ID

Signal

Coupling

Integ.

Jave

Coupling neighbors

Rationale

7.2700

singlet

N/A

N/A

a₁

7.1386

doublet at 7.1305

2.171

8.1

b

1H aromatic, with one aromatic neighbor (both a groups have such similar chemical shifts and coupling that they appear as if a doublet of doublets)

7.1224

a₂

7.1135

doublet at 7.1061

7.4

1H aromatic, with one aromatic neighbor (both a groups have such similar chemical shifts and coupling that they appear as if a doublet of doublets)

7.0987

b

6.9929

triplet at 6.9776

1.014

7.7

a

1H aromatic, with two aromatic neighbors; although neighbors are distinct, their similarity effectively creates a triplet coupling

6.9776

6.9622

c

5.7482

quartet at 5.73255

1.075

6.3, 10.1

e, m (& j)

1H alkene, with an alkene neighbor and two sp3 C-H neighbors; coupling with j is unobserved, likely due to insufficient resolution/clarity of peaks by the 1H-NMR instrument

5.7369

5.7281

5.7169

d

5.5626

doublet at 5.5494

1.045

13.2

j (& m, g, l)

1H proximal to an ether; cumulative coupling effect due to m/j and g/l, although under higher resolution the peak would more likely resemble a quartet

5.5362

e

5.2202

doublet at 5.2101

1.095

10.1

c

1H alkene, with an alkene neighbor (it is the neighbor of proton C due to the very similar coupling constant)

5.2000

f₁

5.1333

doublet at 5.1286

2.049

4.8

f1

Two 1H diastereotopic hydrogens flanked by ethers, are neighbors with each other; Their nearly identical chemical shifts and coupling create overlapping doublets, which appear as a quartet

5.1238

f₂

5.1037

doublet at 5.0990

4.8

f2

5.0942

g

4.8422

doublet at 4.8236

1.081

18.6

l

1H proximal to an ester; it couples with its diastereotopic 2-bond hydrogen neighbor

4.8050

h

4.7546

singlet

1.000

N/A

none

1H on highly deshielded sp3 carbon, proximal to an ether, carbonyl group, and a phosphodiester. The surrounding environment is devoid of hydrogens, allowing for no coupling

i₁
i₂

4.3555

multiplet at 4.3053

4.045

unclear

i, o

There are two enantiotopic pairs of 1H hydrogens adjacent to the phosphodiester, with methyl and 1H diastereotopic neighbors; the similarity of each pair’s chemical shifts and couplings creates a crowded multiplet

4.3495

4.3405

4.3352

4.3208

4.3056

4.2989

4.2915

4.2851

4.2777

4.2709

4.2657

4.2639

4.2551

j

3.8316

doublet at 3.8184

1.052

13.2

d (& m, c)

1H near an alkene and quaternary carbon; coupling with d is observed, but a multiplet would likely emerge under higher resolution

3.8052

k

3.6950

singlet

2.970

N/A

none

3H methyl proximal to ether, with no neighbors

l

2.9341

doublet at 2.9145

1.024

18.0

g

1H proximal to an ester; it couples with its diastereotopic neighbor

2.8980

m

2.3131

doublet at 2.3073

4.368

6.3

c (& j)

1H near an alkene and quaternary carbon, with diastereotopic neighbor and alkene neighbor; complete coupling pattern is hidden by large, overlapping peak for n

2.3015

n

2.2698

singlet

N/A

none

3H methyl on aromatic ring (only slightly deshielded); no neighbors

o

1.3787

triplet at 1.3646

6.084

7.1

i

6H; enantiotopic pair of methyls, with two diastereotopic sp3 C-H neighbors (the methylene groups)

1.3646

1.3505

p

1.0833

singlet

3.080

N/A

none

3H methyl on quaternary carbon, with no coupling neighbors

q

0.2530

singlet

3.028

N/A

none

3H methyl on quaternary carbon, with no coupling neighbors