SYNTHESIS OF 2,6-DIMETHYLANILINE CH¥、 NH NO, CH₁ SnCL, / HCl KOH CH¥ ཁྲི་ 1,3-dimethyl-2-nitrobenzene -CH₁₂ 2,6-dimethylaniline (liquid) Create a flow chart of the synthesis, nitro benzene to aniline
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- POST-LABORATORY QUESTIONS 1. Effective mosquito repellents contain DEET (N,N-diethyl-3-methylbenzamide). If you were to synthesize this compound, with what carboxylic acid and amine would you start? Draw their structures. CH3 DEET O C-N CH₂CH3 CH₂CH3 H3C Metadone 2. Metadone, a narcotic analgesic (shown below as the amine), is dispensed as its hydrochloride salt. Explain the use of the salt rather than the amine. Use the structure shown and convert it to the hydrochloride salt. N-CH3 oggedH NH₂ ཡིནྣཾ ༥ ཨ ཨནྡྷ༥ ༠ ཨི་ཝཱ, ཙ ཨ་ར༩ H NH3+ the acidity of the amine ion drives the reaction to shift toward the conjugate base of the carboxylic acid product. the resulting carboxylic acid ion is a weaker base than an acetate ion. O aldehydes are more reactive toward nucleophiles than ketones. Onucleophilic attack occurs preferentially at the less hindered carbon of the formyl group.1- Convert p-methylaniline to p-cresol 2 - Convert p-methylaniline to 3,5-dibromotoluene 3- Convert aniline to diazo compound
- Draw the principal organic product for the reaction of 2-bromohexane with lithium in diethyl ether, followed by formaldehyde in diethyl ether, and then followed by dilute acid. Click and drag to start drawing a structure. X A G Paldehydes and ketones Which of the tests (one or more) would you use for acetone, n-butanal, 2-furaldehyde (furfural), 2-heptanone, 3-heptanone, n-heptanal, 2-octanone, propionphenone? ex. You use tollen's test to determine the unknown as benzaldehyde. Tests available: 2,4-dinitrohpenylhydrazones test (add 2,4 dinitrophenylhydrazine in phosphoric acid) semicarbazones test tollen's test shiff's test idoform test bisulfite testReactions of Carboxylic Acids - Fisher esterification: Acid-catalyzed ester formation from carboxylic acid and alcohol OH H₂SO4 OH - Carboxylic acid: conversion to acyl halides: SOCI₂ RCO₂H + SOCI₂ (w/ pyridine) → RCOCI SOCI₂ CH3OH CH3COH Reactions of Amide NH₂ 1. LiAlH4 2. H₂O
- Procaine (its hydrochloride is marketed as Novocain) was one of the first local anesthet- ics for infiltration and regional anesthesia. See "Chemical Connections: From Cocaine to Procaine and Beyond."According to the following retrosynthetic scheme, procaine can be synthesized from 4-aminobenzoic acid, ethylene oxide, and diethylamine as sources of carbon atoms. HO. + HO NEt, H,N H,N' Procaine 4-Aminobenzoic acid Et,NH Ethylene oxide Diethylamine Provide reagents and experimental conditions to carry out the synthesis of procaine from these three compounds.Few drops of an unknown liquid are added to Tollen's reagent in a test tube. After some time, silver mirror was produced along the inner side of the test tube. Select the possibilities that may be present. Note: You may have to select more than one option. Select 2 correct answer(s) Aliphatic ketone Carboxylic acid Aliphatic aldehyde x-hydroxy ketone | AmineTreating trimethylamine with 2-chloroethyl acetate gives acetylcholine as its chloride. Acetylcholine is a neurotransmitter. Me;N + CH,COCH,CH,CI C,H1,CINO, Acetylcholine chloride Propose a structural formula for this quaternary ammonium salt and a mechanism for its formation.
- CH3CH2CH2CH2Cl + 1) KCN 2) LiAlH4 3) H2O yields ___________. cyclopentylnitrile pentan-1-amine butan-1-nitrile pentan-1-nitrile 1-chloro-butan-1-nitrile Thank you!Synthetize 3-phenyl-2-propenoic acid from benzaldehyde using whatever organic/inorganic reagents are needed. 3-phenyl-2-propenoic = 3-phenylacrylic acidEistrogens are female sex hormones, the most potent of which is B-estradiol. OH H,C но B-Estradiol In recent years, chemists have focused on designing and synthesizing molecules that bind to estrogen receptors. One target of this research has been nonsteroidal estrogen antagonists, compounds that interact with estrogen receptors and block the effects of both endogenous and exogenous estrogens. A feature common to one type of nonste- roidal estrogen antagonist is the presence of a 1,2-diphenylethylene with one of the benzene rings bearing a dialkylaminoethoxyl substituent. The first nonsteroidal estrogen antagonist of this type to achieve clinical importance was tamoxifen, now an important drug in the treatment of breast cancer. Tamoxifen has the Z configuration shown here. но NMe, NMeg ? B NMeg ? "NMe, ОН Tamoxifen Propose reagents for the conversion of A to tamoxifen. Note: The final step in this synthesis gives a mixture of E and Z isomers.