2-溴-2-乙基-丁酸乙酯 | 6937-28-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 2-溴-2-乙基-丁酸乙酯
• 中文别名: 2-溴-2-乙基丁酸乙酯
• 英文名称: ethyl 2-bromo-2-ethylbutanoate
• 英文别名: ethyl 2-bromo-2-ethylbutyrate；ETHYL alpha-BROMODIETHYLACETATE
• CAS: 6937-28-6
• 化学式: C₈H₁₅BrO₂
• 分子量: 223.11
• InChiKey: YIFZOOLBLJRSBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 包装等级：
  II
• 危险类别：
  8
• 危险性防范说明：
  P501,P260,P270,P264,P280,P303+P361+P353,P301+P330+P331,P363,P301+P312+P330,P304+P340+P310,P305+P351+P338+P310,P405
• 危险品运输编号：
  3265
• 危险性描述：
  H302,H314

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Ethyl alpha-bromodiethylacetate
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: Ethyl alpha-bromodiethylacetate
CAS number: 6937-28-6

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C8H15BrO2
Molecular weight: 223.1

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, hydrogen bromide.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-溴-2-乙基-丁酸乙酯 在 乙醇 、 氨 、 水 作用下， 生成 2-溴-2-乙基丁酰胺
  参考文献：
  名称：

  DE170629

  摘要：

  公开号：
• 作为产物：
  描述：

  2-乙基丁酸 在 磷化氢 、 溴 作用下， 生成 2-溴-2-乙基-丁酸乙酯
  参考文献：
  名称：

  Rassow; Bauer, Journal fur praktische Chemie (Leipzig 1954), 1909, vol. <2>80, p. 265

  摘要：

  DOI：

文献信息

• 一种多取代吡咯烷酮衍生物的制备方法
  申请人：华侨大学

  公开号：CN110143910B

  公开（公告）日：2022-04-05

  本发明公开了一种多取代吡咯烷酮衍生物的制备方法，包括如下步骤：(1)向经氮气吹扫的反应容器中依次加入碱、铜催化剂、配体、烷基胺、α‑羰基烷基溴、炔烃和有机溶剂，氮气气氛下于80‑120℃反应12‑24h；(2)将步骤(1)所得的物料用硅藻土过滤分离固体杂质，再经二氯甲烷洗涤，得滤液；(3)将步骤(2)所得的滤液进行浓缩，再经过柱层析色谱或薄层色谱，得到所述多取代吡咯烷酮衍生物。本发明可实现胺类与炔烃原位生成的三取代烯烃和叔烷基卤化物之间的Heck反应，从而应用于多取代吡咯烷酮的合成。该反应可以克服底物之间的空间位阻。本发明选用的廉价易得的原料作为合成砌块，收率高，反应条件温和，反应时间短，底物范围广，原子利用率高，实验后处理简单且绿色。
• [EN] PROCESS FOR THE PREPARATION OF ORGANIC BROMIDES<br/>[FR] PROCÉDÉ DE PRÉPARATION DE BROMURES ORGANIQUES
  申请人：TECHNION RES & DEV FOUNDATION

  公开号：WO2017060905A1

  公开（公告）日：2017-04-13

  The present invention provides a process for the preparation of organic bromides, by a radical bromodecarboxylation of carboxylic acids with a bromoisocyanurate.

  本发明提供了一种有机溴化物的制备方法，通过使用溴异氰酸酯对羧酸进行自由基溴脱羧化反应。
• Cobalt-catalyzed annulation of styrenes with α-bromoacetic acids
  作者：Tung T. Nguyen、Bao H. T. Ngo、Huy X. Le、Linh N. P. Vu、Tuong A. To、Anh N. Q. Phan、Nam T. S. Phan

  DOI：10.1039/d0ra09588e

  日期：——

  We report a method for addition of α-bromophenylacetic acids to vinyl CC bonds in styrenes to afford γ-lactones. Reactions employed a simple cobalt catalyst Co(NO3)2·6H2O in the presence of dipivaloylmethane (dpm) ligand. Many functionalities including halogen, ester, and nitro groups were compatible with reaction conditions. If α-bromoesters were used, vinylacetates were the major products.

  我们报告了一种将 α-溴苯乙酸添加到苯乙烯中的乙烯基 C C 键以提供 γ-内酯的方法。在二戊酰甲烷 (dpm) 配体存在下，反应使用简单的钴催化剂 Co(NO 3 ) 2 ·6H 2 O。许多官能团，包括卤素、酯和硝基，都与反应条件相容。如果使用 α-溴代酯，醋酸乙烯酯是主要产品。
• 1,4-Alkylcarbonylation of 1,3-Enynes to Access Tetra-Substituted Allenyl Ketones <i>via</i> an NHC-Catalyzed Radical Relay
  作者：Lei Chen、Chen Lin、Simiao Zhang、Xiaojin Zhang、Jianming Zhang、Lianjie Xing、Yage Guo、Jie Feng、Jian Gao、Ding Du

  DOI：10.1021/acscatal.1c03861

  日期：2021.11.5

  intermediates have been widely applied in the synthesis of functionalized allenes, but reactions involving allenyl radicals have been less studied and limited successful examples have been realized mainly by transition metal catalysis. We herein demonstrate the generation of allenyl radicals by N-heterocyclic carbene (NHC) organocatalysis and their applications in the three-component radical relay 1,4-alkylcarbonylation

  涉及丙二烯基离子中间体的反应已广泛应用于功能化丙二烯的合成，但涉及丙二烯基的反应研究较少，主要通过过渡金属催化实现的成功实例有限。我们在此展示了通过N-杂环卡宾 (NHC) 有机催化生成烯基自由基及其在无金属参与的 1,3-烯炔的三组分自由基中继 1,4-烷基羰基化中的应用。这种策略可以容纳一系列不同的烷基自由基前体，例如 CF 3I，烷基卤化物、环酮肟酯和脂肪族羧酸衍生的氧化还原活性酯，提供了一种方便的途径来获得一系列具有高区域选择性的合成具有挑战性的四取代烯基酮。该方案的关键成功依赖于丙二烯基自由基与 NHC 结合的羰基自由基的 Csp-C(O)sp 2自由基-自由基偶联，在高效的自由基反应途径中构建了丙二烯基酮基序。
• General Route for Preparing β-Nitrocarbonyl Compounds Using Copper Thermal Redox Catalysis
  作者：Amber A. S. Gietter、Peter G. Gildner、Andrew P. Cinderella、Donald A. Watson

  DOI：10.1021/ol5014153

  日期：2014.6.6

  Using a simple copper catalyst, the alkylation of nitroalkanes with α-bromocarbonyls is now possible. This method provides a general, functional group tolerant route to β-nitrocarbonyl compounds, including nitro amides, esters, ketones, and aldehydes. The highly sterically dense, functional group rich products from these reactions can be readily elaborated into a range of complex nitrogen-containing

  使用简单的铜催化剂，硝基烷烃与 α-溴代羰基化合物的烷基化现在成为可能。该方法为β-硝基羰基化合物（包括硝基酰胺、酯、酮和醛）提供了一种通用的、官能团耐受的途径。来自这些反应的高空间密度、富含官能团的产物可以很容易地加工成一系列复杂的含氮分子，包括高度取代的 β-氨基酸。