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27497

Sigma-Aldrich

Tributyl citrate

greener alternative

≥97.0%

Synonym(s):

2-Hydroxy-1,2,3-propanetricarboxylic acid tributyl ester, Tri-n-butyl citrate

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About This Item

Empirical Formula (Hill Notation):
C18H32O7
CAS Number:
77-94-1
Molecular Weight:
360.44
Beilstein:
1806072
EC Number:
201-071-2
MDL number:
MFCD00027217
UNSPSC Code:
12352100
PubChem Substance ID:
57648252
NACRES:
NA.22

Quality Level

100

Assay

≥97.0%

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

refractive index

n20/D 1.445

density

1.043 g/mL at 20 °C (lit.)

greener alternative category

, Aligned

SMILES string

CCCCOC(=O)CC(O)(CC(=O)OCCCC)C(=O)OCCCC

InChI

1S/C18H32O7/c1-4-7-10-23-15(19)13-18(22,17(21)25-12-9-6-3)14-16(20)24-11-8-5-2/h22H,4-14H2,1-3H3

InChI key

ZFOZVQLOBQUTQQ-UHFFFAOYSA-N

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General description

Tributyl citrate is a common solvent and plasticizer for polymers like PVC and its copolymers that are used in food wrapping films. Also, it is a common plasticizer employed in food contact materials, cosmetics, and food additives.
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Green Chemistry. This product can replace highly toxic diluents in membrane preparation and thus aligns with "Less Hazardous Chemical Syntheses". Click here for more information.

Application

Tributyl citrate can be used:
  • To incorporate in zein film to enhance its mechanical properties for industrial processing.
  • As a plasticizer to improve the ductile properties of poly(lactide) polymers.

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis of tributyl citrate using acid ionic liquid as catalyst
Junming XU, et al.
Process Safety and Environmental Protection, 88, 28-30 (2010)
Improved mechanical property and water resistance of zein films by plasticization with tributyl citrate
Shi K, et al.
Journal of Agricultural and Food Chemistry, 60, 5988-5993 (2012)
New development on plasticized poly (lactide): Chemical grafting of citrate on PLA by reactive extrusion
Hassouna F, et al.
European Polymer Journal, 48, 404-415 (2012)
Ke Shi et al.
Journal of agricultural and food chemistry, 60(23), 5988-5993 (2012-05-10)
Pure zein film is intrinsically rigid and brittle and lacks necessary mechanical properties for industrial processing. In addition, pure zein film is sensitive to high relative humidity, which limits its application in food packaging. To improve these properties, tributyl citrate
Bernadette Pretzl et al.
Journal of clinical periodontology, 36(4), 349-356 (2009-05-12)
Evaluation of the 10-year results after GTR-therapy of infrabony defects using two bioabsorbable barriers in a randomized-controlled clinical trial. In 15 patients with periodontitis, 15 pairs of infrabony defects were treated. For each patient, one defect received a polydioxanon (test:
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