삼차뷰틸 머캡탄

그림문자(GHS)

• 그림문자(GHS)

  

• 신호 어

  Danger

• 유해·위험 문구

  H225：고인화성 액체 및 증기

  H317：알레르기성 피부 반응을 일으킬 수 있음

  H411：장기적 영향에 의해 수생생물에 유독함

• 예방조치문구

  P210：열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.

  P233：용기를 단단히 밀폐하시오. 용기는 환기가 잘 되는 곳에 단단히 밀폐하여 보관하시오.

  P240：용기와 수용설비를 접지 및 접합시키시오.

  P273：환경으로 배출하지 마시오.

  P280：보호장갑/보호의/보안경/안면보호구를 착용하시오.

  P303+P361+P353：피부(또는 머리카락)에 묻으면 오염된 모든 의복은 벗거나 제거하시오 피부를 물로 씻으시오/샤워하시오.

삼차뷰틸 머캡탄 화학적 특성, 용도, 생산

• 개요

  tert-Butylthiol, also known as 2-methyl propane-2-thiol, 2- methyl-2-propane thiol, tert-butyl mercaptan (TBM), and t-BuSH, is an organo sulfur compound with the formula (CH₃)₃CSH. This thiol may have been used as a flavoring agent, as an odorant for natural gas (which is odorless), and also in a wide range of organic reactions.

• 화학적 성질

  liquid with an exceedingly unpleasant smell

• 용도

  2-Methyl-2-propanethiol was used in reaction of 2-methyl-2-propanethiol on Mo(110) using temperature programmed reaction, high resolution electron enegy loss and X-ray photoelectron spectroscopies. It was used in the synthesis of chain-transfer agents for reversible addition-fragmentation chain-transfer copolymerization of vinylidene chloride and methyl acrylate.

• 제조 방법

  tert-Butyl thiol likely does not occur naturally, but at least one publication has listed it as a very minor component of cooked potatoes. The compound was first prepared in 1890 by Leonard Dobbin by the reaction of zinc sulfide and t-butyl chloride.
  The compound was later prepared in 1932 by the reaction of the Grignard reagent, t-BuMgCl, with sulfur to give the corresponding thiolate, followed by hydrolysis. This preparation is shown below:
  t-BuMgCl + S → t-BuSMgCl
  t-BuSMgCl + H₂O → t-BuSH + Mg(OH)Cl
  It is currently prepared industrially by the reaction of isobutylene with hydrogen sulfide over a clay (silica alumina) catalyst.

• 화학 반응

  tert-Butylthiol can react with metal alkoxides and acyl chlorides to form thiol esters, as shown in the equation :
  In the reaction above, thallium (I) ethoxide converts to thallium (I) t-butyl thiolate. In the presence of diethyl ether, thallium (I) tbutylthiolate reacts with acyl chlorides to give the corresponding tertbutyl thioesters. Like other thio esters, it reverts back to tert-butylthiol by hydrolysis.
  Lithium 2-methyl propane-2-thiolate can be prepared by treatment of tert-butyl thiol with lithium hydride in an aprotic solvent such as hexa methyl phosphorous triamide (HMPT). The resulting thiolate salt is a useful demethylating reagent. For example, treatment with 7- methyl guanosine gives guanosine. Other N-methylated nucleosides in tRNA are not demethylated by this reagent .

• 일반 설명

  2-Methyl-2-propanethiol undergoes ring opening nucleophilic reaction with 3-isothiazolones and reaction kinetics studies suggested reaction was second order in thiol and third order overall.

• 위험도

  Flammable, dangerous fire risk. Very toxic.

• Safety Profile

  Moderately toxic by intraperitoneal route. Mildly toxic by ingestion. An eye irritant. A very dangerous fire hazard when exposed to heat or flame. Can react vigorously with oxidizing materials. To fight fire, use alcohol foam, dry chemical, mist, fog. When heated to decomposition or on contact with acid or acid fumes it emits highly toxic fumes of SOx.

• Safety

  Even in well ventilated areas, extreme caution must be made when handling tert-butylthiol as it is a highly odorous chemical with an odor threshold of < 0.33 ppb. Extreme caution is not due to toxicity, but due to the significant odor and concerns that this odor would cause to the many individuals that might be exposed. The PEL for thiols of most types is 500 ppb, primarily due to reaction of nausea at levels of 2–3 ppm. The LC₅₀ of tert-butylthiol is much, much higher.

• Purification Methods

  Dry the thiol for several days over CaO, then distil it from CaO. Purify it as for 2-methylpropane-1-thiol above. [Beilstein 1 H 383, 1 II 416, 1 III 1589, 1 IV 1634.]

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