课程教学大纲

课程:CHEM 2320

部门:自然科学与数学
部门:化学
Title:有机化学II

学期批准2021年夏季
五年制复习学期: 2026年秋季
学期结束2027年春季

目录描述CHEM 2320是有机化学全年课程的第二学期, which is the study of the structures and properties of compounds primarily composed of carbon and hydrogen. 反应性是在与官能团相关的机制模式的背景下研究的, 重点是合成和生化应用. 本课程是所有以化学为中心的专业的必修课, 大多数专业预科课程, 还有很多生命科学专业的学生, 通常在第二年参加.

学期提供:春天
信贷/时间要求: Credit: 4; 讲座: 4; Lab: 0

先决条件: CHEM 2310和CHEM 2315

并修课程化学2325


的理由有机化学由美国高等教育学院化学系讲授. It is a two-semester sequence that is numbered as CHEM 2310 for the first semester and CHEM 2320 for the second semester at USHE institutions. It is required for all chemistry-based majors and many pre-professional programs; some programs require only the first semester. 本课程将提供有机结构的全面基础, 反应机制, 基本合成方法.


学生学习成果:
学生将学习术语, 物理性质, 化学反应性, 准备, 并用于合成常见的有机官能团.  Formative assessment will be done through homework assignments; summative assessment will be done through quizzes and exams. 测验和考试可能包括单独和小组作业的组成部分. Quiz and exam problems will assess student ability to reason through chemical reaction scenarios that are novel and subtly complicated as well as those that are familiar (from homework and class discussions) and simple.

Students will be able to interpret and draw structures of organic molecules using a variety of representations, 比如骨骼结构, 纽曼的预测, 费舍尔的预测, 环己烷的椅子, 等, and transform structures given in one representation into a different representation while maintaining correct regio- and stereochemistry.  Formative assessment will be done through homework assignments; summative assessment will be done through quizzes and exams. 测验和考试可能包括单独和小组作业的组成部分. Quiz and exam problems will assess student ability to reason through chemical reaction scenarios that are novel and subtly complicated as well as those that are familiar (from homework and class discussions) and simple.

学生将能够正确地描述化学结构之间的关系, 比如共振贡献者, 互变异构体, 各种类型的异构体, 以及反应物-生成物的变换. Formative assessment will be done through homework assignments; summative assessment will be done through quizzes and exams. 测验和考试可能包括单独和小组作业的组成部分. Quiz and exam problems will assess student ability to reason through chemical reaction scenarios that are novel and subtly complicated as well as those that are familiar (from homework and class discussions) and simple.

Students will be able to write correct curved arrow formalism mechanisms for foundational organic reaction types in isolation and as components of a moderately complex overall molecular transformation.  Formative assessment will be done through homework assignments; summative assessment will be done through quizzes and exams. 测验和考试可能包括单独和小组作业的组成部分. Quiz and exam problems will assess student ability to reason through chemical reaction scenarios that are novel and subtly complicated as well as those that are familiar (from homework and class discussions) and simple.

Students will understand the synthetic utility of foundational organic reaction types and be able to construct multi-step synthesis pathways for moderately complex molecules. Formative assessment will be done through homework assignments; summative assessment will be done through quizzes and exams. 测验和考试可能包括单独和小组作业的组成部分. Quiz and exam problems will assess student ability to reason through chemical reaction scenarios that are novel and subtly complicated as well as those that are familiar (from homework and class discussions) and simple.

Students will apply principles of 化学反应性 and structure analysis to predict the major and minor products of organic reactions. Formative assessment will be done through homework assignments; summative assessment will be done through quizzes and exams. 测验和考试可能包括单独和小组作业的组成部分. Quiz and exam problems will assess student ability to reason through chemical reaction scenarios that are novel and subtly complicated as well as those that are familiar (from homework and class discussions) and simple.

Students will be able to integrate spectral and reaction data to determine the structure of an unknown compound. Formative assessment will be done through homework assignments; summative assessment will be done through quizzes and exams. 测验和考试可能包括单独和小组作业的组成部分. Quiz and exam problems will assess student ability to reason through chemical reaction scenarios that are novel and subtly complicated as well as those that are familiar (from homework and class discussions) and simple.


内容:
化学2320是全年有机化学入门课程的第二学期. This course provides a fundamental and foundational description of the properties and behavior of carbon-based molecules, which are the primary constituents of all known living systems and many materials upon which modern lifestyles rely. 主题和概念将以彼此为基础提出, 后面的主题会加强和发展前面的主题介绍的概念.

在这学期的前半段, 教师可以选择以下两种组织模式, 与第一学期使用的模式相对应.

Topic Set A: mass spectroscopy (MS); ultraviolet-visible light (UV-Vis) spectroscopy; infrared (IR) spectroscopy; nuclear magnetic resonance (NMR) spectroscopy; nucleophilic addition-elimination reactions of carboxylic acids and carboxylic acid derivatives; reactions of aldehydes and ketones with nucleophiles; hydride reduction of carbonyl compounds; use of protecting groups in synthesis; nucleophilic addition to alpha,beta-unsaturated carbonyl compounds; reactions of enolate anions; decarboxylation of beta-keto carboxylic acids; use of carbonyl reactions in synthesis; electrophilic aromatic substitution of benzenes; nucleophilic aromatic substitution of benzenes; synthesis of multi-substituted benzenes; reactions and synthesis of amines; and reactions of five- and six-membered ring aromatic heterocycles.

Topic Set B: organolithium and organomagnesium compounds; transmetallation; organocuprates; palladium-catalyzed coupling reactions; radical halogenation of alkanes; radical addition to alkenes; radical substitution at benzylic and allylic positions; use of radical reactions in synthesis; nucleophilic addition-elimination reactions of carboxylic acids and carboxylic acid derivatives; reactions of aldehydes and ketones with nucleophiles; hydride reduction of carbonyl compounds; use of protecting groups in synthesis; nucleophilic addition to alpha,beta-unsaturated carbonyl compounds; reactions of enolate anions; decarboxylation of beta-keto carboxylic acids; use of carbonyl reactions in synthesis; electrophilic aromatic substitution of benzenes; nucleophilic aromatic substitution of benzenes; synthesis of multi-substituted benzenes; reactions and synthesis of amines; and reactions of five- and six-membered ring aromatic heterocycles.

在下半学期, instructors may choose at their discretion four to six of the more advanced topics typically contained in the last several chapters of organic chemistry textbooks, comprising: properties and reactions of carbohydrates; properties and reactions of amino acids, 肽, and proteins; catalysis in laboratory and biological settings; structure and biological activity of vitamins; reactions of metabolic pathways and terpene biosynthesis; properties and reactions of nucleic acids; synthesis and structural properties of polymers; and pericyclic reactions.

当适合的历史背景和/或现实世界的应用内容, the diversity (or lack thereof) in the field and/or the implications for underrepresented/underserved populations will be briefly discussed.



主要业绩指标:
对材料的掌握将通过以下方式进行评估:

考试50 - 70%

ACS期末考试10%到25%

家庭作业10 - 25%

服务学习计划5 - 10%

小测验 & 其他任务占10% - 20%


代表性文本和/或用品:
“有机化学”, 保拉·尤卡尼斯·布鲁斯, 皮尔森, current or penultimate edition; or comparable textbook

分子模型试剂盒


教育学声明:
This course is taught with a combination of lecture and active-learning methods such as pre-reading assignments, 学生委员会工作, 等. Student feedback collected before each class period is used to guide the direction of lecture segments. Students are frequently given time to work individually or in small groups to solve practice or quiz problems, followed by class discussion of possible solutions to the problems and how to identify a valid solution or solutions.

An inclusive environment is fostered by frequent “instructor talk” about the structure of the course, 学习特定主题的基本原理, 以及如何学习材料的不同方面. Interactive discussion between instructor and students and between students during lecture segments is strongly encouraged.


教学手段:
讲座

最大班级人数: 24
最佳班级规模: 18