Tributyl citrate

Base Information

• Chemical Name: Tributyl citrate
• CAS No.: 77-94-1
• Deprecated CAS: 611199-02-1
• Molecular Formula: C18H32O7
• Molecular Weight: 360.448
• Hs Code.: 29181500
• European Community (EC) Number: 201-071-2
• NSC Number: 8491
• UNII: 827D5B1B6S
• DSSTox Substance ID: DTXSID5051442
• Nikkaji Number: J4.216A
• Wikidata: Q1954892
• ChEMBL ID: CHEMBL2107619
• Mol file: 77-94-1.mol

Synonyms:citric acid tributyl ester;tributyl citrate;tributyl citric acid

Chemical Property of Tributyl citrate

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 1.09E-07mmHg at 25°C
• Melting Point: ≥300 °C(lit.)
• Refractive Index: n20/D 1.445
• Boiling Point: 389.8 °C at 760 mmHg
• PKA: 11.30±0.29(Predicted)
• Flash Point: 120.7 °C
• PSA: 99.13000
• Density: 1.041 g/cm³
• LogP: 2.52760
• Storage Temp.: Store below +30°C.
• Solubility.: Miscible with acetone, ethanol, and vegetable oil; practically insoluble in water.
• Water Solubility.: insoluble
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 17
• Exact Mass: 360.21480336
• Heavy Atom Count: 25
• Complexity: 382

Purity/Quality:

99% ^*data from raw suppliers

Tributyl Citrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 26-36/37/39-45-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CCCCOC(=O)CC(CC(=O)OCCCC)(C(=O)OCCCC)O
• Uses: This product is innocuous plasticizer, it can be used for granulation of non-toxic PVC, it can be used for packaging materials in food production, soft toys for children, medical products, the plasticizer for polyvinyl chloride, vinyl chloride copolymers, cellulose resin. Plasticizer and solvent for nitrocellulose lacquers; in polishes, inks and similar Preparations; also as anti-foam agent. Tributyl Citrate, is a non-phthalate plasticizer, that can be used for the preparation of resins. It can also used for the synthesis of Acetyl Tributyl Cirate, a valuable biodegradable plasticizer of low toxicity, found in nail polish and other cosmetics. 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.

Technology Process of Tributyl citrate

There total 8 articles about Tributyl citrate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.6%

citric acid (77-92-9,906507-37-7) + butan-1-ol (71-36-3) → Citroflex-4 (77-94-1)

Guidance literature:

With 1,3-propanesultone; sulfuric acid; manganese(II) acetate; Cycloheximide; In water; toluene; at 65 - 100 ℃; for 31h; Temperature; Ionic liquid;

Reference yield: 97.0%

citric acid anhydride (24555-16-6) + butan-1-ol (71-36-3) → Citroflex-4 (77-94-1)

Guidance literature:

With titanium(IV) isopropylate; at 230 ℃; for 6h; Inert atmosphere;

Reference yield:

Glyoxilic acid (298-12-4) + butan-1-ol (71-36-3) → Dibutyl maleate (105-76-0,29014-71-9) + di-n-butyl oxalate (2050-60-4) + dibutyl succinate (141-03-7) + L-(-)-di-n butyl malate (1587-18-4,6280-99-5) + dibutyl tartrate (344268-32-2,15763-01-6) + propane-1,2,3-tricarboxylic acid tributyl ester (38094-11-0) + Citroflex-4 (77-94-1) + dibutyl fumarate (105-75-9,29014-71-9) + C11H20O5 (117538-83-7) + C12H22O4S3 (94086-70-1)

Guidance literature:

Glyoxilic acid; With sodiumsulfide nonahydrate; In water; at 90 ℃; for 168h;

butan-1-ol; With hydrogenchloride; at 90 ℃; for 2h;

DOI:10.1002/cbdv.201100124

upstream raw materials:

citric acid

butan-1-ol

sulfuric acid

Glyoxilic acid

Downstream raw materials:

acetyltributyl citrate

tri-n-hexyl citrate

Refernces

• 1、 -. "Novel cyclohexylimide ionic liquid and method for catalyzing synthesis of butyl citrate and bisphenol F". Paragraph 0008; 0013-0019. . Retrieved 2021/03/31.
• 2、 -. "Citrate plasticizer and preparation method thereof". Paragraph 0029; 0030. . Retrieved 2021/05/29.