Question

need help figuring my unknown and answering these questions please number every question and explain...studying for exam next week.

Transmittance 4000 3500 3000 1500 1000 2500 2000 Wavenumbers (cm-1) 500 C:47.358 H:10.598 0:42.06% N:08 X:08

Answer 1

molecular formula: C-47.35%, H-10.59%,0-42.06% from Mass spectrum, molecular weight = 76 number of Carbons = 47.35% TOO =3 12 10-59 x 76 number of Hydrogens = 10 100 number of oxygens = 42.0 - 2 42-06 x 76 100 x 16 - Cz Hg 9 | degrees of unsaturation =?C 4+2 - 213) -5+2 =0 Le no double bonds are present 2

Ms Analysis J. Mt = 76 mt = [ (H3-D-CH=CH-OH]T 2. Base peak m/2 =45 (with highest intensity) [CH]- DJ Hz-CH-OH)* 5 [CH2=CH, OH] m/3=45 3. m2 =15, [CM3] m = 31. [CH_= OH]T

IR analysis Alcohol, methyl / alkyl ether 1, c-c str. 2 CH2-OTH CH-0TH ether deb, d 3400 cm), broad 2950 cm) 1450 cm ~1100 cm str str

SC-NMR. Dla) 3 (b) No

2) chemical shift s(ppm) carbon type 75 (A) C-0 Alcoholic 'c' 2-0 59 (c) 859 ppm 8 GR PPM 3) HC-0_CH_CH, OH 814 ppm LB

H-NMR: s chemical shift 8 (ppm) Integration (#H) splitting pattern quartet 3.71 2 (A) 3.51 2 (B) triplet 3.40 3 (c) singlet 3.13 ICD) triplet 83.4 ppm 83.51 ppm 8 3.11 ppm, 9 CH2 -0_CH_CH, OH 83.2 ppm (c) (B) (A) (D) singlet Singlet triplet