Question

Fill in the wave number functional group , Vibration and intensity of the compound below in the black space base on the structural type and chemical shift range provided below

Compound name Propanol

REPORT FORM: ORGANIC STRUCTURE DETERMINATION BY SPECTROMETRIC TECHNIQUES Unknown number Infrared absorption assignments: Wavenumber Vibration Functional group(Stretch or band) Intensity (w, m or s) (cm1) H NMR assignment Chemical shift Explanation of multiplicity Integration assignment (рpm) 1C NMR assignment DEPT 135 appearance (if available) Chemical shift (ppm) DEPT 90 appearance (if available) assignment Submit this report form to the instructor before leaving the laboratory APPENDIX X: SELECTED 13C NMR CORRELATIONS chemlcal shift range (ppm) strudural type -10-10 cyclopropy 10-30 -CH, (amurated) 10-55 CH (saurated) 25-55 (saturated) 30-55 (saturated) -10-45 25-65 35-80 a 20-50 - 30-70 40-80 65-85 -OEC 100-150 -EN 110-125 ArH (Ar aromatic ring) 110-160 155-185 190-210 APPENDIX X: SELECTED 1H NMR CORRELATIONS structural type chemical shift range (ppm) cyclopropyl 0.0-0.9 0.5-5.0 RNH2 RNH 0.7-1.3 -CH, (saturated) вoф a 0.9-1.2 (Xhalogen, O, N, carbonyl) -Ci, (saturated) 12-1.3 1.4-1.6 (saturated) вефх 1.0-2.0 (X= halogen, O, N, carbonyl) 1.0-5.0 ROH н,с 1.6-1.9 1.8-2.2 н,с-сс- 1.9-2.6 н.с 2.1-2.6 HC-Ar (Ar aromatic ring) не 2.1-3.0 2.0-2.6 CEC-H (nonconjugated) -aC-H (conjugated) 2.8-3.1 Н,с-х (х -halogen, O) 2.6-4.4 structural type chemical shift range (ppm) 3.0-5.0 Ar-NH ANH 4.0-10.0 АОН но (оссоуеркей 4.6-5.0 5.1-5.9 (nonconjugated) но 5.3-6.3 (conjugated) 5.3-7.7 (conjugated) 6.0-9.5 ArH ArH R H 9.5-10.5 OH 9.7-13.2 Highly dependent upon concentration and solvent effects. APPENDIX X: SELECTED INFRARED CORRELATIONS Hydrocarbons Alkyl C-H stretch medium-strong 3000-2850 cm 3030 cm 3100-3010 cm- -3300 cm variable Aromatic C-H stretch medium Alkenyl C-H stretch strong Alkynyl C-H stretch weak Alkyl C-C stretch 1200 cm 1600, 1580, 1500, 1450 cmr 1680-1640 cm- 1640-1620 cm 2260-2190 cmr 2140-2100 cm variable Aromatic C-C stretch medium Isolated Alkeny! C C stretch Conjugated Alkenyl CC stretch Internal Allkynyl C C stretch Terminal Alkynyl CC stretch weak weak medium Alkyl Halides 1400-1000 cm 800-600 cm 600-500 cm -s00 cm strong C-F stretch strong C-CI stretch C-Br stretch strong C-I stretch strong Alcohols 3650-3200 cm strong, broad O-H stretch 1470-1250, 1220-1000 cm C-O stretch strong Ethers 1300-1000 cmr C-O stretch strong Amines 3500,3400 cm 3500-3310 cm N-H stretch (10 amine) N-H stretch (20 amine) medium medium 1360-1250 cm 1410, 1220-1020 cm Aromatic C-N stretch strong Aliphatic C-N stretch weak Imines variable C N stretch 1690-1630 emr Nitriles medium CEN stretch 2260-2220 cm Carbonyl Compounds strong C O stretch 1870-1630 cm 1750-1660 cm 1740-1660 cm 1800-1720 cm 1820-1730 cm 1730-1680 cm 1870-1780, 1830-1720 cm 1800-1720 cm 1700-1630 cm 1780-1680 cm ketone aldehyde ester lactone carboxylic acid acid anhydride acid chloride amide lactam weak C-H stretch (aldehyde) 2900-2820, 2780-2700 cm O-H stretch (carboxylic acid) 3000 cm very broad N-H stretch (10 amide) 3500-3350,3400-3180 cm medium N-H stretch (20 amide) 3430-3140 cm1 medium

Answer 1

Compound Propan Structure CH3-CH - CH2- OH IR assignments wave Number (e) funcional Twteusity (w,m/s vibralim (trech /beu) 1050- I100 Strech CO ) Buays (AIKM) Strech C H 2900 300o medium to stang 0- H 3200 35O Strang, bro ad Strech (H-nded C-c (aIky) Weak Srech ~200 a d C assign meut IH- NMR CH3-CH2-CH o H Explanatim of mutipi cy Interatm assignment Chemical shift (ppm) Triplet (as t has turo neighbour a 3 H (sual eud Multiplet (as it has 3 Same type Pretons an 1eff & 6 2tH 2 Same types prtm rigut on Triplet C. 2 H 3.5 3 neighbou prtons on left)

Explanahin f Multiphety Ivegrahim Chemical assignmeut Chiff (rpm) singlut & bro it does not have any neighbouring Protens d 1H 3.65 a 3-c NMR ASCighment Ct3-C OH Assignment DEPT 135 Appearance Chemical DEPT 90 Sft (Ppm) Appennence No appearen 10 a Positive perk appenns No ofpearen ce Negative pesk afpene 25 65 C appearne Negative peak pens- NO Note DEPT- 90 ives ony peak fr give poshivepeak fr Negahve peak r CH group CH & CH DEPT 135 &

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