Which of the above 8 terpenes does the IR spectrum belongs to ? determine the peaks...

Question:

which of the above 8 terpenes does the IR spectrum belongs to ?
determine the peaks that belongs to the terpene.

attached are reference table for finding peaks .

U right scandidate terpenes narrone Citral litronellol p-upmene Myreene geraniol linenene Menthone
Transance 4000 101 - Wed Oct 15 703 322019 GMT-0001 3500 3000 2964.0B 304704 3D08.40 2919.65 205448 2500 2000 1715.80 1645.25 1622 07 159331 1576 51 1495 54 1449.04 1376.494 133870 126369 115592 109716 980 65 955.96 914 BBB 35 799 95 765 50 738.72 698 56 658.90 660 19 570.71 556.82 550.51 542 2 KUR HUER
Functional class Alkanes Range (cm) 3000 - 2850 Stretching Vibrations Intensity Assignment sp C-H (2 or 3 peaks) Bending Vibrations / Comments Range (cm) Intensity Assignment 1470 - 1350 m CH2 and CH, deformation 1390 - 1370 m CH3 deformation 725 - 720 w CH, rocking For detailed stretching and bending vibrations, see separate table of alkene absorption frequencies 700 - 600 S C-H deformation Alkenes E > Alkynes > Benzenes > sp'C-H (usually sharp) C=C (symmetry reduces intensity) sp C-H (usually sharp) CEC (symmetry reduces intensity) sp C-H (may be several peaks) aromatic overtones (several peaks) C=C(ring, 2 or 3 peaks) O-H (H-bonded, usually broad) C-0 N-H (1 -amines, 2 peaks) N-4 (2-amines) C-N m.w 3100 - 3010 1680 - 1630 3300 2250 - 2100 3070 - 3000 2000 - 1670 1600 and 1500 3600 - 3200 1250 - 970 3500 - 3400 (dilute) 3400 - 3300 (dilute) 1250 - 1000 2600 - 2550 2830 and 2700 1740 - 1720 1720-1710 1690 1675 1745 1780 2260-2240 1100 - 1035 1075 - 1030 Alcohols and Phenols Amines For bending vibrations, see table of detailed benzene absorption frequencies. See graphic for description of overtone peaks- 1430 - 1330 O-H bending (in-plane) 770 - 650 O-H bending (out-of-plane) 1650 - 1550 S-m NH2 scissoring (1-amines) 900 - 660 NH, and N-H wagging (shifts on H-bonding) Thiols Aldehydes and Ketones Eu 1360 - 1350 1450-1400 1100 -CH, bending a-CH2 bending C-C-bending S-H (sharp) C-H (aldehyde, 2 peaks) - C=O (saturated aldehyde) C=O (saturated ketone) C=O (aryl ketone) C=O (a.B-unsaturation) C=O (cyclopentanone) C=O (cyclobutanone) CEN (sharp) C-CI C-Br Nitriles Aryl Halides S = strong intensity, m = medium intensity, w = weak intensity, v = variable intensity
Functional Class Alkyl Halides Bending Vibrations / Comments Range (cm) Intensity Assignment 1300 - 1230 CHy-Cl bending 1250 - 1190 CH-Br bending 1200 - 1150 CH-1 bending 1440 - 1395 m C-O-H bending Carboxylic Acids Range (cm) 785-540 650 - 510 600 -485 3500 - 2500 - 1720 - 1705 - 1320 - 1210 1815 - 1785 1820 and 1750 1820 and 1750 1865 and 1785 1300 - 1000 Acid Chlorides Acid Anhydrides Conjugation lowers the CEO stretching frequency Esters and Lactones Conjugation lowers the C=O stretching frequency Stretching Vibrations Intensity Assignment C-ci C-Br C- O-H (very broad, overlaps C-H) C=O (H-bonded) 0-C (sometimes 2 peaks) C=0 C=O (acyclic, 2 peaks) CEO (6-membered rings, 2 peaks) C=0 (5-membered rings, 2 peaks) C- (1 or 2 peaks) C=0 (acyclic) C=O (6-membered lactones) C=O (5-membered lactones) C=0 (4-membered lactones) C-O (1 or 2 peaks) N-H(1-amides, 2 peaks) N-H (2-amides, 1 peak) C=O (19 and 2-amides, 2 peaks) C=O (3-amides) C=O (6-membered lactams) C-O (5-membered lactams) C=0 (4-membered lactams) -N=C=O -N=C=N-.-C=C=0 -N, N-O (2 peaks) 1750 - 1730 1750 - 1730 1770 - 1760 1845 - 1835 1250 - 1150 3500 - 3170 3500 - 3170 1690 - 1510 1665 - 1635 1680 - 1660 1715 - 1685 1760-1730 2270 - 2100 Amides and Lactams For 1 and 2-amides, the higher frequency absorption (1665 30 cm') is called the Amidel peak. The lower frequency Amide il peak (1620 30 cm in 1 amides and 1530 + 30 cm in 2-amides) is largely due to N-H bending trans to the carbonyl oxygen. Isocyanates. Diimides, Ketenes, and Azides Nitro Aromatics 1520 and 1350 s = strong intensity, m - medium intensity, w = weak intensity, y variable intensity
Detailed Alkene Absorption Frequencies Alkene Derivative monoalkylated R-CH=CH: (vinyl group) Range (cm) 3040 - 3010 3095 - 3075 1645 Stretching Vibrations Intensity Assignment +C-H C-H CEC Bending Vibrations Range (cm) Intensity Assignment 920 - 905 =C-H and =CH2 1000 -985 S bending 1320 - 1280 m 1420 - 1410 m 730 - 680 =C-H bending s Ε Ε =C-H bending dialkylated RCH=CHRcois dialkylated RCH=CHR (frans dialkylated RO=CH (geminal) trialkylated RC=CHR 3040 - 3010 1658 3040 - 3010 1675 3095 - 3075 1653 3040 - 3010 1670 *C-H C=C (symmetry reduces intensity) C-H C=C (symmetry reduces intensity) =C-H C=C C-H CHC 970 - 960 1310 - 1295 895 - 885 1420 - 1410 C-Hand =CH2 bending =C-H bending 840 - 790 s = strong intensity, m = medium intensity, w = weak intensity, v = variable intensity
Detailed Benzene Absorption Frequencies mono- Benzene Derivative monosubstituted Assignment =C-H bending and ring torsion ortho- meta- disubstituted =C-H bending and ring torsion Bending Vibrations Range (cm) (substitution pattern) Intensity 770 - 730 720-680 1225 - 950 (2 or 3 peaks, sharp) 770 - 735 (ortho) 900 - 810, 810 - 750, 720 - 685 (meta) S, S, M 860 - 800 (para) 810 - 750 and 720 - 685 (1,2,3-substituted) ms 900-820 and 720-685 (1,3,5-substituted) 900 - 820 and 860 - 800 (1.2.4-substituted) S m 840 - 800 (1,2,3,4-substituted) 880 - 840 (1.2.4,5-substituted) 880 - 340 (1,2,3,5-substituted) 880 - 840 para- trisubstituted =C-H bending and ring torsion ms tetrasubstituted =C-H bending (out-of-plane) 1,2,3- pentasubstituted =C-H bending (out-of-plane) 1,3,5- The graphic at the right shows the typical infrared overtone peaks in the 2000-1667 cm region for various substituted benzenes. These weak absorptions can often be used to assign the ring substitution pattern 1,2,4- 1,2,3,4- 1,2,4,5- Note: ortho = 1,2-substituted; meta = 1,3-substituted; para = 1,4-substituted 1,2,3,5- 2000 1667 cm s strong intensity, m - medium intensity, w = weak intensity, y variable intensity

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