Lab 4

Which of the following reactions will not produce N-methylbutanamine? O a. Reduction of N-methylbutanamide with LIAIH4. O b. The reaction of butanoyl chloride with methanamine. OC. The reaction of methanamine with 1-butyl bromide and subsequent reaction with a strong base. O d. The reaction of 1-butanamine with methyl bromide and subsequent reaction with a strong base.

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 P

6. The reaction between aniline and nitrous acid at low temperature yields A) an N-nitroso amine B) a diazonium salt C) a nitrile D) an amine nitrite salt 7. An organic nitrogen compound, X, gives ammonia on warming with dilute aqueous sodium hydroxide, X could be A) ethanamide B) ethylamine C) phenylamine D) amino ethanoic acid

How can you synthesize 3-methyl-1-benzenesulfonic acid and 4-methyl-1-benzenesulfonic acid starting from benzene.

H 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.

27) Hydrolysis of an ester: O II CH,-C-O-CH2-CH2-CH, + H20 28) Acid/ Base reaction of an amine CH3-CH2-NH2 H2CO3 29) Hydrolysis of an amide 11 CH3-CH2-CH2-CH2-CH2-C-NH-CH2-CH2-CH, + H20 OMIC Molecules

aldehydes 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 test

1% 80-₁ 70 60 50- 40 30 20 10 -07 4000 3490.50cm-1 O acetophenone 2-methylcyclohexanone 3500 benzoyl chloride benzyl acetate butyrolactone O cyclopentanone O methyl benzoate 3070.41cm-1 methyl propionate 3000 2500 1773.120m-1 cm-1 2000 1734.17cm-1 1449.88cm-1 1595.22cm-1 1500 1204.24cm-1 1174.95cm-1 1000 500

ANAL 728: Identifying an Unknown Aldehyde or Ketone 4. In the procedure for preparing semicarbazone derivatives, what is the pur- pose of adding sodium acetate to semicarbazide hydrochloride? TAE MOIT EMAN SHoS 10 shysshlA ruoolrU nn gniytiinshl18STJAMA InsmngizaA yiolsTodsl-911

Reactions 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

13:22 4G O 5 ê © T Ô 1. What is the correct IUPAC name for the following compound? Q A. Diphenylamine 1,1 diphenylamine OCN,N-diphenylamine O D. None of the above is correct Add a caption... > Status (Custom) +

Sodium borohydride (NABH4) is a very selective reagent. Which functional groups can sodium borohydride reduce? Choose all that apply. O 1. Aldehyde II. Ester III. Carboxylic Acid O IV. Ketone

Which of the following synthetic routes is used in industry to provide epichlorohydrin? Ca(OH)₂ C₂ H₂O a.1 b.2 c3 d.4 Cl₂ 500°C C₂ H₂O Ca(CH) Ch 500 ℃ Ca(OH)₂ Cl₂ 500 °C C₂ H₂O Cl₂ 500 °C Cl₂ H₂O Ca(OH)₂

1. Show the products of the reductive amination reactions below; a) Acetone + NH3, followed by H2/Ni2 b) Acetone + CH3NH2, followed by LIBH3CN c) Acetone + (CH3)2NH, followed by LIBH3CN 2. Write the reaction and the names of the products formed in the reaction of aniline and N-methylaniline with: a) NaNO3+HCI followed by CuClI b) NaNO3+HCI followed by Cu20, Cu2*, H20

a. The carbonyl group of an amide is less reactive towards nucleophilic substitution reactions because of the so-called amide resonance interaction of nitrogen lone pair (RC=ONR’2 → RC- O=NR2). (Relative reactivities of carbonyl compounds, increasing reactivity: nitriles < amides < esters, acids << ketones < aldehydes < acid chlorides.) However, the amides formed from imidazole (N- acylimidazoles) are highly reactive, and can be used to deliver acyl groups in much the same way as "active" esters, acid anhydrides and acid chlorides. An advantage to using N-acylimidazoles is that the imidazole that is released serves a base so additional base does not need to be added. Imidazole amides have been used in peptide and nucleoside chemistry to attach -amino acid residues to alcohols and amines. Using N-propanoylimidazole and N,N-dimethylpropanamide as examples explain why the imidazole amide is a good acylating agent. b. The amide functional group is one of the more stable carbonyl containing…

How would you convert ethanoic acid into benzene?

Eistrogens 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.

The following three derivatives of succinimide are anticonvulsants and have found use in the treatment of epilepsy, particularly petit mal seizures. Ph Ph `N' `N' ČH3 ČH3 Methsuximide Ethosuximide Phensuximide Following is a synthesis of phensuximide. CN Ph CN Ph CN 1. NaOH, H2O 2. HC, Н20 NaOEt KCN Ph-CHO cOOEt H cOOEt NC COOEt 3. Нeat Ethyl cyanoacetate (A) (B) Benzaldehyde Ph Ph Ph CH;NH2 НООС СООН Et0oC COOEt `N' (C) (D) ČH3 Phensuximide Methsuximide is formed by a similar pathway to that shown for phensuximide. Draw the structure of the compound that reacts with ethyl cyanoacetate in the synthesis of methsuximide.

Which reagent(s) can be used to convert an aldehyde to a carboxylic acid? Choose all that apply. OH O A. Sodium Borohydride O B. Jone's reagent and Tollen's reagent O C. PCC and Jone's reagent O D. Tollen's reagent O E. Grignard reagents andLithium Aluminum Hydride

what is the structure of o-methylphenoxide anion and what is its pKa?