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NMR analysis

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Cututu:
I did ester coupling between acid carboxylic containing bromo and alcohol. I purified and got pure product (TLC). But when I check H-NMR, the CH2 adjacent to bromide shows 2 triplet peaks with very different intensities ( the smaller one appears in the low field) . And next CH2 also shows similar phenomena ( the smaller appears in the high field). How can I explain it?

Babcock_Hall:
What solvent did you use?

Cututu:

--- Quote from: Babcock_Hall on January 02, 2024, 10:52:49 AM ---What solvent did you use?

--- End quote ---
I used acetone-d6

Babcock_Hall:
I meant to ask, "Which solvent did you use for the reaction, and have you checked the shift(s) associated with it versus you unexplained peaks."  BTW there is a useful list of NMR impurity peaks.  Fulmer et al. "NMR Chemical Shifts of Trace Impurities: Common Laboratory Solvents, Organics, and Gases in Deuterated Solvents Relevant to the Organometallic Chemist" 2010.  DOI: 10.1021/om100106e.

clarkstill:
Any possibility of isomers or rotamers in the structure?

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