2-[2,5-Bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy-5-chloro-6-(hydroxymethyl)oxane-3,4-diol

Base Information

• Chemical Name: 2-[2,5-Bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy-5-chloro-6-(hydroxymethyl)oxane-3,4-diol
• CAS No.: 56038-13-2
• Molecular Formula: C12H19Cl3O8
• Molecular Weight: 397.637
• Hs Code.: 2932 14 00
• Nikkaji Number: J2.383.172D
• Mol file: 56038-13-2.mol

Synonyms:1',4',6'-trichloro-1',4,6'-trideoxygalactosucrose;1,6-dichloro-1,6-dideoxy-beta-D-fructofuranosyl-4-chloro-4-deoxy-alpha-D-galactopyranoside;Splenda;sucralose;trichlorogalacto-sucrose;trichlorogalactosucrose;trichlorosucrose

Chemical Property of 2-[2,5-Bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy-5-chloro-6-(hydroxymethyl)oxane-3,4-diol

Chemical Property:

• Appearance/Colour: Off-White Amorphous Solid
• Vapor Pressure: 8.79E-21mmHg at 25°C
• Melting Point: 125.5oC
• Refractive Index: 1.604
• Boiling Point: 669.4 °C at 760 mmHg
• PKA: 12.52±0.70(Predicted)
• Flash Point: 358.7 °C
• PSA: 128.84000
• Density: 1.69 g/cm³
• LogP: -1.65610
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Do you have solubility information on this product that you woul
• Water Solubility.: Soluble in Water.
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 396.014551
• Heavy Atom Count: 23
• Complexity: 405

Purity/Quality:

99%, ^*data from raw suppliers

Sucralose ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1C(C(C(C(O1)OC2(C(C(C(O2)CCl)O)O)CCl)O)O)Cl)O
• Description: Sucralose is the only non-caloric sweetener made from sugar. It is in fact the latest non nutritive sweetener to have been approved by US FDA and other regulatory bodies and have hit the markets . Sucralose is derived from sugar through a multi-step patented manufacturing process that selectively substitutes three atoms of chlorine for three hydroxyl groups on the sugar molecule. This change produces a sweetener that has no calories, yet is 600 times sweeter than sucrose, making it roughly twice as sweet as saccharin and four times as sweet as aspartame.
• Uses: A low-calorie artificial sweetener High intensity sweetener manufactured by replacing three hydroxyl groups on the sucrose molecule with three chlorine atoms. The results are a sweetener of 0 cal that is not digested. It is 600 times as sweet as sugar with a similar flavor profile. It is heat stable, readily soluble, and maintains its stability at elevated temperatures. It has been approved for use in specific categories that include baked products, beverages, confectioneries, and certain desserts and toppings. Sucralose (1,6-dichloro-1,6-dideoxy-p-fructofuranosyl-4-chloro-oc- D-galactopyra- noside) is a nonnutritive sweetener based on sucrose. It is selectively chlorinated and the glycoside link between the two rings is resistant to hydrolysis by acid or enzymes, so it is not metabolized. It has 400 to 800 times the sweetness of sucrose, is very soluble in water, and is stable in heat. It can be used in food products that are baked or fried. Sucralose is produced by the selective chlorination of the sucrose molecule using a patented process by Tate and LyIe that replaces the three hydroxyl groups (OH) with three chlorine (Cl) atoms. This modified sugar is minimally absorbed by the body and passes out unchanged. It was approved for use in foods and beverages in 1999 in the United States.

Technology Process of 2-[2,5-Bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy-5-chloro-6-(hydroxymethyl)oxane-3,4-diol

There total 16 articles about 2-[2,5-Bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy-5-chloro-6-(hydroxymethyl)oxane-3,4-diol 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: 95.0%

sucralose-6-acetate (105066-21-5) → Sucralose (56038-13-2)

Guidance literature:

With methanol; sodium methylate; at 40 - 50 ℃; for 2h;

Reference yield: 93.0%

3,4-di-O-acetyl-1,6-dichloro-1,6-dideoxy-β-D-fructofuranosyl 2,3,6-tri-O-acetyl-4-chloro-4-deoxy-α-D-glucopyranoside → Sucralose (56038-13-2)

Guidance literature:

With methanol; sodium methylate; at 20 ℃; for 2h;

Reference yield: 85.0%

2,3,6-tri-O-acetyl-4-chloro-4-deoxy-α-D-galactopyranosyl 3,4-di-O-acetyl-1,6-dichloro-1,6-dideoxy-β-D-fructofuranoside (55832-20-7) → Sucralose (56038-13-2)

Guidance literature:

2,3,6-tri-O-acetyl-4-chloro-4-deoxy-α-D-galactopyranosyl 3,4-di-O-acetyl-1,6-dichloro-1,6-dideoxy-β-D-fructofuranoside; With methanol; sodium hydroxide; water; for 0.25h;

In methanol; water; Product distribution / selectivity;

upstream raw materials:

sucralose-6-acetate

N-benzyl-N,N,N-triethylammonium chloride

sucrose-6-acetate

Trimethyl orthoacetate

Downstream raw materials:

2,3,6-tri-O-acetyl-4-chloro-4-deoxy-α-D-galactopyranosyl 3,4-di-O-acetyl-1,6-dichloro-1,6-dideoxy-β-D-fructofuranoside

2,3-di-O-acetyl-6-O-tert-butyldiphenylsilyl-4-chloro-4-deoxy-α-D-galactopyranosyl 3,4-di-O-acetyl-1,6-dichloro-1,6-dideoxy-β-D-fructofuranoside

2,3-di-O-acetyl-6-O-tert-butyldiphenylsilyl-4-chloro-4-deoxy-α-D-galactopyranosyl 3,4-anhydro-1,6-dichloro-1,6-dideoxy-β-D-lyxo-hexulofuranoside

6-O-tert-butyldiphenylsilyl-4-chloro-4-deoxy-α-D-galactopyranosyl 3,4-anhydro-1,6-dichloro-1,6-dideoxy-β-D-lyxo-hexulofuranoside

Refernces

• 1、 -. "A chlorinating agent preparation method and its method of preparing sucralose". Page/Page column 5-6. . Retrieved 2018/09/02.
• 2、 -. "A method of preparing sucralose". Paragraph 0074; 0075. . Retrieved 2016/10/07.