2-溴-3-甲基丁酰溴 | 26464-05-1

• 物质功能分类: 化学试剂 - 有机试剂 - 卤代脂肪烃
• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 中文名称: 2-溴-3-甲基丁酰溴
• 中文别名: α-溴代异戊酰溴
• 英文名称: 2-bromo-3-methyl-butyryl bromide
• 英文别名: α-bromoisovaleroyl bromide；2-bromo-3-methylbutanoylbromide；α-bromo-isovaleryl bromide；α-Brom-isovalerylbromid；inakt. α-Brom-isovalerylbromid；2-Bromo-3-methylbutyryl bromide；2-bromo-3-methylbutanoyl bromide
• CAS: 26464-05-1
• 化学式: C₅H₈Br₂O
• 分子量: 243.926
• InChiKey: HFAUMPWMNPYULN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品运输编号：
  UN3265
• 海关编码：
  2915900090

制备方法与用途

化学性质：液体，沸点为85-95℃/2.7-4kPa。

用途：作为溴异戊酰脲（即溴米那）的中间体。

生产方法：通过在赤磷催化下将异戊醇与溴素反应制得。

反应信息

• 作为反应物：
  描述：

  2-溴-3-甲基丁酰溴 在 氢氧化钾 、 乙醇 、 苯 作用下， 生成 N-phenyl-2-hydroxy-3-methyl-butanamide
  参考文献：
  名称：

  Bischoff, Chemische Berichte, 1897, vol. 30, p. 2312

  摘要：

  DOI：
• 作为产物：
  描述：

  异戊酸乙酯 在 磷化氢 、 溴 作用下， 反应 4.0h， 生成 2-溴-3-甲基丁酰溴
  参考文献：
  名称：

  Suerbaev; Abyzbekova; Shalmagambetov, Russian Journal of General Chemistry, 2000, vol. 70, # 4, p. 516 - 517

  摘要：

  DOI：

文献信息

• Synthesis of 1,4-benzodiazepin-3-ones and 1,5-benzodiazocin-4-ones by addition of Grignard reagents to derivatives of o-aminobenzonitrile
  作者：Birgitta Pettersson、Anna Rydbeck、Jan Bergman

  DOI：10.1039/b819260j

  日期：——

  Addition of organometallics to N-(α-haloacyl)-o-aminobenzonitrile resulted in the formation of 2,5-disubstituted 1,4-benzodiazepin-3-ones, whereas N-(β-haloacyl)-o-aminobenzonitrile gave 2,6-disubstituted 1,5-benzodiazocin-4-ones under similar conditions. Initial cylization of N-(β-haloacyl)-o-aminobenzonitrile to obtain the corresponding lactam (e.g.α,α-dimethyl-N-(2-cyanophenyl)-β-lactam) increased the yield of 1,5-benzodiazocin-4-ones significantly. Somewhat surprisingly, addition of lithium reagents to N-(β-haloacyl)-o-aminobenzonitrile gave 4,4-disubstituted quinazolines viaGrob fragmentation.

  向N-(α-卤代酰基)-邻氨基苯甲腈中添加有机金属化合物，可形成2,5-二取代的1,4-苯并二氮平-3-酮，而在类似条件下，向N-(β-卤代酰基)-邻氨基苯甲腈中添加则得到2,6-二取代的1,5-苯并二氮杂环-4-酮。初步环化N-(β-卤代酰基)-邻氨基苯甲腈以获得相应的内酰胺（例如α,α-二甲基-N-(2-氰基苯基)-β-内酰胺）显著提高了1,5-苯并二氮杂环-4-酮的产率。稍微出人意料的是，向N-(β-卤代酰基)-邻氨基苯甲腈中添加锂试剂通过Grob碎片化反应得到了4,4-二取代的喹唑啉。
• Synthesis of substituted β-lactones by a Reformatsky reaction of carbonyl compounds, phenyl α-bromoalkanoates, and indium
  作者：Hans Schick、Ralf Ludwig、Katharina Kleiner、Annamarie Kunath

  DOI：10.1016/0040-4020(95)00039-b

  日期：1995.3

  Di-, tri-, and tetrasubstituted β-lactones are accessible in a one-step procedure by a Reformatsky reaction of phenyl α-bromoalkanoates with ketones or aldehydes at a sacrificial indium anode. With indium powder comparable results are obtained. The yield of β-lactones is significantly lower, if zinc is used instead of indium.

  二，三和四取代的β-内酯可通过一个步骤在牺牲铟阳极上通过Reformatsky反应使苯基α-溴链烷酸酯与酮或醛发生反应。用铟粉可获得可比的结果。如果使用锌代替铟，则β-内酯的收率会大大降低。
• Inhibitors of neuronal monoamine uptake. 2. Selective inhibition of 5-hydroxytryptamine uptake by .alpha.-amino acid esters of phenethyl alcohols
  作者：Ulf Henrik Lindberg、Seth Olof Thorberg、Stefan Bengtsson、Anna L. Renyi、Svante B. Ross、Sven Ove Ogren

  DOI：10.1021/jm00203a008

  日期：1978.5

  (SAR) is given. In an attempt to explain the selective action on the mechanism of 5-hydroxytryptamine uptake by the new inhibitors, their structures are compared with those of the two neurotransmitters. From the tentative pharmacophore and conformations of transmitter (5-HT) and inhibitor (alaproclate) derived from SAR, a hypothetic carrier site for 5-HT uptake is deduced in terms of geometry and electronic

  制备了一系列取代苯乙醇的α-氨基酸酯，并测试了它们作为去甲肾上腺素和5-羟色胺的神经元再摄取的抑制剂。生化数据和行为测试证明，某些化合物在阻止5-羟色胺吸收方面很有效，而且选择性很高。选择了最有前途的药物芳香精[2-氨基丙酸酯盐酸盐2-（4-氯苯基）-1,1-二甲基乙基酯（I，IV）]作为潜在的抗抑郁药进行进一步研究。讨论了结构－活动关系（SAR）。为了解释新抑制剂对5-羟色胺摄取机制的选择性作用，将它们的结构与两种神经递质的结构进行了比较。
• Atom transfer radical cyclisations of activated and unactivated N-allylhaloacetamides and N-homoallylhaloacetamides using chiral and non-chiral copper complexes
  作者：Andrew J. Clark、Floryan De Campo、Robert J. Deeth、Robert P. Filik、Sylvain Gatard、Nicola A. Hunt、Dominique Lastécouères、Gerard H. Thomas、Jean-Baptiste Verlhac、Hathaichanuk Wongtap

  DOI：10.1039/a909666c

  日期：——

  Activated N-tosyl-2,2,2-trichloroacetamide 6a, N-benzyl-2,2,2-trichloroacetamide 6d, 2,2-dichloroacetamides 6b–c and 6e–f and 2-monohaloacetamides 11a–g undergo efficient 5-exo atom transfer radical cyclisations at room temperature mediated by CuCl or CuBr in the presence of tris(N,N-dimethylaminoethylene)amine 3 (trien-Me6). The efficiency and stereoselectivity of these cyclisations was found to be greater than existing published atom transfer procedures based upon CuCl(bipyridine), RuCl2(PPh3)3 and CuCl(TMEDA)2. The product distribution for the cyclisation onto alkyne 11g was found to be solvent dependent. Attempts to make larger ring sizes by endo cyclisation of N-tosylacetamides 19a–c led to a competing 5-exoipso aromatic substitution into the N-tosyl group followed by re-aromatisation and loss of SO2 to furnish an amidyl radical. Cyclisation of N-homoallylacetamides 25a–d proceeded smoothly to give δ-lactams with a range of catalysts based upon ligands 2 and 26. The stereoselectivity of cyclisation to give γ lactams could be somewhat influenced by using chiral enantiopure copper complexes 28–30 suggesting that the reactions may involve metal-complexed radicals.

  活化的N-托烯基-2,2,2-三氯乙酰酰胺6a、N-苄基-2,2,2-三氯乙酰酰胺6d、2,2-二氯乙酰酰胺6b–c和6e–f以及2-单卤乙酰酰胺11a–g在室温下通过CuCl或CuBr以及三（N,N-二甲氨基乙烯）胺3（trien-Me6）的介导，经历了高效的5-exo原子转移自由基环化反应。这些环化反应的效率和立体选择性比现有的基于CuCl（联吡啶）、RuCl2（PPh3）3和CuCl（TMEDA）2的原子转移程序更高。环化反应在炔烃11g上的产物分布发现依赖于溶剂。尝试通过N-托烯基乙酰酰胺19a–c的内环化生成更大环的过程，导致N-托烯基基团发生竞争性的5-exo环置换，随后发生再芳香化并失去SO2，生成酰基自由基。N-同烯丙基乙酰酰胺25a–d的环化顺利进行，得到了一系列基于配体2和26的催化剂的δ-内酯。通过使用手性恩路全纯铜复合物28–30，γ-内酯的环化立体选择性受到一定影响，表明反应可能涉及金属配位自由基。
• Safer Positioning of Electronic Fishing Aids
  作者：Stella Mills

  DOI：10.1017/s0373463300008870

  日期：2000.5

  Bridge design has undergone changes in the last few decades resulting in increased awareness of the need for safety while maintaining the minimum of personnel. The concept of the one-person bridge has been studied fairly extensively with respect to military and large merchant vessels, but much of this work has been ignored by those designing for smaller ships, particularly fishing vessels. This paper derives principles for positioning the electronic fishing aids of ‘single ticket’ fishing vessels while applying, where applicable practically, the ergonomic principles developed from the wider community. The paper then applies the principles to the wheelhouses of two fishing vessels and suggests modifications for greater compliance. A conceptual wheelhouse design is given that satisfies all the principles while including the usual suite of electronic aids typically carried by such fishing vessels.

  过去几十年来，桥梁设计发生了很大变化，人们越来越认识到 在保持最少人员的同时，对安全的需求也在增加。在军用和大型商船方面，对单人桥的概念进行了相当广泛的研究。 但小型船舶的设计人员却忽视了这一概念、 尤其是渔船。本文推导了 "单票 "渔船电子捕鱼辅助设备的定位原则。 单票 "渔船的电子捕鱼辅助设备的定位原则，同时在实际应用中适用 人体工程学原则。然后，本文将这些原则 然后将这些原则应用于两艘渔船的驾驶室，并提出修改建议，以更好地遵守这些原则。 合规性。文中给出了符合所有原则的驾驶室概念设计，同时 包括此类渔船通常携带的电子辅助设备。