β,β,β-trideuterioethylmagnesium bromide | 111582-48-0

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: β,β,β-trideuterioethylmagnesium bromide
• 英文别名: β-perdeuteriated ethylmagnesium bromide；(ethyl-2,2,2-d₃)magnesium bromide；2,2,2-(trideutero)ethylmagnesium bromide；2,2,2-trideuterioethylmagnesium bromide；d₃-ethylmagnesium bromide；ethyl-2,2,2-d3-magnesium bromide
• CAS: 111582-48-0
• 化学式: C₂H₅BrMg
• 分子量: 136.247
• InChiKey: TWTWFMUQSOFTRN-DHLLOTLESA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.44
• 重原子数：
  4.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 β,β,β-trideuterioethylmagnesium bromide 生成 丙醇-D3
  参考文献：
  名称：

  The reactions of metastable [C5 H10 O]+˙ ions with the oxygen on the second carbon

  摘要：

  AbstractNearly all [C5H10O]+˙ isomers with the oxygen on the second carbon are shown to interconvert with each other and lose methyl and ethylene at the threshold for dissociation. The methyls contain the carbons from the 1‐ and 5‐positions with about equal frequency, and C(3) or perhaps C(4) about half as often as either terminal carbon. CH3 CH2 CH2 CO+ is formed by loss of the C(1) methyl and magnified image by loss of the C(5) methyl. Hydorgen transfer between C(5) and the oxygen and between the oxygen and C(4) are facile, and 1,2‐hydrogen transfers between C(3) and C(4) occur with high frequency. Extensive skeletal rearrangements also take placae by 1,2‐shifts between C(2), C(3) and C(4). We attribute the occurrence of teh three‐center shifts between C(2), C(3) and C(4) to the presence of considerable charge density on C(2) and C(3) in many of the [C5H10O]+˙ isomers. The isomerizations of [C5H10O]+˙ can be considered a mixture of free radical and carbocation reactions. Strong similarities exist between the isomerizations of metastable [C5H10O]+˙ ions with the oxygen on the second carbon and those of isomers of ionized butanoic acid, methyl butanoate and n‐butanal.

  DOI：

  10.1002/oms.1210190802
• 作为产物：
  描述：

  2,2,2-氘代溴乙烷 生成 β,β,β-trideuterioethylmagnesium bromide
  参考文献：
  名称：

  OHTA, NOBUAKI;ENDO, MASATO;ICHIKAWA, TAKAHISA, BULL. FAC. ENG. HIROSHIMA UNIV., 1985, 33, N 2, 143-148

  摘要：

  DOI：
• 作为试剂：
  描述：

  2-methoxydec-3-yne 在 copper(I) bromide dimethylsulfide complex 、 水 、 β,β,β-trideuterioethylmagnesium bromide 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 3-癸炔 、 癸-2,3-二烯 、 3-methylundec-4-yne 、 4-Ethyldeca-2,3-diene 、 、 丁烷 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Allenes and acetylenes. 28. On the mechanism of reduction of propargylic ethers and acetates with organocuprates

  摘要：

  DOI：

  10.1021/jo00196a003

文献信息

• [EN] PROCESSES FOR THE SYNTHESIS OF CHIRAL 1-ALKANOLS<br/>[FR] PROCÉDÉS DE SYNTHÈSE DE 1-ALCANOLS CHIRAUX
  申请人：PURDUE RESEARCH FOUNDATION

  公开号：WO2015106045A1

  公开（公告）日：2015-07-16

  The invention relates to highly enantioselective processes for the synthesis of chiral 1-alkanols via Zr-catalyzed asymmetric carboalumination of alkenes.

  这项发明涉及通过锆催化的不对称烯烃碳铝化反应合成手性1-烷醇的高对映选择性过程。
• Ion-neutral complexes as intermediates in the decompositions of C5H10O2.cntdot.+ isomers
  作者：David J. McAdoo、Charles E. Hudson、Mark Skyiepal、Ellen Broido、Lawrence L. Griffin

  DOI：10.1021/ja00259a012

  日期：1987.12

  Les acides valerique methyl-3 butyrique ionises et l'isomere enolique de l'acetate d'isopropyle ionise passent en partie via des intermediaires communs avant leur decomposition en CH 3 ĊHC(OH) 2 + et CH 3 C(OH) 2 +

  Les acides valeriquemethyl-3 butyrique ionises et l'isomere enolique de l'acetate d'isopropyle ionise passent en partie via des intermediaires commons avant leurresolution en CH 3 ĊHC(OH) 2 + et CH 3 C(OH) 2 +
• Synthesis and<i>β</i>-Hydrogen Elimination of Water-Soluble Dialkylplatinum(II) Complexes in Water
  作者：Sanshiro Komiya、Miho Ikuine、Nobuyuki Komine、Masafumi Hirano

  DOI：10.1246/bcsj.76.183

  日期：2003.1

  Water-soluble cis-dialkylplatinum(II) complexes cis-[PtR2L2] (L2 = 2 TPPTS, 2 THMP, DHMPE; R = Me, Et, Ph) have been prepared by ligand displacement reactions of [PtR2(1,5-COD)] with L2. They are stable in water; the diethylplatinum(II) complexes cis-[PtEt2(TPPTS)2] undergo preferential disproportionation of the ethyl groups in water, giving ethylene and ethane in 1 : 1 ratio via β-hydrogen elimination

  水溶性顺式二烷基铂 (II) 配合物顺式 [PtR2L2] (L2 = 2 TPPTS, 2 THMP, DHMPE; R = Me, Et, Ph) 通过 [PtR2(1,5-COD) 的配体置换反应制备)] 与 L2。它们在水中稳定；二乙基铂(II)配合物顺式-[PtEt2(TPPTS)2]在水中优先歧化乙基，通过β-氢消除优先于80°C的质子分解得到1:1比例的乙烯和乙烷。添加的游离 TPPTS 对反应速率的延迟作用和氘标记研究表明一种机制涉及 TPPTS 的预先解离以实现可逆的 β-氢消除。
• β-Hydrogen Elimination and Reductive Elimination from a κ³-PPC Nickel Complex
  作者：Amanda C. Zimmerman、Michael D. Fryzuk

  DOI：10.1021/acs.organomet.8b00297

  日期：2018.7.23

  prior to reductive elimination, which scrambles the deuterium isotopes. Reaction of [κ3-BnPPC]NiBr with CH3Li results in the formation of the Ni(II) methyl complex, [κ3-BnPPC]Ni(CH3). Heating this species in the presence of PPh3 results in the formation of the Ni(0) derivative, [κ2-Bn-o-MePP]Ni(PPh3), in which reductive elimination of the methyl and aryl units has occurred. Reaction of [κ3-BnPPC]NiBr with

  描述了将设置在镍上的PPC供体配体掺入。而用Ni CH激活途径（II）前体和苄基和苯乙基取代的二膦卜吨2 PCH 2 CH 2 P（卜吨）R失败，成功经氧化加成的2-溴-苄基配体的实现前体卜吨2 PCH 2 CH 2 P（卜吨）（CH 2 - ö -C 6 ħ 4溴）用Ni（COD）2以产生[κ 3 - BN PPC] NIBR。随后与KBEt 3的反应小时导致分解除非PPH 3存在，这使得三配位的Ni（0）络合物的隔离[κ 2 - BN PP]的Ni（PPH 3）。的反应[κ 3 - BN（0）乙烯络合物，[κNIBR与EtMgCl也导致Ni的形成PPC] 2 - BN PP]的Ni（η 2 -C 2 H ^ 4），通过β消去，然后还原消除。氘标记研究与还原消除之前可逆的β消除过程一致，该过程扰乱了氘的同位素。的反应[κ 3 - BN PPC] NIBR用CH 3李导致Ni的形成（II）甲基络合物，[κ
• Ring-Opening Reactions of Oxabicyclic Alkene Compounds:  Enantioselective Hydride and Ethyl Additions Catalyzed by Group 4 Metals
  作者：Dan B. Millward、Glenn Sammis、Robert M. Waymouth

  DOI：10.1021/jo991429f

  日期：2000.6.1

  Titanium and zirconium catalysts selectively catalyze either the ethyl or hydride addition to [2.2.1] 4, 5-bis(methoxymethyl)-7-oxabicycloheptene (6); the ring-opened products formed depend on catalyst, temperature, alkylaluminum reagent, and the concentration of alkylaluminum. Bis(neoisomenthylindenyl)zirconium dichloride catalyzes the ethyl addition ring-opening of 6 to produce (1R,2S,3S,6R)-2,

  钛和锆催化剂选择性地催化向[2.2.1] 4、5-双（甲氧基甲基）-7-氧杂环庚烯（6）中的乙基或氢化物的加成。形成的开环产物取决于催化剂，温度，烷基铝试剂和烷基铝的浓度。双（新异ment啶基）二氯化锆催化6的乙基加成开环，以96％ee生成（1R，2S，3S，6R）-2，3-双（甲氧基甲基）-6-乙基环己基-4-烯醇（7） 。当使用乙基溴化镁作为试剂时，锆催化剂催化[3.2.1] 2、4-二甲基-3-（苄氧基）-8-氧杂环-6-辛烯（7）的开环。在所有研究的条件下均获得氢化物和乙基加成产物。双（新异ment啶基）二氯化锆催化7的乙基加成开环生成（1S，2R，3S，4S，7S）-2，