20702-77-6 Usage
Chemical Properties
Different sources of media describe the Chemical Properties of 20702-77-6 differently. You can refer to the following data:
1. Crystal
2. Neohesperidin dihydrochalcone occurs as a white or yellowishwhite powder with an intensely sweet taste.
Uses
Different sources of media describe the Uses of 20702-77-6 differently. You can refer to the following data:
1. Neohesperidin dihydrochalcone hydrate, is a flavonoid sweetening agent with potent antioxidant activity. It is antioxidant agent. artificial sweetener.
2. Preparation from Naringen, a flavanone glycoside occurring naturally in grapefruit. It is used as sweetening agent, especially in chewing gum and dentifrices.
3. Sweetening agent, especially in chewing gum and dentifrices.
Definition
ChEBI: A member of the dihydrochalcones that is 3,2',4',6'-tetrahydroxy-4-methoxydihydrochalcone attached to a neohesperidosyl residue at position 4' via glycosidic linkage. It is found in sweet orange.
Production Methods
Neohesperidin dihydrochalcone is synthesized commercially from
either of the bitter-flavanones neohesperidin or naringin by catalytic
hydrogenation under alkaline conditions in a process first described
in the 1960s, in which neohesperidin is purified by recrystallization from water solutions.Neohesperidin dihydrochalcone is obtained
by the alkaline hydrogenation of neohesperidin.
General Description
Off-white crystals or powder. Insoluble in water.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
Neosperidin dihydrochalcone is a ether-alcohol derivative. The ether being relatively unreactive. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert alcohols to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides.
Fire Hazard
The flash point of Neosperidin dihydrochalcone has not been determined, but Neosperidin dihydrochalcone is probably combustible.
Flammability and Explosibility
Notclassified
Pharmaceutical Applications
Neohesperidin dihydrochalcone is a synthetic intense sweetening
agent approximately 1500–1800 times sweeter than sucrose and 20
times sweeter than saccharin. Structurally it is an analogue of
neohesperidin, a flavanone that occurs naturally in Seville oranges
(Citrus aurantium). Neohesperidin dihydrochalcone is used in
pharmaceutical and food applications as a sweetening agent and
flavor enhancer. The sweetness profile is characterized by a
lingering sweet/menthol-like aftertaste.The typical level used in
foods is 1–5 ppm although much higher levels may be used in
certain applications such as chewing gum. Synergistic effects occur
with other intense and bulk sweeteners such as acesulfame K,
aspartame, polyols, and saccharin.
In pharmaceutical applications, neohesperidin dihydrochalcone
is useful in masking the unpleasant bitter taste of a number of drugs such as antacids, antibiotics, and vitamins. In antacid preparations,
levels of 10–30 ppm result in improved palatability.
Safety
Neohesperidin dihydrochalcone is accepted for use in food products
either as a sweetener or flavor modifier in a number of areas
including Europe, USA, Australia, New Zealand, and several
countries in Africa and Asia. It is also used in a number of oral
pharmaceutical formulations.
Animal toxicity studies suggest that neohesperidin dihydrochalcone
is a nontoxic, nonteratogenic, and noncarcinogenic material at
the levels used in foods and pharmaceuticals.In Europe, an
acceptable daily intake of 0–5 mg/kg body-weight has been
established.
storage
Neohesperidin dihydrochalcone is stable for over three years when
stored at room temperature.
Accelerated stability studies on aqueous solutions stored at
30–60°C and pH 1–7 for 140 days indicate that neohesperidin
dihydrochalcone solutions are likely to be stable for 12 months at
room temperature and pH 2–6.Solutions formulated with some
or all of the water replaced by solvents with a lower dielectric
constant are reported to have longer shelf-lives.
The bulk material should be stored in a cool, dry, place protected
from light.
Check Digit Verification of cas no
The CAS Registry Mumber 20702-77-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,7,0 and 2 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 20702-77:
(7*2)+(6*0)+(5*7)+(4*0)+(3*2)+(2*7)+(1*7)=76
76 % 10 = 6
So 20702-77-6 is a valid CAS Registry Number.
InChI:InChI=1/C28H36O15/c1-11-21(34)23(36)25(38)27(40-11)43-26-24(37)22(35)19(10-29)42-28(26)41-13-8-16(32)20(17(33)9-13)14(30)5-3-12-4-6-18(39-2)15(31)7-12/h4,6-9,11,19,21-29,31-38H,3,5,10H2,1-2H3/t11-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1
20702-77-6Relevant articles and documents
Preparation method of neohesperidin dihydrochalcone
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, (2017/04/29)
The invention discloses a preparation method of neohesperidin dihydrochalcone. The method comprises the following steps: (1) carbonyl protection: dissolving the neohesperidin in an organic solvent or organic solvent aqueous solution, adding trimethyl orthoformate or triethyl orthoformate and ketal catalyst to perform the ketal reaction, reducing pressure and concentrating, cooling and crystallizing, filtering and drying to obtain a compound I; (2) hydrolysis reaction: dissolving the compound I in an aqueous alkali of the compound II; (3) hydrogenation reaction: adding the hydrogenation catalyst, introducing nitrogen to protect, and introducing the hydrogen to perform the hydrogenation reaction, filtering to obtain the aqueous alkali of the compound III; (4) acidification and crystallization: regulating pH value, cooling and crystallizing, filtering and drying to obtain the neohesperidin dihydrochalcone. The yield of the neohesperidin dihydrochalcone prepared through the method disclosed by the invention could reach 97.2%, the purity can reach 98.5%. The method disclosed by the invention is simple, mild in reaction condition and low in cost, and is capable of partially recycling the catalyst and suitable for the industrial production.
