CHAPTER TWENTY-TWo Amines Compounds with two amino groups are named by adding the suffix -diamine to the name of the corresponding alkane or arene. The final -e of the parent hydrocarbon H2NCH, CHCH3 H, CH, CH2CH, CH,CH,, H,N 1. 6-Hexanediamine 14-Benzenediamine for a. Amino groups rank rather low in seniority when the parent compound is identified naming purposes. Hydroxyl and carbonyl groups outrank amino groups. In these cases, the amino group is as a substituent HOCH, CHNH NH2 (4-Aminobenzenecarbaldehyde) Secondary and tertiary amines are named as N-substituted derivatives of primary mines.The parent primary amine is taken to be the one with the longest carbon chain. The prefix N- is added as a locant to identify substituents on the amino nitrogen as NHCH,CH3 N(CH3h2 CHANHCHCH N-Methylethylamine 4-Chloro-N-ethyl-3- N, N-Dimethylcyclo- nitroaniline (a secondary amine) (a secondary amine) (a tertiary amine) TPROBLEM 22.2 Assign alkanamine names to N-methylethylamine and to N, N- methylcycloheptylamine SAMPLE SOLUTION N-Methylethylamine (given as CH3NHCH2 CH3 in the pre ceding example)is an N-substituted derivative of ethanamine; it is N- PROBLEM 22.3 Classify the following amine as primary, secondary, or tertiary, and give it an acceptable IUPAC nam CH)2CH→ CHCH A nitrogen that bears four substituents is positively charged and is named as an ammonium ion. The anion that is associated with it is also identified in the name Back Forward Main MenuToc Study Guide ToC Student o MHHE WebsiteCompounds with two amino groups are named by adding the suffix -diamine to the name of the corresponding alkane or arene. The final -e of the parent hydrocarbon is retained. Amino groups rank rather low in seniority when the parent compound is identified for naming purposes. Hydroxyl groups and carbonyl groups outrank amino groups. In these cases, the amino group is named as a substituent. Secondary and tertiary amines are named as N-substituted derivatives of primary amines. The parent primary amine is taken to be the one with the longest carbon chain. The prefix N- is added as a locant to identify substituents on the amino nitrogen as needed. PROBLEM 22.2 Assign alkanamine names to N-methylethylamine and to N,N￾dimethylcycloheptylamine. SAMPLE SOLUTION N-Methylethylamine (given as CH3NHCH2CH3 in the pre￾ceding example) is an N-substituted derivative of ethanamine; it is N￾methylethanamine. PROBLEM 22.3 Classify the following amine as primary, secondary, or tertiary, and give it an acceptable IUPAC name. A nitrogen that bears four substituents is positively charged and is named as an ammonium ion. The anion that is associated with it is also identified in the name. (CH3)2CH N CH2CH3 CH3 CH3NHCH2CH3 N-Methylethylamine (a secondary amine) NO2 Cl 4 1 3 NHCH2CH3 4-Chloro-N-ethyl-3- nitroaniline (a secondary amine) N(CH3)2 N,N-Dimethylcyclo￾heptylamine (a tertiary amine) HOCH2CH2NH2 2-Aminoethanol HC NH2 O 1 4 p-Aminobenzaldehyde (4-Aminobenzenecarbaldehyde) H2NCH2CHCH3 NH2 1,2-Propanediamine H2NCH2CH2CH2CH2CH2CH2NH2 1,6-Hexanediamine H2N NH2 1,4-Benzenediamine 860 CHAPTER TWENTY-TWO Amines Back Forward Main Menu TOC Study Guide TOC Student OLC MHHE Website