MOLECULAR POLARITYFIELD NOTE 139 / 175

Is NH2CONH2 polar or nonpolar?

NH2CONH2 is polar because its carbonyl oxygen and two amide groups do not form equal opposite dipoles.

THE ANSWERPolar.

Urea · approximately planar at carbonyl C and both N centers

FIGURE 01

The molecule in space

Drag to turn the molecule. Show angles to read the model geometry.

STRUCTURE / 01
O ×1N ×2C ×1H ×4
CHHONNHH
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01 / MODEL RECORDPubChem 3D coordinates. Atom sizes and bond thickness are illustrative.How model data is used ↗

THE REASONING

Why NH2CONH2 is polar

The central carbon is double-bonded to oxygen and bonded to two –NH2 groups. The nitrogen groups are equivalent, but neither is an oxygen atom opposite C=O, so the carbonyl contribution remains.

A USEFUL DISTINCTION

What to notice

Urea's two N ends are alike; the third direction around carbon is C=O. Local symmetry between nitrogens does not make the whole molecule nonpolar.

QUICK REFERENCE

Common questions about NH2CONH2

  1. 01
    What does the Lewis structure of NH2CONH2 show?

    The connectivity is H2N–C(=O)–NH2. Oxygen has two lone pairs, and each nitrogen has a lone pair involved in resonance.

  2. 02
    What is the molecular geometry of NH2CONH2?

    NH2CONH2 has a approximately planar at carbonyl C and both N centers molecular geometry. The 3D model shows representative bond angles of 121.6° and 117.1° and 121.2°. These angles come from the displayed model coordinates.

  3. 03
    What is the molar mass of NH2CONH2?

    NH2CONH2 has an approximate molar mass of 60.06 g/mol, calculated from its formula using abridged standard atomic weights. Natural isotope variation can change the last digits.

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