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77-94-1

77-94-1

Identification

  • Product Name:1,2,3-Propanetricarboxylicacid, 2-hydroxy-, 1,2,3-tributyl ester

  • CAS Number: 77-94-1

  • EINECS:201-071-2

  • Molecular Weight:360.448

  • Molecular Formula: C18H32O7

  • HS Code:29181500

  • Mol File:77-94-1.mol

Synonyms:1,2,3-Propanetricarboxylicacid, 2-hydroxy-, tributyl ester (9CI);Citric acid, tributyl ester (6CI,7CI,8CI);2-Hydroxy-1,2,3-propanetricarboxylic acid tributyl ester;Butyl citrate;Citroflex 4;Citroflex C 4;Morflex TBC;NSC 8491;Tri-n-butyl citrate;

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Safety information and MSDS view more

  • Pictogram(s):ToxicT

  • Hazard Codes:T

  • Signal Word:No signal word.

  • Hazard Statement:none

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:Tributyl Citrate
  • Packaging:250 g
  • Price:$ 165
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Tributyl Citrate >98.0%(GC)
  • Packaging:25mL
  • Price:$ 19
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Tributyl Citrate >98.0%(GC)
  • Packaging:500mL
  • Price:$ 68
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Tributyl citrate United States Pharmacopeia (USP) Reference Standard
  • Packaging:500mg
  • Price:$ 399
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Tributyl citrate for synthesis. CAS 77-94-1, EC Number 201-071-2, chemical formula HOC(COOCH CH CH CH )(CH COOCH CH CH CH ) ., for synthesis
  • Packaging:8203501000
  • Price:$ 228
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Tributyl citrate for synthesis
  • Packaging:1 L
  • Price:$ 218.3
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Tributyl citrate ≥97.0%
  • Packaging:100 mL
  • Price:$ 81
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Tributyl citrate ≥97.0%
  • Packaging:100ml-f
  • Price:$ 79
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Tributyl citrate Pharmaceutical Secondary Standard; Certified Reference Material
  • Packaging:1g
  • Price:$ 72.8
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Tributyl citrate for synthesis. CAS 77-94-1, EC Number 201-071-2, chemical formula HOC(COOCH CH CH CH )(CH COOCH CH CH CH ) ., for synthesis
  • Packaging:8203500100
  • Price:$ 31.8
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Relevant articles and documentsAll total 26 Articles be found

Preparation supported heteropoly (acid)/polyaniline catalysts and catalytic synthesis of tributyl citrate

Wang, Limin,Ding, Bin,Zhang, Miao

, p. 33124 - 33129 (2019)

A series of polyaniline supported heteropoly acids were prepared through a simple method at room temperature. The obtained heterogeneous catalysts were comprehensively characterized by powder FTIR spectroscopy, UV-vis spectra, NH3 temperature programmed desorption (TPD) and scanning electron microscopy (SEM). The influence of various process parameters such as heteropoly loading (10 to 25 wt%), catalyst amount (3-5%), molar ratio of n-butanol to citric acid (3 to 5), and reaction time (3.5-12 h) have been investigated over heteropoly/polyaniline catalysts with the aim to maximize citric acid conversion and tributyl citrate selectivity. The different catalytic tests has shown that the catalyst exhibits high conversion and selectivity by using the as-prepared heteropoly/polyaniline catalysts for esterification under appropriate conditions. The present method of using 20% heteropoly/polyaniline catalyst for the synthesis of tributyl citrate would be environmentally benign in the reusability of catalyst.

CITRATE-BASED PLASTICIZER COMPOSITION AND RESIN COMPOSITION COMPRISING SAME

-

Paragraph 0106; 0117-0119, (2021/10/20)

The present invention relates to a plasticizer composition, including a lower alkyl-based citrate and a higher alkyl-based citrate at the same time, as citrate, wherein the ratio of a hybrid type to a non-hybrid type and the ratio of the lower alkyl groups to the higher alkyl groups are controlled so that effects are achieved. When applying the plasticizer composition to a resin, stress resistance and mechanical properties can be maintained at an equal or higher level, the migration and volatile loss properties and the plasticization efficiency can be balanced, and the light resistance and heat resistance can be remarkably improved.

PLASTICIZER COMPOSITION AND RESIN COMPOSITION INCLUDING THE SAME

-

Paragraph 0119-0120; 0122, (2021/07/31)

Provided is a plasticizer composition including: a cyclohexane-1,2-diester-based substance of the following Chemical Formula 1; and a citrate-based substance of the following Chemical Formula 2: wherein in Chemical Formula 1 and Chemical Formula 2: R1 and R2 each independently are a C8 to C10 alkyl group; and R3 to R5 each independently are a C5 to C10 alkyl group.

Novel cyclohexylimide ionic liquid and method for catalyzing synthesis of butyl citrate and bisphenol F

-

Paragraph 0008; 0013-0019, (2021/03/31)

The invention provides a novel cyclohexylimide ionic liquid and a method for catalyzing synthesis of butyl citrate and bisphenol F, and can solve the technical problem that the reaction yield needs tobe further improved when the traditional cyclohexylimide ionic liquid catalyzes synthesis of butyl citrate and bisphenol F. The novel cyclohexylimide ionic liquid is characterized by being prepared by the following method: S1, mixing and dissolving 1, 3-propane sultone and toluene, cooling the solution, adding Mn (OAc) 2 and reduced hexylimide, heating to 65 DEG C, and reacting for 12 hours; s2,filtering the reaction solution obtained in the step S1 to obtain a white precipitate, rinsing, and drying to obtain a white intermediate; s3, dissolving the intermediate in water, stirring, dropwiseadding concentrated sulfuric acid, heating to 80 DEG C, and reacting for 16 hours to obtain yellow transparent liquid, and S4, removing water from the transparent liquid by rotary evaporation, rinsing, washing and drying to obtain the novel cyclohexylimide ionic liquid.

Citrate plasticizer

-

Paragraph 0027-0029, (2021/05/15)

The invention discloses a citrate plasticizer and a preparation method thereof, and the preparation method of citrate comprises the following steps: firstly, citric acid and alcohol react to prepare citric acid triester, and then dianhydride acylation is carried out to prepare carboxyl-containing citric acid triester. After chlorination, the carboxyl-containing citric acid triester and the tris(2-ethoxyl) isocyanurate are subjected to esterification reaction to prepare triester citrate containing the isocyanurate. According to the present invention, the preparation method has characteristics of simple operation, wide raw material source and mild reaction condition, and meets the industrial production, the prepared triester citrate containing isocyanurate has a good plasticizing effect and excellent thermal stability, low-temperature flexibility, solvent extraction resistance, migration resistance and flame retardance, and can be widely applied to plastic rubber plasticizers.

Citrate plasticizer and preparation method thereof

-

Paragraph 0029; 0030, (2021/05/29)

The invention discloses a citrate plasticizer and a preparation method thereof. The preparation method comprises the following steps: firstly, carrying out reaction on citric acid and alcohol to prepare citric acid triester; acylating dianhydride to prepare carboxyl-containing triester citrate; carrying out acylating chlorination on the carboxyl-containing triester citrate, and then carrying out esterification reaction on the carboxyl-containing triester citrate and tri(2-hydroxyethyl) isocyanurate to prepare triester citrate containing isocyanurate; and finally, esterifying with fatty acyl chloride to obtain the modified citrate plasticizer. The preparation method is simple to operate, wide in raw material source and mild in reaction condition, and meets industrial production. The prepared triester citrate containing isocyanurate has a good plasticizing effect and excellent thermal stability, low-temperature flexibility, solvent extraction resistance, migration resistance and flame retardance, and can be widely applied to plastic rubber plasticizers.

Process route upstream and downstream products

Process route

Glyoxilic acid
298-12-4

Glyoxilic acid

butan-1-ol
71-36-3

butan-1-ol

Dibutyl maleate
105-76-0,29014-71-9

Dibutyl maleate

di-n-butyl oxalate
2050-60-4

di-n-butyl oxalate

dibutyl succinate
141-03-7

dibutyl succinate

L-(-)-di-n butyl malate
1587-18-4,6280-99-5

L-(-)-di-n butyl malate

dibutyl tartrate
344268-32-2,15763-01-6

dibutyl tartrate

propane-1,2,3-tricarboxylic acid tributyl ester
38094-11-0

propane-1,2,3-tricarboxylic acid tributyl ester

Citroflex-4
77-94-1

Citroflex-4

dibutyl fumarate
105-75-9,29014-71-9

dibutyl fumarate

C<sub>11</sub>H<sub>20</sub>O<sub>5</sub>
117538-83-7

C11H20O5

C<sub>12</sub>H<sub>22</sub>O<sub>4</sub>S<sub>3</sub>
94086-70-1

C12H22O4S3

Conditions
Conditions Yield
Glyoxilic acid; With sodiumsulfide nonahydrate; In water; at 90 ℃; for 168h;
butan-1-ol; With hydrogenchloride; at 90 ℃; for 2h;
butan-1-ol
71-36-3

butan-1-ol

Citroflex-4
77-94-1

Citroflex-4

Conditions
Conditions Yield
With 1,3-propanesultone; sulfuric acid; manganese(II) acetate; Cycloheximide; In water; toluene; at 65 - 100 ℃; for 31h; Temperature; Ionic liquid;
98.6%
With dimesitylammonium pentafluorobenzenesulfonate; In n-heptane; at 80 ℃; for 24h;
97%
With 3H(1+)*O40SiW12(4-)*C21H22O3PS(1+); Concentration; Reflux; Dean-Stark;
97.5%
With triflic acid on silica-encapsulated superparamagnetic iron oxide nanoparticles; In neat (no solvent); at 90 ℃; for 1.58333h; Time; Reagent/catalyst; Catalytic behavior; Flow reactor; Green chemistry;
96%
With sulfonic acid resin; for 5h; Reagent/catalyst; Heating;
96.73%
With [3-(1-methylimidazolium-3-yl)propane-1-sulfonate]3PW12O40; at 130 ℃; for 3h;
95.4%
With glucose-diphenylaminium tosylate-derived carbon solid acid (GDTCSA); In n-heptane; at 80 ℃; for 24h;
95%
citric acid; With choline chloride; at 80 ℃; for 3h; Inert atmosphere;
butan-1-ol; at 130 ℃; Concentration; Temperature;
95.3%
sulfuric acid; at 95 - 143 ℃; for 6.33333h;
94.1%
With sulfonated graphene; In neat (no solvent); at 120 ℃; for 4h;
93%
With toluene-4-sulfonic acid; In toluene; at 90 - 110 ℃; for 4h;
84.4%
With sulfuric acid; copper(II) sulfate;
With sulfuric acid; at 175 ℃; Kontinuierliches Verfahren zur Herstellung;
With sulfuric acid; 1,2-dichloro-ethane;
for 3h; SO42-/zirconium-containing mesoporous molecular sieve;
With Poly(VMPS)-PW; at 130 ℃; for 3h; Neat (no solvent);
With Tetrahydrofurfuryl alcohol; methanesulfonic acid; In toluene; Concentration; Reflux;
With aluminum oxide; silica gel; tin(IV) oxide; In water; at 130 - 160 ℃; Concentration;
With pyrographite; toluene-4-sulfonic acid; at 175 ℃; under 187.519 Torr; Inert atmosphere; Green chemistry;
at 100 - 150 ℃; Green chemistry;
With 20% polyaniline supported on phosphotungstic acid; at 140 ℃; for 3.5h; Reagent/catalyst; Temperature; Green chemistry;
With toluene-4-sulfonic acid; In cyclohexane; water; at 120 ℃; for 4h;
With toluene-4-sulfonic acid; In cyclohexane; water; at 120 ℃; for 4h;
citric acid anhydride
24555-16-6

citric acid anhydride

butan-1-ol
71-36-3

butan-1-ol

Citroflex-4
77-94-1

Citroflex-4

Conditions
Conditions Yield
With titanium(IV) isopropylate; at 230 ℃; for 6h; Inert atmosphere;
97%
n-Butyl chloride
109-69-3

n-Butyl chloride

sodium citrate
68-04-2

sodium citrate

Citroflex-4
77-94-1

Citroflex-4

Conditions
Conditions Yield
n-Butyl chloride; With potassium iodide; In acetone; for 2h; Inert atmosphere; Reflux;
sodium citrate; In N,N-dimethyl-formamide; at 60 ℃; for 3h; Temperature;
butan-1-ol
71-36-3

butan-1-ol

monobutyl citrate
118068-28-3

monobutyl citrate

dibutyl ether
142-96-1

dibutyl ether

Citroflex-4
77-94-1

Citroflex-4

sym-di-n-butyl citrate
101996-65-0

sym-di-n-butyl citrate

Conditions
Conditions Yield
Amberlyst 15; at 25 - 120 ℃; for 16h;
sulfuric acid
7664-93-9

sulfuric acid

butan-1-ol
71-36-3

butan-1-ol

Citroflex-4
77-94-1

Citroflex-4

Conditions
Conditions Yield
at 150 ℃; sowie bei 175grad und 200grad;
Citroflex-4
77-94-1

Citroflex-4

Conditions
Conditions Yield
Citronensaeure, BuOH;
butan-1-ol
71-36-3

butan-1-ol

Citroflex-4
77-94-1

Citroflex-4

Conditions
Conditions Yield
With tris(2-ethylhexyl)propane-1,2,3-tricarboxylate; at 160 ℃; for 2h; Inert atmosphere;
vinyl acetate
108-05-4,9003-20-7

vinyl acetate

Citroflex-4
77-94-1

Citroflex-4

acetyltributyl citrate
77-90-7

acetyltributyl citrate

Conditions
Conditions Yield
With potassium tert-butylate; 1-ethyl-3-methylimidazolium tetrafluoroborate; In tetrahydrofuran; at 70 ℃; for 12h; Reagent/catalyst; Solvent; Time; Temperature; Concentration; Inert atmosphere;
81%
Citroflex-4
77-94-1

Citroflex-4

acetic anhydride
108-24-7

acetic anhydride

acetyltributyl citrate
77-90-7

acetyltributyl citrate

Conditions
Conditions Yield
dmap; at 100 ℃; for 24h;
93%
With 1-butyl-3-methylimidazolium 4-methylbenzenenesulfonate; 1-butyl-3-methylimidazolium Tetrafluoroborate; at 50 ℃; for 8h;
19%
at 70 - 80 ℃; Concentration;

Global suppliers and manufacturers

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  • EAST CHEMSOURCES LIMITED
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  • Amadis Chemical Co., Ltd.
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  • Shanghai Upbio Tech Co.,Ltd
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  • Leader Biochemical Group
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