• AI글쓰기 2.1 업데이트
GOLD
GOLD 등급의 판매자 자료

유기화학실험 beckmann rearrangement

"유기화학실험 beckmann rearrangement"에 대한 내용입니다.
17 페이지
워드
최초등록일 2023.07.17 최종저작일 2023.05
17P 미리보기
유기화학실험 beckmann rearrangement
  • 미리보기

    소개

    "유기화학실험 beckmann rearrangement"에 대한 내용입니다.

    목차

    1. subject
    2. date
    3. name
    4. principle and object
    5. material(apparatus, instruments, reagents)
    6. procedure and observation
    7. result
    8. reference

    본문내용

    -preparation of oxime: oxime의 생성반응은 평형반응으로, oxime은 Positive charged nitrogen이 carbonyl compound를 공격하여 물이 제거되면서 생기는 solid compound이다. 이때, carbonyl compound와 1차 amine(NH3+)이 반응하면 amine formation으로 oxime(C=N-OH)이 생성되고, N2H4와 반응하면 hydrazone(C=N-NH2)이 된다. 반응에서 NaOAc는 NH3+OHCl-(weak acidic salt made out of weak base and strong acid)을 neutralize하는 역할을 한다. 반응물이자 ketone인 9-Fluorenone은 NaBH4에 의한 carbonyl compound의 reduction에서 starting material이기도 하다. Oxime은 syn/anti의 두 종류로 각각 streochemistry가 다르고, 서로 다른 configuration을 가진 isomer(서로 다른 물질)이다. 이때, Ketone에 H- 친핵체를 첨가하여 C-O로 전환하고 work up하면 alcohol(9-Fluorenol)이 된다.

    -Beckmann rearrangement: Beckmann rearrangement의 reaction은 oxime에 strong acid가 첨가되어 protonation되면서 mild하지 않고, drastic and harsh하게 강압적으로 반응이 일어난다. 이 반응에서는 하이드록실기가 protonation되고 물이 제거되면서 protonated hydroxyl group의 anti 혹은 E에 위치한 group의 migration이 일어나고, carbocation에 물이 첨가된 후 proton이 제거되고, 토토머화로 마무리되는 oxime이 amide가 되는 반응이다. Strong acid는 Polyphosphoric acid(PPA), and sulfuric acid등을 사용할 수 있다.

    참고자료

    · John Mcmurry. Organic Chemistry. 9th edition. Cengage Learning. 2016.
    · The handout prepared by chemistry department. Beckmann rearrangement
    · 생화학분자생물학회. 생화학백과. 극성. https://www.ksbmb.or.kr/html/
    · Kenneth L. Williamson · Katherine M. Masters. Macroscale and Microscale organic experiments. 7th edition, Brooks/Cole. 2017.
    · 산업재해예방 안전보건공단. MSDS. Silica gel. https://msds.kosha.or.kr/MSDSInfo/AIViewer/msdsAireport/msds_summary/A_OnePage.jsp
    · 산업재해예방 안전보건공단. MSDS. Ethyl acetate. https://msds.kosha.or.kr/MSDSInfo/AIViewer/msdsAireport/msds_summary/A_OnePage.jsp
    · MERCK INDEX. Ethyl acetate. https://www.rsc.org/Merck-Index/monograph/m5081/ethyl%20acetate?q=unauthorize
    · 산업재해예방 안전보건공단. MSDS. HEXANE. https://msds.kosha.or.kr/MSDSInfo/AIViewer/msdsAireport/msds_summary/A_OnePage.jsp
    · MERCK INDEX. HEXANE. https://www.rsc.org/Merck-Index/monograph/m6002/nhexane?q=unauthorize
    · 산업재해예방 안전보건공단. MSDS. Water. https://msds.kosha.or.kr/MSDSInfo/AIViewer/msdsAireport/msds_summary/A_OnePage.jsp
    · 산업재해예방 안전보건공단. MSDS. 수산화칼륨. https://msds.kosha.or.kr/MSDSInfo/AIViewer/msdsAireport/msds_summary/A_OnePage.jsp
    · 산업재해예방 안전보건공단. MSDS. Cyclohexanone oxime. https://msds.kosha.or.kr/MSDSInfo/AIViewer/msdsAireport/msds_summary/A_OnePage.jsp
    · 산업재해예방 안전보건공단. MSDS. 디에틸 에테르. https://msds.kosha.or.kr/MSDSInfo/AIViewer/msdsAireport/msds_summary/A_OnePage.jsp
    · 산업재해예방 안전보건공단. MSDS. 황산. https://msds.kosha.or.kr/MSDSInfo/AIViewer/msdsAireport/msds_summary/A_OnePage.jsp
    · 산업재해예방 안전보건공단. MSDS. 황산 마그네슘. https://msds.kosha.or.kr/MSDSInfo/AIViewer/msdsAireport/msds_summary/A_OnePage.jsp
    · 산업재해예방 안전보건공단. MSDS. Acetone. https://msds.kosha.or.kr/MSDSInfo/AIViewer/msdsAireport/msds_summary/A_OnePage.jsp
    · libretexts. Chemistry. Ice. https://chem.libretexts.org/Bookshelves/Introductory_Chemistry/Introductory_Chemistry_(CK-12)/15%3A_Water/15.02%3A_Structure_of_Ice
    · 산업재해예방 안전보건공단. MSDS. 포타시움 망간. https://msds.kosha.or.kr/MSDSInfo/AIViewer/msdsAireport/msds_summary/A_OnePage.jsp
    · 과학기자재 랩가이드. 가열교반기 사용법. 2019. https://blog.naver.com/labguide4574/221511802681
  • AI와 토픽 톺아보기

    • 1. Beckmann rearrangement
      The Beckmann rearrangement is an important organic reaction that involves the conversion of an oxime to an amide. This reaction is widely used in the synthesis of various pharmaceuticals, agrochemicals, and other important organic compounds. The mechanism of the Beckmann rearrangement involves the activation of the oxime by an electrophilic reagent, such as an acid or a Lewis acid, followed by the migration of the substituent group from the carbon to the nitrogen atom. The resulting amide product can then be further functionalized or used as a building block in more complex synthetic schemes. Understanding the Beckmann rearrangement is crucial for organic chemists working in the fields of medicinal chemistry, natural product synthesis, and materials science.
    • 2. Oxime 생성
      Oxime formation is a fundamental reaction in organic chemistry, where a carbonyl compound (aldehyde or ketone) is converted to an oxime by reaction with hydroxylamine. This reaction is widely used in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and natural products. The mechanism of oxime formation involves the nucleophilic addition of hydroxylamine to the carbonyl group, followed by the elimination of water to form the oxime product. Oximes are useful intermediates in organic synthesis, as they can be further transformed into other functional groups, such as amines, via reduction or rearrangement reactions. Understanding the principles of oxime formation is essential for organic chemists working in the fields of synthetic chemistry, medicinal chemistry, and materials science.
    • 3. Ketone의 Reduction
      The reduction of ketones is a fundamental transformation in organic chemistry, as it allows for the conversion of a carbonyl group to a secondary alcohol. This reaction is widely used in the synthesis of various organic compounds, including pharmaceuticals, natural products, and fine chemicals. The reduction of ketones can be achieved using a variety of reducing agents, such as metal hydrides (e.g., NaBH4, LiAlH4), catalytic hydrogenation, or electrochemical methods. The choice of reducing agent depends on the specific functional groups present in the molecule, the desired stereochemistry of the product, and the overall reaction conditions. Understanding the principles of ketone reduction is essential for organic chemists working in the fields of synthetic chemistry, medicinal chemistry, and materials science, as it allows for the selective and efficient transformation of carbonyl groups into valuable alcohol functionalities.
    • 4. 토토머화
      Tautomerization is a fundamental process in organic chemistry, where a molecule can exist in two or more structural isomeric forms that are in equilibrium with each other. This phenomenon is particularly important in the context of carbonyl compounds, such as aldehydes and ketones, where the carbonyl carbon can undergo a reversible proton transfer to form an enol tautomer. Tautomerization can have significant implications for the reactivity and stability of organic compounds, as the different tautomeric forms may exhibit distinct physical, chemical, and biological properties. Understanding the principles of tautomerization is crucial for organic chemists working in various fields, including synthetic chemistry, medicinal chemistry, and materials science, as it allows for the prediction and manipulation of the behavior of organic compounds in complex reaction systems and biological environments.
    • 5. Nylon 생성
      The synthesis of nylon is a classic example of a step-growth polymerization reaction, where a diamine and a diacid (or their derivatives) are condensed to form a polyamide polymer. Nylon is a widely used synthetic polymer with a wide range of applications, including textiles, engineering plastics, and specialty materials. The mechanism of nylon formation involves the initial formation of an amide bond between the amine and carboxylic acid groups, followed by the propagation of the polymer chain through successive amide bond formations. Understanding the principles of nylon synthesis is important for polymer chemists and materials scientists, as it provides insights into the design and development of other types of step-growth polymers with tailored properties for various applications, such as in the fields of biomedical engineering, energy storage, and advanced materials.
    • 6. Cyclohexanone의 Beckmann rearrangement
      The Beckmann rearrangement of cyclohexanone is a particularly interesting and useful organic reaction, as it allows for the conversion of a cyclic ketone to a lactam (cyclic amide) product. This transformation is widely used in the synthesis of various heterocyclic compounds, including pharmaceuticals and natural products. The mechanism of the Beckmann rearrangement of cyclohexanone involves the activation of the ketone by an electrophilic reagent, such as an acid or a Lewis acid, followed by the migration of the substituent group from the carbon to the nitrogen atom, resulting in the formation of the lactam product. Understanding the Beckmann rearrangement of cyclohexanone is crucial for organic chemists working in the fields of synthetic chemistry, medicinal chemistry, and materials science, as it provides a versatile tool for the construction of nitrogen-containing heterocyclic compounds with diverse applications.
    • 7. TLC 분석
      Thin-layer chromatography (TLC) is a widely used analytical technique in organic chemistry, which allows for the separation, identification, and purification of organic compounds. TLC is a simple, rapid, and cost-effective method that provides valuable information about the composition and purity of a sample, as well as the progress of a chemical reaction. The principles of TLC involve the adsorption of the sample components onto a stationary phase (typically a silica gel or alumina plate) and their subsequent separation based on their relative affinities for the stationary phase and the mobile phase (a suitable solvent or solvent mixture). Understanding the fundamentals of TLC, including the selection of appropriate stationary and mobile phases, the interpretation of Rf values, and the optimization of separation conditions, is essential for organic chemists working in various fields, such as synthetic chemistry, natural product isolation, and pharmaceutical analysis.
    • 8. 실험 장치 및 기기 사용법
      The proper use and understanding of experimental equipment and instrumentation is crucial for the successful execution of organic chemistry experiments and the accurate interpretation of experimental data. This includes the safe and efficient operation of glassware, such as round-bottom flasks, condensers, and distillation apparatus, as well as the use of analytical instruments like IR, NMR, and mass spectrometers. Familiarity with the principles of operation, calibration, and maintenance of these instruments is essential for organic chemists to obtain reliable and reproducible results, troubleshoot experimental issues, and interpret data effectively. Developing proficiency in the use of common organic chemistry equipment and instrumentation is a fundamental skill that enables researchers to design and carry out experiments with confidence, leading to meaningful insights and advancements in the field.
    • 9. 실험 결과 분석
      The careful analysis and interpretation of experimental results is a critical step in the scientific process, as it allows researchers to draw meaningful conclusions, validate hypotheses, and guide future investigations. In the context of organic chemistry, the analysis of experimental data, such as spectroscopic data (NMR, IR, mass spectrometry), chromatographic data (TLC, HPLC), and physical properties (melting point, boiling point, etc.), is essential for the identification, characterization, and quantification of organic compounds. Proficiency in data analysis techniques, including the use of appropriate software tools, the application of theoretical principles, and the recognition of potential sources of error, enables organic chemists to effectively evaluate the outcomes of their experiments, troubleshoot problems, and communicate their findings to the scientific community. Developing strong data analysis skills is a crucial aspect of organic chemistry research, as it underpins the ability to make informed decisions, design better experiments, and advance the field through the generation of reliable and impactful knowledge.
    • 10. 실험 과정 고찰
      The critical evaluation and reflection on the experimental process is an essential component of organic chemistry research, as it allows researchers to identify areas for improvement, troubleshoot issues, and develop more robust and efficient experimental protocols. This involves a thorough understanding of the underlying principles and mechanisms governing the chemical reactions and transformations being studied, as well as the ability to recognize potential sources of error, optimize experimental conditions, and adapt the experimental design based on the observed outcomes. By carefully considering the experimental process, organic chemists can gain valuable insights into the factors that influence the success and reproducibility of their experiments, leading to the development of more reliable and effective synthetic methods, purification techniques, and analytical procedures. This reflective approach is crucial for advancing the field of organic chemistry, as it enables researchers to continuously refine their experimental practices, address challenges, and push the boundaries of what is possible in the laboratory.
    • 11. 실험 장치 및 기기 사용법
      The proper use and understanding of experimental equipment and instrumentation is crucial for the successful execution of organic chemistry experiments and the accurate interpretation of experimental data. This includes the safe and efficient operation of glassware, such as round-bottom flasks, condensers, and distillation apparatus, as well as the use of analytical instruments like IR, NMR, and mass spectrometers. Familiarity with the principles of operation, calibration, and maintenance of these instruments is essential for organic chemists to obtain reliable and reproducible results, troubleshoot experimental issues, and interpret data effectively. Developing proficiency in the use of common organic chemistry equipment and instrumentation is a fundamental skill that enables researchers to design and carry out experiments with confidence, leading to meaningful insights and advancements in the field.
  • 자료후기

      Ai 리뷰
      실험 과정과 관찰 사항, 개인적인 고찰이 잘 정리되어 있으며, TLC 결과를 통해 생성물 확인이 가능하게 설명되어 있습니다.
    • 자주묻는질문의 답변을 확인해 주세요

      해피캠퍼스 FAQ 더보기

      꼭 알아주세요

      • 자료의 정보 및 내용의 진실성에 대하여 해피캠퍼스는 보증하지 않으며, 해당 정보 및 게시물 저작권과 기타 법적 책임은 자료 등록자에게 있습니다.
        자료 및 게시물 내용의 불법적 이용, 무단 전재∙배포는 금지되어 있습니다.
        저작권침해, 명예훼손 등 분쟁 요소 발견 시 고객센터의 저작권침해 신고센터를 이용해 주시기 바랍니다.
      • 해피캠퍼스는 구매자와 판매자 모두가 만족하는 서비스가 되도록 노력하고 있으며, 아래의 4가지 자료환불 조건을 꼭 확인해주시기 바랍니다.
        파일오류 중복자료 저작권 없음 설명과 실제 내용 불일치
        파일의 다운로드가 제대로 되지 않거나 파일형식에 맞는 프로그램으로 정상 작동하지 않는 경우 다른 자료와 70% 이상 내용이 일치하는 경우 (중복임을 확인할 수 있는 근거 필요함) 인터넷의 다른 사이트, 연구기관, 학교, 서적 등의 자료를 도용한 경우 자료의 설명과 실제 자료의 내용이 일치하지 않는 경우

    찾으시던 자료가 아닌가요?

    지금 보는 자료와 연관되어 있어요!
    왼쪽 화살표
    오른쪽 화살표
    문서 초안을 생성해주는 EasyAI
    안녕하세요 해피캠퍼스의 20년의 운영 노하우를 이용하여 당신만의 초안을 만들어주는 EasyAI 입니다.
    저는 아래와 같이 작업을 도와드립니다.
    - 주제만 입력하면 AI가 방대한 정보를 재가공하여, 최적의 목차와 내용을 자동으로 만들어 드립니다.
    - 장문의 콘텐츠를 쉽고 빠르게 작성해 드립니다.
    - 스토어에서 무료 이용권를 계정별로 1회 발급 받을 수 있습니다. 지금 바로 체험해 보세요!
    이런 주제들을 입력해 보세요.
    - 유아에게 적합한 문학작품의 기준과 특성
    - 한국인의 가치관 중에서 정신적 가치관을 이루는 것들을 문화적 문법으로 정리하고, 현대한국사회에서 일어나는 사건과 사고를 비교하여 자신의 의견으로 기술하세요
    - 작별인사 독후감
    해캠 AI 챗봇과 대화하기
    챗봇으로 간편하게 상담해보세요.
    2026년 01월 05일 월요일
    AI 챗봇
    안녕하세요. 해피캠퍼스 AI 챗봇입니다. 무엇이 궁금하신가요?
    2:59 오후