Trimethyl citrate supplier | CasNO.1587-20-8

Name
TRIMETHYL CITRATE
EINECS 216-449-2
CAS No. 1587-20-8
Article Data28
CAS DataBase
Density 1.265 g/cm³
Solubility 53.2g/L at 20℃
Melting Point 75-78 °C
Formula C₉H₁₄O₇
Boiling Point 238.8 °C at 760 mmHg
Molecular Weight 234.206
Flash Point 79.2 °C
Transport Information
Appearance
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Citric acid, trimethyl ester(6CI,7CI,8CI);1,2,3-Propanetricarboxylicacid, 2-hydroxy-, trimethyl ester (9CI);3-Hydroxy-3-methoxycarbonylpentanedioic acid dimethyl ester;NSC75824;
PSA 99.13000
LogP -0.98330

Synthetic route

: 67-56-1
methanol

: 77-92-9
citric acid

: 1587-20-8
trimethyl citrate

Conditions

Conditions	Yield
With zirconium(IV) oxychloride In toluene at 120℃; for 1h;	99%
With thionyl chloride at 0 - 20℃;	98%
With thionyl chloride In methanol at 0 - 20℃; Inert atmosphere;	98%

: 67-56-1
methanol

: 141-82-2
malonic acid

: 1587-20-8
trimethyl citrate

Conditions

Conditions	Yield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione at 70℃; for 20h;	94%

: 186581-53-3, 908094-01-9
diazomethane

: 77-92-9
citric acid

: 1587-20-8
trimethyl citrate

Conditions

Conditions	Yield
In methanol; diethyl ether at 0℃;	90%
In methanol; diethyl ether

: 67-56-1
methanol

: sym-dimethyl citrate * H2O

: 1587-20-8
trimethyl citrate

Conditions

Conditions	Yield
With sulfuric acid; 2,2-dimethoxy-propane for 7h; Heating;	88%

: 67-56-1
methanol

: 77-92-9
citric acid

A: 1830-54-2
3-oxopentanedioic acid dimethyl ester

B: 100009-70-9
dimethyl 2-methoxypropene-1,3-dicarboxylate

C: 20820-77-3
trimethyl aconitate

D: 1587-20-8
trimethyl citrate

E: 105-45-3
acetoacetic acid methyl ester

Conditions

Conditions	Yield
Stage #1: citric acid With chlorosulfonic acid In dichloromethane at 10 - 15℃; for 5 - 6h; Stage #2: methanol In dichloromethane at 3 - 35℃; for 2h; Conversion of starting material;	A 87.3% B n/a C n/a D n/a E n/a

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 26163-65-5
2-Hydroxy-1,2,3-propanetricarboxylic Acid 2-Methyl Ester

: 1587-20-8
trimethyl citrate

Conditions

Conditions	Yield
In methanol; diethyl ether at 0℃;	85%

: 540-88-5
acetic acid tert-butyl ester

: 53798-96-2
1,5-dimethyl citrate

A: 1587-20-8
trimethyl citrate

B: 114340-51-1
2-tert-butyl 1,3-dimethyl 2-hydroxypropane-1,2,3-tricarboxylate

Conditions

Conditions	Yield
With perchloric acid for 72h; Ambient temperature;	A n/a B 78%

...Expand

: 53798-96-2
1,5-dimethyl citrate

: 77-76-9
2,2-dimethoxy-propane

: 1587-20-8
trimethyl citrate

Conditions

Conditions	Yield
With sulfuric acid for 7h; Reflux;	62%

: 77-92-9
citric acid

: 1587-20-8
trimethyl citrate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 29 percent / 98percent H2SO4 / 1 h / Heating 2: 60percent HClO4 / 72 h / Ambient temperature View Scheme

: 67-56-1
methanol

: 77-93-0
citric acid triethyl ester

A: 1587-20-8
trimethyl citrate

B: 1242516-57-9
1,6-dimethyl 5-ethyl citrate

C: 1242516-58-0
1,2-diethyl-3-methyl-2-hydroxypropane-1,2,3-tricarboxylate

Conditions

Conditions	Yield
With SEC-BUTYLAMINE at 20℃; Product distribution / selectivity;

...Expand

: 67-56-1
methanol

: 77-89-4
triethyl O-acetylcitrate

: 75-64-9
tert-butylamine

A: 1587-20-8
trimethyl citrate

B: 77-93-0
citric acid triethyl ester

C: 1242516-65-9
dimethyl 3-(tertbutylcarbamoyl)-3-acetoxy-pentanedioate

D: 1242516-64-8
3-(tertbutylcarbamoyl)-3-acetoxy-pentanedioic acid

Conditions

Conditions	Yield
at 20℃;

...Expand

: 67-56-1
methanol

: 77-92-9
citric acid

A: 21307-96-0, 22644-27-5, 63163-08-6, 1604-11-1
dimethyl methylsuccinate

B: 1587-20-8
trimethyl citrate

Conditions

Conditions	Yield
With hydrogen In water at 200℃; under 3000.3 Torr; for 6h;	A 7 %Spectr. B n/a

...Expand

: 1587-20-8
trimethyl citrate

: 53798-97-3
3-hydroxy-5-methoxy-3-(methoxycarbonyl)-5-oxopentanoic acid

Conditions

Conditions	Yield
With sodium hydroxide; water In methanol at 20℃; for 2h;	99%
With sodium hydroxide In methanol; water for 2h; Ambient temperature;	57%
With sodium hydroxide In methanol; water at 20℃; for 2h; regioselective reaction;	39%

: 1587-20-8
trimethyl citrate

: 108-00-9
N,N-dimethylethylenediamine

: C18H38N6O4

Conditions

Conditions	Yield
at 106℃; for 3h;	99%

: 2403-88-5
4-hydroxy-2,2,6,6-tetramethylpiperidine

: 1587-20-8
trimethyl citrate

: C33H59N3O7

Conditions

Conditions	Yield
With titanium(IV) isopropylate at 130℃; for 16h;	91%

: 2403-89-6
1,2,2,6,6-pentamethyl-piperidin-4-ol

: 1587-20-8
trimethyl citrate

: C36H65N3O7

Conditions

Conditions	Yield
With titanium(IV) isopropylate at 130℃; for 16h; Reagent/catalyst;	90.24%

: 87018-00-6
1-cyclohexyloxy-4-hydroxy-2,2,6,6-tetramethylpiperidine

: 1587-20-8
trimethyl citrate

: C51H89N3O10

Conditions

Conditions	Yield
With titanium(IV) isopropylate at 130℃; for 24h;	86.77%

: 1587-20-8
trimethyl citrate

: 18960-42-4
2-hydroxypropane-1,2,3-tricarbohydrazide

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol; water Heating;	85%
With hydrazine In ethanol; water Heating / reflux;	85%

: 1-ethoxy-4-hydroxy-2,2,6,6-tetramethylpiperidine

: 1587-20-8
trimethyl citrate

: C39H71N3O10

Conditions

Conditions	Yield
With titanium(IV) isopropylate at 130℃; for 22h;	83.2%

: 122586-72-5
1-methoxy-2,2,6,6-tetramethylpiperidin-4-ol

: 1587-20-8
trimethyl citrate

: C36H65N3O10

Conditions

Conditions	Yield
With titanium(IV) isopropylate at 130℃; for 18h; Reagent/catalyst;	82.33%

: 1587-20-8
trimethyl citrate

: 143-08-8
nonyl alcohol

: 16544-71-1
trinonyl citrate

Conditions

Conditions	Yield
With tetramethylammonium methyl carbonate In tetrahydrofuran for 15h; Solvent; Molecular sieve; Reflux; Green chemistry;	79%

: 1587-20-8
trimethyl citrate

: 26163-65-5
2-Hydroxy-1,2,3-propanetricarboxylic Acid 2-Methyl Ester

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water for 2h;	73%

: 131807-04-0
1-octyloxy-2,2,6,6-tetramethyl-4-hydroxy-piperidine

: 1587-20-8
trimethyl citrate

: C57H107N3O10

Conditions

Conditions	Yield
With titanium(IV) isopropylate at 130℃; for 28h;	65.56%

: 1587-20-8
trimethyl citrate

: 52185-71-4
1-benzyl-4-hydroxy-2,2,6,6-tetramethylpiperidine

: C54H77N3O7

Conditions

Conditions	Yield
With titanium(IV) isopropylate at 130℃; for 32h;	60.96%

: 1587-20-8
trimethyl citrate

: 74-88-4
methyl iodide

: trimethyl 2-methoxypropane-1,2,3-tricarboxylate

Conditions

Conditions	Yield
With silver(l) oxide at 100℃; for 40h; Autoclave;	10%
With silver(l) oxide

: 1587-20-8
trimethyl citrate

A: 725679-43-6
citric acid α,α'-diamide

B: 130839-31-5
citric acid α-amide

Conditions

Conditions	Yield
With ammonia; water Nebenprod.2:Citronensaeure-triamid;

: 1587-20-8
trimethyl citrate

: 597-59-1
citric acid triamide

Conditions

Conditions	Yield
With ammonia; water

: 1587-20-8
trimethyl citrate

: 4271-99-2
trimethyl trans-aconitate

Conditions

Conditions	Yield
bei der Destillation;
Multi-step reaction with 2 steps 1: phosphorus pentachloride 2: bei der Destillation View Scheme

: 1587-20-8
trimethyl citrate

: 2-chloro-propane-1,2,3-tricarboxylic acid trimethyl ester

Conditions

Conditions	Yield
With phosphorus pentachloride

: 1587-20-8
trimethyl citrate

: citric acid α,β-dimethyl ester-α'-propyl ester

: 1587-20-8
trimethyl citrate

: citric acid α,β-dimethyl ester-α'-pentyl ester

: 1587-20-8
trimethyl citrate

: 99-11-6
citrazinic acid

Conditions

Conditions	Yield
With ammonia im Rohr;
With ammonium hydroxide Erhitzen des Reaktionsprodukts mit wss. H2SO4 auf 130grad;

: 1587-20-8
trimethyl citrate

: 75-87-6
chloral

: (5-oxo-2-trichloromethyl-[1,3]dioxolane-4,4-diyl)-bis-acetic acid dimethyl ester

Conditions

Conditions	Yield
With sulfuric acid

: 1587-20-8
trimethyl citrate

: 75-36-5
acetyl chloride

: 146340-22-9
2-acetoxy-propane-1,2,3-tricarboxylic acid trimethyl ester

Trimethyl citrate Specification

The 1,2,3-Propanetricarboxylicacid, 2-hydroxy-, 1,2,3-trimethyl ester is an organic compound with the formula C₉H₁₄O₇. The IUPAC name of this chemical is Trimethyl 2-hydroxypropane-1,2,3-tricarboxylate. With the CAS registry number 1587-20-8, it is also named as Citric acid, trimethyl ester. The product's categories are Functional Materials; Hydroxycarboxylic Acid Esters (Plasticizer); Plasticizer; C8 to C9; Carbonyl Compounds; Esters. Besides, its molecular weight is 234.2.

Physical properties about 1,2,3-Propanetricarboxylicacid, 2-hydroxy-, 1,2,3-trimethyl ester are: (1)ACD/LogP: -0.10; (2)ACD/LogD (pH 5.5): -0.1; (3)ACD/LogD (pH 7.4): -0.1; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 20.98; (7)ACD/KOC (pH 7.4): 20.96; (8)#H bond acceptors: 7; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 9; (11)Polar Surface Area: 88.13 Å²; (12)Index of Refraction: 1.458; (13)Molar Refractivity: 50.56 cm³; (14)Molar Volume: 185 cm³; (15)Polarizability: 20.04×10^-24 cm³; (16)Surface Tension: 43.8 dyne/cm; (17)Density: 1.265 g/cm³; (18)Flash Point: 79.2 °C; (19)Enthalpy of Vaporization: 55.29 kJ/mol; (20)Boiling Point: 238.8 °C at 760 mmHg; (21)Vapour Pressure: 0.00732 mmHg at 25 °C.

Preparation: this chemical can be prepared by 2-Hydroxy-propane-1,2,3-tricarboxylic acid. This reaction will need solvents methanol; diethyl ether. The reaction temperature is 0 °C. The yield is about 90%.

Uses of 1,2,3-Propanetricarboxylicacid, 2-hydroxy-, 1,2,3-trimethyl ester: it can be used to produce Citric acid β-methyl ester. It will need reagent 1 N NaOH and solvents methanol; H₂O with reaction time of 2 hours. The yield is about 73%.

When you are using this chemical, please be cautious about it as the following:
When you are using it, do not breathe dust, and avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)InChI: InChI=1/C9H14O7/c1-14-6(10)4-9(13,8(12)16-3)5-7(11)15-2/h13H,4-5H2,1-3H3
(2)InChIKey: HDDLVZWGOPWKFW-UHFFFAOYAJ
(3)Std. InChI: InChI=1S/C9H14O7/c1-14-6(10)4-9(13,8(12)16-3)5-7(11)15-2/h13H,4-5H2,1-3H3
(4)Std. InChIKey: HDDLVZWGOPWKFW-UHFFFAOYSA-N

Product Name

TRIMETHYL CITRATE

Synthetic route

Trimethyl citrate Specification

Related Products

Hot Products