thumb|right|300px|Recording [[optical rotation with a polarimeter: The plane of polarisation of plane polarised light (4) rotates (6) as it passes through an optically active sample (5). This angle is determined with a rotatable polarizing filter (7).]]
In chemistry, specific rotation ([α]) is a property of a chiral chemical compound.</blockquote>
Values for specific rotation are reported in units of deg·mL·g<sup>−1</sup>·dm<sup>−1</sup>, which are typically shortened to just degrees, wherein the other components of the unit are tacitly assumed. These values should always be accompanied by information about the temperature, solvent and wavelength of light used, as all of these variables can affect the specific rotation. As noted above, temperature and wavelength are frequently reported as a superscript and subscript, respectively, while the solvent is reported parenthetically, or omitted if it happens to be water.
Measurement
{| class="wikitable floatright sortable"
|+ Examples
|-
! data-sort-type="string" | Compound name !! [α]<sub>D</sub><sup>20</sup> <small style="display:block; line-height:normal; font-weight:normal">[deg dm<sup>−1</sup><br>cm<sup>3</sup> g<sup>−1</sup>]</small>
|-
| data-sort-value="Bromobutane S" | (S)-2-Bromobutane || +23.1
|-
| data-sort-value="Bromobutane R" | (R)-2-Bromobutane || −23.1
|-
| data-sort-value="Fructose D" | <small>D</small>-Fructose || −92
|-
| data-sort-value="Sucrose D" | <small>D</small>-Sucrose || +66.37
|-
| Penicillin V || +223
|-
| Progesterone || +172
|-
| Testosterone || +109
|}
Optical rotation is measured with an instrument called a polarimeter. There is a linear relationship between the observed rotation and the concentration of optically active compound in the sample. There is a nonlinear relationship between the observed rotation and the wavelength of light used. Specific rotation is calculated using either of two equations, depending on whether the sample is a pure chemical to be tested or that chemical dissolved in solution.
For pure liquids
This equation is used:
:<math>[\alpha]_\lambda^T = \frac{\alpha}{l \times \rho}</math>
In this equation, α (Greek letter "alpha") is the measured rotation in degrees, l is the path length in decimeters, and ρ (Greek letter "rho") is the density of the liquid in g/mL, for a sample at a temperature T (given in degrees Celsius) and wavelength λ (in nanometers). If the wavelength of the light used is 589 nanometers (the sodium D line), the symbol “D” is used. The sign of the rotation (+ or −) is always given.
:<math>[\alpha]_D^{20} = +6.2</math>°
For solutions
For solutions, a slightly different equation is used:
:<math>[\alpha]_\lambda^T = \frac{ \alpha}{l \times c}</math>
In this equation, α (Greek letter "alpha") is the measured rotation in degrees, l is the path length in decimeters, c is the concentration in g/mL, T is the temperature at which the measurement was taken (in degrees Celsius), and λ is the wavelength in nanometers.
For practical and historical reasons, concentrations are often reported in units of g/100mL. In this case, a correction factor in the numerator is necessary:
:<math>[\alpha]_\lambda^T = \frac{ 100 \times \alpha}{l \times c}</math>
When using this equation, the concentration and the solvent may be provided in parentheses after the rotation. The rotation is reported using degrees, and no units of concentration are given (it is assumed to be g/100mL). The sign of the rotation (+ or −) is always given. If the wavelength of the light used is 589 nanometer (the sodium D line), the symbol “D” is used. If the temperature is omitted, it is assumed to be at standard room temperature (20 °C).
For example, the specific rotation of a compound would be reported in the scientific literature as:
:<math>[\alpha]_D^{20}= +6.2</math> (c 1.00, EtOH)<!-- This is the format shown in the ACS Style Guide -->
Dealing with large and small rotations
If a compound has a very large specific rotation or a sample is very concentrated, the actual rotation of the sample may be larger than 180°, and so a single polarimeter measurement cannot detect when this has happened (for example, the values +270° and −90° are not distinguishable, nor are the values 361° and 1°). In these cases, measuring the rotation at several different concentrations allows one to determine the true value. Another method would be to use shorter path-lengths to perform the measurements.
In cases of very small or very large angles, one can also use the variation of specific rotation with wavelength to facilitate measurement. Switching wavelength is particularly useful when the angle is small. Many polarimeters are equipped with a mercury lamp (in addition to the sodium lamp) for this purpose.
Applications
Enantiomeric excess
If the specific rotation, <math>{[\alpha]_\lambda}</math> of a pure chiral compound is known, it is possible to use the observed specific rotation, <math>{[\alpha]_\text{obs</math> to determine the enantiomeric excess (ee), or "optical purity", of a sample of the compound, by using the formula: