Urea CAS#57-13-6

Distinctive Molecular Configuration

Urea displays a planar crystal structure in solid form. In the gas phase under minimum energy conditions, nitrogen atoms adopt pyramidal geometry. Such special structural characteristics deliver its exclusive physicochemical properties.

Stable Hydrogen Bond Network

Within solid urea, the central oxygen atom establishes two N-H-O hydrogen bonds, constructing an intensive and steady hydrogen-bond network. This structure greatly improves molecular stability.

Superior Water Solubility

Urea can form abundant hydrogen bonds with water molecules, resulting in excellent water solubility. This trait supports efficient performance across numerous industrial and chemical scenarios.

The urea molecule adopts a planar conformation within its crystalline state. When in the gas phase under minimum-energy conditions, nitrogen atoms take on pyramidal geometry.

In solid urea, the oxygen atom forms two N-H-O hydrogen bonds, constructing a compact, thermodynamically stable hydrogen-bond network. This bonding arrangement yields an open structural framework consisting of molecular ribbons that shape square cross-section tunnels, despite slight compromises to tight molecular stacking.

The carbon atom of urea features sp² hybridization. Its C-N bonds display distinct double-bond characteristics, and the carbonyl oxygen demonstrates stronger basicity compared with carbonyl oxygen present in formaldehyde and similar substances. Benefiting from its capacity to generate abundant hydrogen bonds with water molecules, urea achieves outstanding water solubility.

Urea Chemical Properties

 

 

Melting point 132-135 °C(lit.)
Boiling point 332.48°C (estimate)
density 1.335 g/mL at 25 °C(lit.)
vapor pressure <0.1 hPa (20 °C)
refractive index n20/D 1.40
storage temp2-8°C
solubility H2O: 8 M at 20 °C
form powder
pka0.10(at 25℃)
color white
Specific Gravity1.335
Odoralmost odorless
PH8.0-10.0 (20℃, 8M in H2O)
Water Solubility 1080 g/L (20 ºC)
λmaxλ: 260 nm Amax: 0.03
λ: 280 nm Amax: 0.02
Merck 14,9867
BRN 635724
Dielectric constant3.5(Ambient)
StabilitySubstances to be avoided include strong oxidizing agents. Protect from moisture.
InChIKeyXSQUKJJJFZCRTK-UHFFFAOYSA-N
LogP-1.660 (est)
CAS DataBase Reference57-13-6(CAS DataBase Reference)
NIST Chemistry ReferenceUrea(57-13-6)
EPA Substance Registry SystemUrea (57-13-6)

Safety Information


 

Hazard Codes Xn,Xi
Risk Statements 36/37/38-40-38
Safety Statements 26-36-24/25-37
RIDADR Not regulated
WGK Germany 1
RTECS YR6250000
TSCA Yes
HS Code 31021010
Hazardous Substances Data57-13-6(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 8471 mg/kg LD50 dermal Rat 8200 mg/kg

Urea serves as a key physiological substance for nitrogen metabolism in mammals. Produced in the liver during protein metabolism, it is excreted via urine and naturally exists in human skin. It features emollient and diuretic properties.

In biochemical applications, urea is widely utilized for protein denaturation and acts as a gentle solubilizer for insoluble and denatured proteins. It excels at refolding proteins from samples treated with 6M guanidinium chloride, including inclusion bodies. Furthermore, urea can be formulated together with guanidine hydrochloride and DTT to facilitate the refolding of denatured proteins into their natural, biologically active conformation.

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