Name | Dibutyl oxalate |
Synonyms | Butyl oxalate Dibutyl oxalate DIBUTYL OXALATE Dibutyl Oxalate Dibutylethandioat Di-n-butyl oxalate Butyl ethanedioate Dibutylethanedionate Dibutyl ethanedioate Oxalic acid, dibutyl ester OXALIC ACID DI-N-BUTYL ESTER Dibutyl ester of oxalic acid ETHANEDIOIC ACID DIBUTYL ESTER ethanedioic acid, dibutyl ester Oxalic acid, dibutyl ester (8CI) |
CAS | 2050-60-4 |
EINECS | 218-092-8 |
InChI | InChI=1/C10H18O4/c1-3-5-7-13-9(11)10(12)14-8-6-4-2/h3-8H2,1-2H3 |
Molecular Formula | C10H18O4 |
Molar Mass | 202.25 |
Density | 0.986g/mLat 25°C(lit.) |
Melting Point | −29°C(lit.) |
Boling Point | 239-240°C(lit.) |
Flash Point | 228°F |
Water Solubility | Practically insoluble in water |
Vapor Presure | 0.04mmHg at 25°C |
Appearance | clear liquid |
Color | Colorless to Almost colorless |
BRN | 1776065 |
Refractive Index | n20/D 1.423(lit.) |
Physical and Chemical Properties | Characteristics of colorless oily liquid, slightly aromatic odor. melting point 29.6 ℃ boiling point 245.5 ℃ relative density 0.9873 refractive index 1.4180 soluble in ethanol, ether. Insoluble in water. |
Use | Used as a solvent, but also for organic synthesis |
Risk Codes | R37/38 - Irritating to respiratory system and skin. R41 - Risk of serious damage to eyes R43 - May cause sensitization by skin contact R20/21 - Harmful by inhalation and in contact with skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S23 - Do not breathe vapour. |
WGK Germany | 3 |
HS Code | 29171190 |
Raw Materials | Oxalic acid 1-Butanol |
colorless oily liquid, slightly aromatic. The relative density was 0.9873. Melting point 29.6 °c. Boiling point 245.5 °c. Refractive index 4180. Heat of vaporization 230J/g. Specific heat capacity 1.846 J/(g. C). Soluble in ethanol, ether. Insoluble in water, but easy to hydrolysis.
1.-carbon oxide coupling reaction of butanol, carbon monoxide and oxygen with pdcl2-cucl2 as catalyst coupling reaction to produce dibutyl oxalate. In addition, using Pb/C as a catalyst, in the presence of nitrite, the carbon monoxide coupling reaction to obtain dibutyl oxalate.
2. Oxalic acid and butanol by esterification, and then distilled under reduced pressure to obtain the finished product.
raw materials for organic synthesis. Also used as a plasticizer for nitrocellulose.
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Use | used as solvent, also used in organic synthesis organic synthesis raw materials. Also used as a plasticizer for nitrocellulose. |
production method | 1. Carbon monoxide coupling method using PdCl2-CuCl2 as a catalyst, butanol, carbon monoxide and oxygen were reacted to obtain dibutyl oxalate. Nitrite method with Pb-C as the catalyst, in the presence of nitrite, the coupling reaction of carbon monoxide obtained. The partial pressure of CO was 4.90-6.86MPa, the O2 concentration was 2%, the catalyst concentration was 50-10% ppm, the reaction temperature was 80-100 ° C., and of C4H9ONO3 was added. The water formed by the reaction was separated by azeotropic distillation. 3. The gas phase synthesis is prepared from CO and C4H9ONO3 using 0.92% Pb-C catalyst at 130 ℃ and atmospheric pressure. The space-time yield was 662g/L-h. The NO produced by the reaction is condensed and separated from the dibutyl oxalate, and then contacted with ethanol and oxygen to regenerate the nitrite ester for the reaction. 4. Oxalic acid and butanol by esterification reaction, and then by vacuum distillation to obtain the finished product. |