24555-16-6

Basic information

• Product Name: CITRIC ACID ANHYDRIDE
• Synonyms: CITRIC ACID ANHYDRIDE;Citric anhydride
• CAS NO: 24555-16-6
• Molecular Formula: C₆H₆O₆
• Molecular Weight: 174.10824
• Mol File: 24555-16-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 520.8±35.0 °C(Predicted)
• Appearance: /
• Density: 1.734±0.06 g/cm3(Predicted)
• PKA: 4.03±0.10(Predicted)
• CAS DataBase Reference: CITRIC ACID ANHYDRIDE(CAS DataBase Reference)
• NIST Chemistry Reference: CITRIC ACID ANHYDRIDE(24555-16-6)
• EPA Substance Registry System: CITRIC ACID ANHYDRIDE(24555-16-6)

Safety Data

• Hazardous Substances Data: 24555-16-6(Hazardous Substances Data)

Usage

General Description

Citric acid anhydride, also known as citric anhydride or anhydrous citric acid, is a chemical compound with the formula C6H8O7. It is an intermediate in the production of citric acid, which is widely used in the food and beverage industry as a preservative, flavor enhancer, and acidulant. Citric acid anhydride is a white, crystalline solid that is soluble in water and is often used as a precursor in the synthesis of other citric acid derivatives. It is also used in the pharmaceutical and cosmetic industries, as well as in the manufacturing of detergents and cleaning products. Additionally, citric acid anhydride has potential applications in the production of bio-based materials and as a building block for the synthesis of various organic compounds.

Synthetic route

acetic anhydride (108-24-7) + citric acid (77-92-9) → citric acid anhydride (24555-16-6)

Conditions	Yield
at 52℃;	90%

citric acid (77-92-9) → citric acid anhydride (24555-16-6)

Conditions	Yield
With acetic anhydride; acetic acid at 38℃; for 20h;
With acetic anhydride; acetic acid at 40℃; for 20h; Inert atmosphere;

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

Conditions	Yield
With titanium(IV) isopropylate at 230℃; for 6h; Inert atmosphere;	97%

citric acid anhydride (24555-16-6) + hexan-1-ol (111-27-3) → tri(n-hexyl) citrate (16544-70-0)

Conditions	Yield
With titanium(IV) isopropylate at 230℃; for 6h; Inert atmosphere;	97%

citric acid anhydride (24555-16-6) + 2-Ethylhexyl alcohol (104-76-7) → tris(2-ethylhexyl)propane-1,2,3-tricarboxylate (7147-34-4)

Conditions	Yield
With titanium(IV) isopropylate at 230℃; for 6h; Inert atmosphere; Large scale;	97%

citric acid anhydride (24555-16-6) + 7-methyl-1-octanol (2430-22-0) → tri-isononyl citrate

Conditions	Yield
With titanium(IV) isopropylate at 230℃; for 6h; Inert atmosphere; Large scale;	97%

citric acid anhydride (24555-16-6) + pentan-1-ol (71-41-0) → tri(n-pentyl) citrate (70289-34-8)

Conditions	Yield
With titanium(IV) isopropylate at 230℃; for 6h; Inert atmosphere;	97%

citric acid anhydride (24555-16-6) + benzylamine (100-46-9) + diazomethyl-trimethyl-silane (18107-18-1) → C13H15NO6 + citric acid mono-benzylamide

Conditions	Yield
Stage #1: citric acid anhydride; benzylamine In acetonitrile at 20℃; for 2h; Stage #2: diazomethyl-trimethyl-silane In methanol; diethyl ether at 20℃; for 0.5h;

citric acid anhydride (24555-16-6) + benzylamine (100-46-9) → C13H15NO6 + citric acid mono-benzylamide

Conditions	Yield
In acetonitrile at 20℃; for 2h;

citric acid anhydride (24555-16-6) + n-octyl β-D-glucopyranoside (29836-26-8) → C20H32O12(2-)*2Na(1+)

Conditions	Yield
Stage #1: citric acid anhydride; n-octyl β-D-glucopyranoside With acetic acid at 90℃; for 2h; Stage #2: With sodium hydroxide In ethanol; water pH=8;	96 %Chromat.

citric acid anhydride (24555-16-6) + n-dodecyl-b-D-glucopyranoside (59122-55-3) → C24H40O12(2-)*2Na(1+)

Conditions	Yield
Stage #1: citric acid anhydride; n-dodecyl-b-D-glucopyranoside With acetic acid at 90℃; for 2h; Stage #2: With sodium hydroxide In ethanol; water pH=8;	95 %Chromat.

citric acid anhydride (24555-16-6) + n-decyl β-D-glucopyranoside (58846-77-8) → C22H36O12(2-)*2Na(1+)

Conditions	Yield
Stage #1: citric acid anhydride; n-decyl β-D-glucopyranoside With acetic acid at 90℃; for 2h; Stage #2: With sodium hydroxide In ethanol; water pH=8;	96 %Chromat.

(3R,3'S,5'R)-3,3'-dihydroxy-β,κ-carotene-6'-one + citric acid anhydride (24555-16-6) → C52H68O15

Conditions	Yield
With pyridine; dmap In dichloromethane at 25 - 40℃; for 5h; Inert atmosphere; Darkness;	2.02 g

citric acid anhydride (24555-16-6) + capsorubin (470-38-2) → C52H68O16

Conditions	Yield
With dmap; triethylamine In dichloromethane at 15 - 40℃; for 5h; Inert atmosphere; Darkness;	1.03 g

citric acid anhydride (24555-16-6) + (3S,3'S)-astaxanthin (472-61-7) → C52H64O16

Conditions	Yield
With dmap; triethylamine In dichloromethane at 15 - 40℃; for 5h; Darkness; Inert atmosphere;	3.28 g

citric acid anhydride (24555-16-6) + zeaxanthin (144-68-3, 3309-19-1, 24502-92-9, 29472-68-2, 31272-50-1, 31272-53-4, 57820-80-1, 60046-54-0, 60497-64-5, 60497-65-6, 72002-36-9, 72580-10-0, 100347-92-0, 100347-97-5, 136656-95-6, 136733-98-7, 136733-99-8, 136734-01-5, 136734-02-6) → C52H68O14

Conditions	Yield
With dmap In dichloromethane at 5 - 40℃; for 5h; Inert atmosphere; Darkness;	2.92 g

citric acid anhydride (24555-16-6) + lutein (127-40-2) → lutein

Conditions	Yield
With dmap; Progesterone; triethylamine In dichloromethane at 15 - 40℃; for 5h; Inert atmosphere; Darkness;	2.37 g

Upstream product

• 108-24-7 acetic anhydride 
• 77-92-9 citric acid 

Downstream Products

• 70289-34-8 tri(n-pentyl) citrate 
• 7147-34-4 tris(2-ethylhexyl)propane-1,2,3-tricarboxylate 
• 16544-70-0 tri-n-hexyl citrate 
• 77-94-1 Citroflex-4 

Relevant articles and documents

Synthesis and isolation of citric acid anhydride.

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Cu-metal-organic framework supported on chitosan for efficient condensation of aromatic aldehydes and malononitrile

In this study, a novel copper-based metal-organic framework (Cu-MOF)-immobilized modified chitosan (CS-CA), CS-CA/Cu-MOF, has been constructed easily and applied as an extremely efficient and economic mesoporous catalyst for the Knoevenagel condensation between aromatic aldehydes with malononitrile under mild reaction conditions. The resultant catalyst is characterized via various techniques including FTIR, XRD, FE-SEM, EDX, TEM, BET and STA analyses. The CS-CA/Cu-MOF was reused eight times without a noteworthy decrease in the catalytic activity. The use of CS-CA/Cu-MOF results in outstanding catalytic activity, high recyclability, very short reaction time at 25 °C, and an easy work-up process for the Knoevenagel condensation.