Borohydride Reduction of 2-Methylcyclohexanone

Slides:

Advertisements

Similar presentations

Safe Operating Procedure for the Handling of Vinylic Monomers UCLA Department of Chemistry and Biochemistry May 2009.

Advertisements

Preparation of a haloalkane. Haloalkanes can be made by a substitution reaction with an alcohol. Tertiary alcohols are the most reactive, and therefore.

HAZARD STATEMENTS Extremely flammable gas Contains gas under pressure; may explode if heated Toxic if swallowed Toxic if inhaled Causes skin irritation.

There are simple DO and DO NOT rules in chemistry laboratory practices. It is expected that each student absolutely obeys these rules during the laboratory.

Hydrocarbon pre-lab lecture

Organic Solvents Characteristics and Hazards  Acetic Acid  Vinegar smell  Irritating vapor  Burns skin  Formulas-molecular (2 ways) and structural.

Experiment 18: THE GRIGNARD REACTION Objectives:  To synthesize a 3 o alcohol from an alkyl halide and a ketone using a Grignard reaction.  To purify.

Chemistry 2412L Grignard Reaction Pre-lab lecture.

SODIUM BOROHYDRIDE REDUCTION OF A KETONE

THE SOLVENTLESS ALDOL-TYPE CONDENSATION

Preparation of a Phenylalcohol by a Grignard Reaction CH344 Bruce A. Hathaway 1.

Friedel-Crafts Alkylation

SVN3E. Chemical hazards Not all chemicals are hazardous (e.g. water). Chemical hazards are those that have toxic or harmful effects on the body.

OXIDATION OF 9-FLUORENOL

OXIDATION OF 9-FLUORENOL

Synthesis of tert-BuCl CHEM 315 Week of November 8 th, 2010 Alexis Patanarut.

Chapter 46 Dyes and Dyeing Diazotization of Sulfanilic Acid & Preparation of Methyl Orange.

Preparation of Diphenylmethanol by Reduction of Benzophenone

Chapter 29 Friedel-Crafts Alkylation of Bezene. Purpose In this experiment a mixture of benzene and alkyl chloride is treated with AlCl 3 (Lewis acid).

Chapter 63 Carbohydrates. Purpose In this experiment, unknown carbohydrates (fructose, glucose, maltose, lactose) will be identified using two classification.

Chapter 43 Amines.

The Sandmeyer Reaction

Chapter 28 Nitration of Methyl Benzoate. Purpose In this experiment a cold solution of an aromatic ester that has been in sulfuric acid is reacted with.

Experiment 11: CONVERSION OF AN ALCOHOL TO AN ALKYL BROMIDE WITH REARRANGEMENT.

Oxidation: Cyclohexanone from Cyclohexanol by Hypochlorite Oxidation

Chapter 67 Polymers: Synthesis of Nylon by Interfacial Polymerization.

CHEMOSELECTIVE REDUCTION WITH NaBH4

ESTERS: SYNTHESIS AND FRAGRANCE

Chapter 29 Friedel-Crafts Alkylation of Benzene. Purpose In this experiment a mixture of benzene and alkyl chloride is treated with AlCl 3 (Lewis acid).

Experiment 18: THE GRIGNARD REACTION Objectives:  To synthesize a 3 o alcohol from an alkyl halide and a ketone using a Grignard reaction.  To purify.

REDUCTION OF 9-FLUORENONE

Capstone – Ibuprofen Group

Industrial Sources of Alcohols: Carbon Monoxide and Ethene 8-4 Methanol is commercially synthesized from synthesis gas, a mixture of CO and H 2 : A change.

Experiment 21: ESTERS: SYNTHESIS AND FRAGRANCE Objectives:  To synthesize an ester from acetic acid with isoamyl alcohol under reflux.  To purify your.

BASE PROMOTED ELIMINATION OF HBR FROM AN ALKYL HALIDE

Preparation of 2-chloro-2-methylbutane

Chemistry 2412L Grignard Reaction Pre-lab lecture.

1. General Rules 2. Rules regarding Heating & Mixing 3. Rules regarding Accidents.

Lab Experiment 2: Copper Cycle September 7, 2011.

WHAT IS WHMIS?? A Canadian-wide Information System

Chapter 40 Esterification. Synthesis of n-Butyl Ester of Unknown Acid by Azeotropic Distillation of Water.

CONVERSION OF AN ALCOHOL TO AN ALKYL BROMIDE WITH REARRANGEMENT

CONVERSION OF AN ALCOHOL TO AN ALKYL BROMIDE WITH REARRANGEMENT

Titration Analysis Chapter 8 – Section 4.

Plan for Wed, 8 Oct 08 Turn in Exp 1 Post-lab and Exp 2 Pre-lab Today: Exp 2, Limiting Reactant Purpose: –To determine the actual and theoretical yields.

Solutions & Solubility Solution Preparation by dilution.

NaBH4 Reduction of p-Vanillin

Chapter 17 Nucleophilic Substitution Reaction of Alkyl Halides

Experiment 22: THE SOLVENTLESS ALDOL-TYPE CONDENSATION.

19.12 Reactions of Esters with Grignard Reagents: Synthesis of Tertiary Alcohols Copyright © The McGraw-Hill Companies, Inc. Permission required for reproduction.

Experiment 18: THE GRIGNARD REACTION Objectives:  To synthesize a 3 o alcohol from an alkyl halide and a ketone using a Grignard reaction.  To purify.

Training Charts Chemical Handling and Safety

Lab Safety. Disposal Special disposal procedures need to be followed. Do not dispose of these materials in the sink or trash can Dispose of waste as directed.

Aromatic Nitration pre-lab lecture

Dehydration of 2-methylcyclohexanol -- an E 1 reaction.

OXIDATION OF 9-FLUORENOL

Chapter 36 Aldehydes and ketones. Purpose You will be given an unknown that may be any of the aldehydes or ketones listed in Table 36.1 (p. 510).You will.

Experiment 19: OXIDATION OF 9-FLUORENOL. Objectives:  To synthesize a ketone from a secondary alcohol using household bleach.  To purify product using.

(2-chloro-2-methylpropane) Preparation of t-butyl chloride.

Hydrolysis of Nitriles

Natural Products: Synthesis of Camphor from Camphene

Preparation of Methyl Benzoate

Chapter 33 Trityl Methyl Ether and Trityl Bromide

Polymers: Synthesis of Nylon by Interfacial Polymerization

Chapter 20 Bromination/Debromination of Cholesterol

How many moles of water are made by

Chapter 40 Esterification. Synthesis of n-Butyl Acetate by Azeotropic Distillation of Water.

Boron Trihalides (BX3) Properties Toxicity Handling First Aid

Chapter 36 Aldehydes and ketones.

Chapter 19 Cyclohexene from Cyclohexanol

Presentation transcript:

Borohydride Reduction of 2-Methylcyclohexanone Chapter 26 Borohydride Reduction of 2-Methylcyclohexanone

Purpose In this experiment a ketone is reduced with sodium borohydride. Base is added and the product is extracted to ether. In the usual way this organic layer is dried with sodium sulfate. Removal of the ether leaves the liquid alcohol.

Reaction Mechanism With sodium borohydride, the attacking species is BH4- ion, which, in effect, transfers H- to the carbon. Solvent (MeOH) does participate in the reaction and remains attached to the boron.

(Moles Product / Moles Starting Material) x 100 = % Yield Comments Follow pp. 422-423 (microscale). Follow the lab handout for all experimental procedures. Diethyl ether is to be substituted with methyl t-butyl ether. Perform IR analysis of the product. Calculate yield. Low yields are typical. (Moles Product / Moles Starting Material) x 100 = % Yield

Safety Flammable solvents are used in this experiment; keep away from open flame. Sodium borohydride is toxic by inhalation, in contact with skin and if swallowed and causes burns. Avoid contact with skin and do not inhale dust. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice (show the label where possible).