Compilation - Nitromethane with Cycloalkenes (IUPAC SDS Volume 71)
SDS Volume (4184)
Volume 71. Nitromethane with Water or Organic Solvents, p 1253
Original Measurements
Mulliken, S. P.; Wakeman, R. L.; Recl. Trav. Chim. Pays-Bas, 54, 366-72 (1935).
Variables:
Room Temp: 333 - 352 $\pu{K}$
Prepared by:
Method/Apparatus/Procedure:
The synthetic method was used. Miscibility was determined in a glass-stoppered tube of 4 mm inside diameter. Equal volumes (0.1mL) of (1) and (2) were measured into the tube which was then strapped to a thermometer, warmed to 5 or 10 °C above the solubility temperature, mixed well by shaking, and then allowed to cool slowly, still shaking, in a bath of white oil.
Source and Purity of Materials:
- Not specified.
- (1-methylethenyl)cyclohexane synthesized in the Research Laboratory of Organic Chemistry, Massachusetts Institute of Technology; other cycloalkenes were purest available commercial samples.
Estimated Errors:
Ambient temperature: Not reported.
Pressure: Not reported.
Components:
- Nitromethane $\ce{ CH3NO2 }$ [75-52-5]; NIST WebBook
-
Bicyclo[4,2,2]deca-2,4,7,9-tetraene $\ce{ C10H10 }$
[15677-13-1];
NIST WebBook
(1-Methylethenyl)cyclohexane $\ce{ C9H16 }$ [2157-18-8]; NIST WebBook
1-Methyl-4-(1-methylethyl)cyclohexene $\ce{ C10H18 }$ [5502-88-5]; NIST WebBook
Experimental Data
Solubility temperatures of mixtures with equal volumes of nitromethane (1) with cycloalkenes (2)
| Cycloalkenes (C9 and C10) | $T$ (°C) | $T$ ($\pu{K}$) | BP (°C) |
|---|---|---|---|
Bicyclo[4,2,2]deca-2,4,7,9-tetraene
(
 )
|
60 | 333 | 170 |
|
(1-Methylethenyl)cyclohexane
(
)
|
75 | 348 | 154 |
|
1-Methyl-4-(1-methylethyl)cyclohexene
(
)
|
79 | 362 | 175 |