| Identification | Back Directory | [Name]
n-Butyryl tri-n-hexyl citrate | [CAS]
82469-79-2 | [Synonyms]
BTHC
trihexylo-butyrylcitrate
BUTYRYL TRIHEXYL CITRATE
butyryl-n-trihexylcitrate
Tri-n-hexyl butyrylcitrate
n-Butyltri-n-hexyl citrate
Butyryl tri-n-hexyl citrate
n-Butyryl tri-n-hexyl citrate
TRIHEXYL O-BUTYRYLCITRATE 99%
Trihexyl 2-(butyryloxy)-1,2,3-propanetricarboxylate
2,3-propanetricarboxylicacid,2-(1-oxobutoxy)-trihexylester | [EINECS(EC#)]
413-890-4 | [Molecular Formula]
C28H50O8 | [MDL Number]
MFCD00192535 | [MOL File]
82469-79-2.mol | [Molecular Weight]
514.69 |
| Chemical Properties | Back Directory | [Melting point ]
−55 °C(lit.) | [Boiling point ]
520.24°C (rough estimate) | [density ]
0.993 | [vapor density ]
17.7 (vs air) | [vapor pressure ]
0Pa at 20-25℃ | [refractive index ]
n20/D 1.448(lit.) | [Fp ]
113 °C | [storage temp. ]
2-8°C | [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
Liquid | [color ]
Colorless to Light yellow | [Cosmetics Ingredients Functions]
SKIN CONDITIONING - EMOLLIENT
PLASTICISER | [InChI]
1S/C28H50O8/c1-5-9-12-15-19-33-25(30)22-28(36-24(29)18-8-4,27(32)35-21-17-14-11-7-3)23-26(31)34-20-16-13-10-6-2/h5-23H2,1-4H3 | [InChIKey]
GWVUTNGDMGTPFE-UHFFFAOYSA-N | [SMILES]
CCCCCCOC(=O)CC(CC(=O)OCCCCCC)(OC(=O)CCC)C(=O)OCCCCCC | [LogP]
4 at 21℃ and pH5.7 | [EPA Substance Registry System]
1,2,3-Propanetricarboxylic acid, 2-(1-oxobutoxy)-, trihexyl ester(82469-79-2) |
| Hazard Information | Back Directory | [Uses]
Trihexyl O-Butyrylcitrate is a non-toxic plasticizer, widely used in non-toxic PVC granulation, medical products, soft children's toys, ink coatings, etc. | [Application]
Trihexyl O-Butyrylcitrate can be used as an intermediate in pharmaceutical synthesis. | [Synthesis]
Trihexyl O-Butyrylcitrate was prepared as follows: 1) To a 1 liter four-neck flask equipped with a stirrer, immersion thermometer, subsurface nitrogen sparge tube and Barrett trap with condenser 330 g n-hexanol, 180 g citric acid and 50 ml heptane. The reaction mass was heated to reflux (about 120°C) with a heating mantle and 1.5 grams of tetra-n-butyl titanate esterification catalyst was added. The reaction mass was esterified at 120-140°C until the acidity was less than 2 mgKOH/g acidity. The pressure was reduced to 20 mmHg using a vacuum pump to distill off excess n-hexanol and heptane azeotrope. The ester-containing reaction mass was then stripped with fresh steam at a temperature of 130-140° C. and full vacuum until no residual n-hexanol was detected by gas chromatography.
2) The ester-containing reaction mass was cooled to 90°C, and 0.4 g of concentrated sulfuric acid was added dropwise with stirring. n-Butyric anhydride (166 g) was added dropwise with stirring, maintaining the acylation temperature between 90-110°C. The acylation reaction mixture was stirred and allowed to proceed for 2 hours to prepare the acylated ester. response quality. By-product butyric acid was removed by vacuum distillation at 110°C. |
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