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Organic Chemistry I - Summary of Reactions

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    Study Guide Organic Chemistry I – Summary of Reactions 1. Reactions : Alkanes Alkanes, though relatively unreactive, can undergo a few important reactions. Let's take a look at the two main reactions of alkanes: 1. Oxidation of Alkanes • What happens? When alkanes react with oxygen (O ₂ ) , they undergo oxidation . The alkane is broken down into carbon dioxide (CO ₂ ) and water (H ₂ O) . This reaction is important in processes like combustion. • What’s used? This reaction requires oxygen (O ₂ ) and produces heat . • Reaction : This reaction is essentially the burning of alkanes. 2. Halogenation of Alkanes • What happens? In this reaction, alkanes undergo a substitution reaction with halogens (like chlorine or bromine). A hydrogen atom from the alkane is replaced by a halogen atom . The reaction occurs under the influence of UV light . • What’s used? Halogens (X ₂ ) , such as Cl ₂ or Br ₂ , and UV light to initiate the reaction. • Reaction :

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    Study Guide In this case, X represents a halogen (Cl, Br, etc.), and HX is the hydrogen halide. Key Takeaway • Oxidation : Alkanes react with oxygen to form carbon dioxide and water , commonly occurring in combustion reactions. • Halogenation : Alkanes undergo substitution reactions with halogens (like Cl ₂ or Br ₂ ) under UV light , replacing a hydrogen atom with a halogen atom. 2. Reactions: Alkenes Alkenes undergo various reactions that are key in organic chemistry. Let's explore some of the main reactions: 1. Halogenation of Alkenes • What happens? In this reaction, alkenes react with halogens (like chlorine or bromine) to form a vicinal dihalide. This is a trans - addition product where the halogens add to the opposite sides of the double bond. • What’s used? Halogens such as Cl ₂ or Br ₂ . • Reaction:

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    Study Guide 2. Hydrohalogenation of Alkenes (Markovnikov Addition) • What happens? This reaction follows Markovnikov’s rule, where the halide (X) attaches to the carbon with more hydrogen atoms, leading to the formation of a major product. • What’s used? A hydrohalic acid (HX), such as HCl or HBr. • Reaction: 3. Hydrobromination in the Presence of Peroxide (Anti - Markovnikov Addition) • What happens? This reaction follows an anti - Markovnikov mechanism where the halide (Br) adds to the carbon with fewer hydrogen atoms, producing the opposite outcome to Markovnikov’s rule. • What’s used? Hydrogen bromide (HBr) and peroxide (ROOR).

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    Study Guide • Reaction: 4. Hydration of Alkenes (Direct Addition of Water) • What happens? Alkenes react with water, under acidic conditions, following Markovnikov’s rule, where the - OH group adds to the carbon with the most hydrogen atoms. • What’s used? Water (H ₂ O) and an acid catalyst. • Reaction: 5. Hydroboration - Oxidation of Alkenes (Indirect Addition of Water) • What happens? The alkene undergoes a two - step process where borane (B ₂ H ₆ ) adds to the carbon - carbon double bond, followed by oxidation to form alcohols. This reaction follows an anti - Markovnikov addition. • What’s used? Borane (B ₂ H ₆ ), hydrogen peroxide (H ₂ O ₂ ), and sodium hydroxide (NaOH).

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    Study Guide • Reaction: Followed by oxidation: 6. Hydrogenation of Alkenes • What happens? Alkenes undergo hydrogenation, where the double bond is reduced by adding hydrogen atoms, forming an alkane. • What’s used? Hydrogen (H ₂ ) and a platinum (Pt) catalyst. • Reaction: 7. Epoxide Formation • What happens? Alkenes react with peracid to form an epoxide, a three - membered cyclic ether. • What’s used? Peracetic acid or other peracids.

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