFBUGPP-UHFFFAOYSA-N

物化性质

• 沸点：
  141 °C
• 密度：
  0.891±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  2
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2912190090

反应信息

• 作为反应物：
  描述：

  硫甲醛 在 铜 作用下， 生成 1,1,2,2-四(4-甲氧基苯基)乙烯
  参考文献：
  名称：

  Gattermann; Reick, Chemische Berichte, 1895, vol. 28, p. 2874

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3-dithietane 生成 硫甲醛
  参考文献：
  名称：

  Bock, Hans; Hirabayashi, Takakuni; Mohmand, Shamsher, Chemische Berichte, 1982, vol. 115, # 2, p. 492 - 503

  摘要：

  DOI：
• 作为试剂：
  描述：

  2'-O-acetyl-6-O-methylerythromycin A 在 吡啶 、 盐酸 、 N-氯代丁二酰亚胺 、 硫甲醛 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 26.5h， 生成 2’-O-acetyl-3-oxo-clarithromycin 11,12-cycliccarbonate
  参考文献：
  名称：

  A Facile and Scaleable Synthesis of 3-O-Decladinose-6-methyl-10,11-dehydrate-erythromycin-3-one-2‘-acetate, an Important Intermediate for Ketolide Synthesis

  摘要：

  A facile and scaleable synthetic process of compound 2, an important intermediate for synthesis of ketolide semisynthetic antibiotics, was developed starting from commercially available clathromycin with an overall yield of similar to 74%. This synthetic pathway was composed of four steps from compound 3 which could be prepared from clathromycin without using expensive reagents such as EDC, HCl (1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride) or more active reagents such as methanesulfonic anhydride. This new process was efficient and practical as demonstrated by scale-up to prepare more than 1 kg of pure compound 2.

  DOI：

  10.1021/op060001x

文献信息

• 3,4-Dihydro-2H-pyrimido(2,1-b)benzothiazoles
  申请人：Janssen Pharmaceutica N.V.

  公开号：US04471117A1

  公开（公告）日：1984-09-11

  This invention relates to 3,4-dihydro-2H-pyrimido[2,1-b]benzothiazoles displaying monoamine-oxidase inhibiting activity. The compounds are useful as antidepressants and anti-Parkinson agents.

  这项发明涉及显示单胺氧化酶抑制活性的3,4-二氢-2H-嘧啶并[2,1-b]苯并噻唑化合物。这些化合物可用作抗抑郁药和抗帕金森病药物。
• Pyrolysis of four-membered ring molecules studied by microwave spectroscopy
  作者：M. Rodler、A. Bauder

  DOI：10.1016/0022-2860(83)90175-8

  日期：1983.2

  Abstract Very low pressure vapor phase pyrolysis (flash thermolysis) of four-membered ring compounds was followed by microwave spectroscopic detection of the reaction products. The molecules studied included substituted cyclobutanes, thietanes, oxetane and azetidine. Microwave spectroscopy is well suited not only to observe stable reaction products but also to detect unstable species formed during

  摘要 四元环化合物的极低压汽相热解（闪蒸热解）随后是反应产物的微波光谱检测。研究的分子包括取代的环丁烷、硫杂环丁烷、氧杂环丁烷和氮杂环丁烷。微波光谱不仅非常适合观察稳定的反应产物，还适合检测热解过程中形成的不稳定物质。该调查提供了有关四元环化合物热解过程中典型分解模式的大量信息。此外，还发现了生产一些不稳定分子的新方法，提高了效率。
• The generation and vibrational spectrum of matrix isolated thioformaldehyde and dideuterothioformaldehyde
  作者：M. Torres、I. Safarik、A. Clement、O. P. Strausz

  DOI：10.1139/v82-176

  日期：1982.5.15

  The photolysis of inert matrix isolated methylene trithiocarbonate at 10 K has been shown to be a clean source of thioformaldehyde. The CH2S and CD2S molecules produced this way are indefinitely stable under these conditions and their FTIR spectra could be recorded. A normal coordinate analysis has been carried out and all the normal frequencies of both molecules have been assigned.

  惰性基质分离出的三硫代碳酸亚甲酯在 10 K 下的光解已被证明是硫代甲醛的清洁来源。以这种方式产生的 CH2S 和 CD2S 分子在这些条件下是无限稳定的，并且可以记录它们的 FTIR 光谱。已经进行了法向坐标分析，并指定了两种分子的所有法向频率。
• Photolysis of Thietane and Thietane-<i>d</i>₆in Argon Matrix: Infrared Spectra of Matrix-Isolated Thioformaldehyde and Thioformaldehyde-<i>d</i>₂
  作者：Osamu Watanabe、Eiichi Suzuki、Fumio Watari

  DOI：10.1246/bcsj.64.1389

  日期：1991.4

  isolated thietane at 10 K decomposed by irradiation (λ>290 nm) to form ethylene and thioformaldehyde. The photolysis of thietane under these conditions has been shown to be a clean source of thioformaldehyde. The CH2S and CD2S molecules generated this way are indefinitely stable and their infrared spectra could be recorded.

  氩基质分离的硫杂环丁烷在 10 K 下通过辐射 (λ> 290 nm) 分解形成乙烯和硫代甲醛。在这些条件下硫杂环丁烷的光解已被证明是硫代甲醛的清洁来源。以这种方式生成的 CH2S 和 CD2S 分子是无限稳定的，并且可以记录它们的红外光谱。
• Thermal Reactions of Regioisomeric 1,2,4-Trithiolane<i>S</i>-Oxides
  作者：Grzegorz Mloston、Jaroslaw Romanski、Michael L. McKee、Hans Peter Reisenauer、Peter R. Schreiner

  DOI：10.1002/ejoc.200901440

  日期：2010.4

  The products of the gas-phase pyrolysis of two regioisomeric 1,2,4-trithiolane S-oxides were collected in an argon matrix at 10 K and studied by means of spectroscopic as well as computational methods. Whereas the main products of the pyrolysis of the "symmetrical" S-oxide were identified as thioformaldehyde S-oxide and thioformaldehyde S-sulfide, the "non-symmetrical" S-oxide gave predominantly dithioformic

  在 10 K 的氩气基质中收集两种区域异构 1,2,4-三硫戊环 S 氧化物的气相热解产物，并通过光谱和计算方法进行研究。“对称”S-氧化物热解的主要产物被鉴定为硫代甲醛S-氧化物和硫代甲醛S-硫化物，而“非对称”S-氧化物主要产生二硫代甲酸，其以s-的混合物形式存在。顺式和 s-反式构象异构体。我们提出了反应途径的合理化，包括密度泛函理论计算。