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77-94-1

Supplier Related Products Identification Chemical Properties Safety Data Material Safety Data Sheet(MSDS) Questions And Answer Spectrum Detail Well-known Reagent Company Product Information

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Identification

Name
Tributyl citrate
CAS
77-94-1
Synonyms
BENZYLTRIPHENYLPHOSPHONIUM CHLORIDE
BENZYL TRIPHENYL PHOSPHOROUS CHLORIDE
BUTYL CITRATE
CITRIC ACID TRIBUTYL ESTER
CITRIC ACID TRI-N-BUTYL ESTER
N-BUTYLCITRATE
TBC
TRIBUTYL CITRATE
TRI-N-BUTYL CITRATE
TRIPHENYLBENZYLPHOSPHONIUM CHLORIDE
1,2,3-Propanetricarboxylic acid, 2-hydroxy-, tributyl ester
1,2,3-Propanetricarboxylicacid,2-hydroxy-,tributylester
2,3-propanetricarboxylicacid,2-hydroxy-tributylester
2-Hydroxy-1,2,3-propanetricarboxylic acid, tributyl ester
Citroflex 4
citroflex4
nsc8491
Tributyl 2-hydroxy-1,2,3-propanetricarboxylate
tributyl2-hydroxy-1,2,3-propanetricarboxylate
tributyl ester
EINECS(EC#)
201-071-2
Molecular Formula
C18H32O7
MDL Number
MFCD00027217
Molecular Weight
360.44
MOL File
77-94-1.mol

Chemical Properties

Appearance
clear liquid
Appearance
Colorless or pale-yellow, stable, odorless, nonvolatile liquid. Practically insoluble in water. Combustible.
mp 
≥300 °C(lit.)

bp 
234 °C (17 mmHg)
density 
1.043 g/mL at 20 °C(lit.)

refractive index 
n20/D 1.445

Fp 
300 °C
Water Solubility 
insoluble
Merck 
14,1564
BRN 
1806072
CAS DataBase Reference
77-94-1(CAS DataBase Reference)
NIST Chemistry Reference
Butyl citrate(77-94-1)
EPA Substance Registry System
77-94-1(EPA Substance)

Safety Data

Hazard Codes 
T
Risk Statements 
R25:Toxic if swallowed.
Safety Statements 
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 .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S24/25:Avoid contact with skin and eyes .
RIDADR 
UN 2811 6.1/PG 2

WGK Germany 
3

RTECS 
TZ8608000

HS Code 
29181500

Material Safety Data Sheet(MSDS)

Questions And Answer

Outline
Tributyl citrate (TBC) is a good environmental plasticizers, lubricants. At room temperature, it is non-toxic, it has fruit flavor, it is colorless oily liquid. Boiling point is 170℃ (133.3Pa), flash point (open cup) is 185℃. It is soluble in most organic solvents. Volatile is small, it has good compatibility with the resin, it has high efficiency in plastification, in Europe and other countries it is allowed for food packaging and medical products, as well as children's soft toys, pharmaceuticals, medical products, flavors and fragrances, cosmetics manufacturing and other industries.Products can be given a good cold resistance, water resistance and mildew resistance. The product which is resin plasticized can exhibit good transparency and low temperature flexural properties, and has low volatility and low extraction resistance in different media, thermal stability, it does not change color when be heat. The product which prepared by lubricating oil can have good lubricating properties.
New non-toxic plasticizer
The most commonly used plasticizer is phthalate esters industrially, because it can induce cancer, the use in foreign countries has been controlled strictly , China has also formulated relevant laws and regulations, and will phase out its use in food packaging materials, medical appliances toys . Tributyl citrate (TBC) is a new non-toxic plasticizer, because it has good compatibility, high plasticizing efficiency, non-toxic and less volatile, weather resistance and other characteristics of broad interest, it is used as the preferred alternative green products in place of phthalic dimethyl esters. With the growing awareness of environmental protection and improvement of environmental regulations, the development and production of tributyl citrate has excellent prospects.
Tributyl citrate is usually caused with citric acid and n-butanol in the presence of catalyst by esterifying, the conventional catalyst is concentrated sulfuric acid, although its low price, high catalytic activity, it can cause serious corrosion for equipment, post-processing process is complex, the select of reaction is poor, environmental pollution is serious and other defects, and thus the work of seeking alternative catalysts in place of concentrated sulfuric acid is very active, some better catalytic effect of the catalyst has been found:
[Sodium bisulfate catalytic synthesis of tributyl citrate]
Monohydrate Sodium hydroxide is a strong ionic compounds, the study found that it is soluble in water, aqueous solution is strongly acidic but it is insoluble in organic acids and alcohols reaction system, it can be used as a catalyst for esterification, studies show that the catalyst has a high activity catalytic, good stability, high yield, easy separation, convenient synthesis method, no corrosion, no pollution and other advantages.
[Synthesis of solid superacid catalyst]
Superacid is an acid, which the strength is greater than 100% sulfuric acid. Studies have shown that using it as a catalyst for the esterification reaction has good selectivity, fast response, high yield, easy separation, ease of operation, and the catalyst is stable, reusable, non-corrosive, non-polluting, it is a kind of promising catalyst.
[Synthesis of p-toluenesulfonic acid catalysis]
Toluenesulfonic acid is a strong organic acid, it can be used to instead of concentrated sulfuric acid as the esterification catalyst, and the corrosion for equipment and waste pollution is much smaller than that of sulfuric acid, it is also high activity and selectivity, cheap, dosage less, good product color, it is fit catalyst for industrial production.
[Miscellaneous catalytic synthesis of tributyl citrate]
Heteropolyacid is a multi-proton acid, the stronger of acidity, the more conducive to the formation of salt, it provide more favorable conditions for other nucleophilic attack, thus it speeds up the rate of the esterification reaction. It is non-volatile, the thermal stability is well, it also cause less pollution and can reduce equipment corrosion, it is an ideal esterification catalyst.
The above information is edited by the chemicalbook of Wang Xiaodong.
Chemical properties
It is colorless, oily liquid, slightly scented. It is insoluble in water, soluble in methanol, acetone, carbon tetrachloride, acetic acid, castor oil, mineral oil, organic solvents.
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.

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