Triethyl Citrate

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For Research Use Only | Not For Clinical Use

CAT	APS77930A
CAS	77-93-0
Structure
MDL Number	MFCD00009201
Synonyms	Triethyl 2-hydroxypropane-1,2,3-tricarboxylate,Triethyl citrate
IUPAC Name	triethyl 2-hydroxypropane-1,2,3-tricarboxylate
Molecular Weight	276.28
Molecular Formula	C12H20O7
EC Number	201-070-7
Canonical SMILES	CCOC(=O)CC(O)(CC(=O)OCC)C(=O)OCC
InChI	InChI=1S/C12H20O7/c1-4-17-9(13)7-12(16,11(15)19-6-3)8-10(14)18-5-2/h16H,4-8H2,1-3H3
InChI Key	DOOTYTYQINUNNV-UHFFFAOYSA-N
REAXYS Number	1801199

Description	United States Pharmacopeia (USP) Reference Standard; analytical standard
Density	1.14 g/mL at 25 °C (lit.)
Accurate Mass	276.1209
API Family	Matrix - API Family Triethyl Citrate
Assay	≥98.0% (GC)
BP	235 °C/150 mmHg (lit.)
Form	neat; gas chromatography (GC): suitable
Format	Neat
Grade	analytical standard
Linear Formula	HOC(COOC2H5)(CH2COOC2H5)2
Refractive Index	n20/D 1.442 (lit.); n20/D 1.443
Shipping	Room Temperature
Size	500MG; 1ML
Storage Conditions	+5°C
Subcategory	API standards, Mikromol
Type	API
Vapor Density	9.7 (vs air)
Vapor Pressure	1 mmHg ( 107 °C)

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Case Study

Triethyl Citrate for the Synthesis of Allyl Ether Triethyl Citrate

Jia, Puyou, et al. Materials chemistry and physics 190 (2017): 25-30.

13.8 g (50 mmol) of triethyl citrate, 6.54 g (55 mmol) of allyl bromide solution, and 7.6 g (55 mmol) of potassium carbonate were dissolved in 30 mL of acetone to prepare allyl ether triethyl citrate. The mixture was stirred at 65 °C for 12 hours. Then, the mixture was washed three times with deionized water. The solution was purified by vacuum evaporation (yield: 97%).

Preparation of Triacetate Cellulose Films Plasticized with Triethyl Citrate

Han, Xueqing, et al. Carbohydrate Polymers 320 (2023): 121188.

Modulating the 3D refractive index of polymers is urgently needed for optical films, but this is quite challenging. Here, we propose a simple constrained uniaxial stretching method to successfully adjust the 3D refractive index of triacetate cellulose (TAC) films plasticized with triethyl citrate (TEC).
To prepare the NRZ film containing TAC, we first mixed TAC with the branched additive triethyl citrate (TEC) and then prepared the mixed film (TAC-TEC film) using a solution casting method. The entire preparation process of stretching TAC and TAC-TEC films is illustrated in Figure (c). TAC and TAC-TEC films are produced by solution casting rather than extrusion because the melting point of TAC is higher than its decomposition temperature. The raw material TAC was initially dried at 140 °C for 8 hours to eliminate adsorbed water. Pure TAC or the TAC-TEC blend was then added to a dichloromethane/methanol (87 wt%/13 wt%) co-solvent and gently stirred at 30 °C for 5 hours. The ratio of TAC or TAC-TEC blend to co-solvent was 15 wt%: 85 wt%. The weight fractions of TEC in the TAC-TEC blend were 12, 16, and 20 wt%, respectively. The solution was first applied to a plate using a doctor blade coater and then dried in an oven. To avoid bubble formation due to solvent evaporation, the samples were first dried in an oven at 20 °C for 1 hour, then dried at 60 °C for 1.5 hours, and finally dried at 120 °C for 10 minutes. During this process, only the co-solvent was removed. The resulting film (referred to as solution-cast film) had a thickness of approximately 80 μm.

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