Sample Description:

Molecular Formula: C7H7Br Molecular Weight: 171.034 InChI= 1/C7H7Br/c1-6-3-2-4-7(8)5-6/h2-5H,1H3 IUPAC Name:  3-Bromotoluene CAS Number: 591-17-3 PubChem: 11560 NMRShiftDB: 20027719 Spectrometer: Bruker ARX 400 MHz Solvent: CDCl3 Provided by:  WebSpectra: Beginning Problem #15

$> cat proton.ll
7.3632  0.11
7.3612  0.11
7.3597  0.11
7.3582  0.11
7.3566  0.11
7.3548  0.11
7.3532  0.11
7.3348  0.11
7.3334  0.11
7.3297  0.11
7.3288  0.11
7.3251  0.11
7.3173  0.11
7.3155  0.11
7.3121  0.11
7.3108  0.11
7.3073  0.11
7.3060  0.11
7.2591  0.01
7.1600  0.18
7.1411  0.18
7.1238  0.18
7.1221  0.18
7.1207  0.18
7.1173  0.18
7.1065  0.18
7.1049  0.18
7.1027  0.18
7.1012  0.18
7.0970  0.18
2.3504  3
2.3492  0.01
1.5453  0.01
			

$> cat carbon.ll
140.208
132.124
129.793
128.520
127.739
122.339
21.1772
			

Automated VerifyIt Proton Assignments:

Automated VerifyIt Carbon Assignments:

Top 6 FindIt Molecular Structures Consistent With Molecular Formula and Proton Resonances:

The correct structure is at position 3. (Only 6 structures are consistent with the molecular formula.)

 Best 6 structures in decreasing rating (structure ID shown in parentheses):
    1: 0.991119 (    7805)    2: 0.990890 (    7236)    3: 0.990334 (   11560)
    4: 0.847330 (11073861)    5: 0.841500 (    7498)    6: 0.707477 (10702310)
			

Top 6 FindIt Molecular Structures Consistent With Molecular Formula, and Proton and Carbon Resonances:

The correct structure is at position 3. (Only 6 structures are consistent with the molecular formula.)

 Best 6 structures in decreasing rating (structure ID shown in parentheses):
    1: 0.963494 (    7236)    2: 0.948714 (    7805)    3: 0.935924 (   11560)
    4: 0.759548 (    7498)    5: 0.411631 (11073861)    6: 0.082516 (10702310)
			

Comments:

The position of substituents on an aromatic ring was not well defined by proton and carbon shifts.