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Home > Encyclopedia > SODIUM 2-(4-METHOXYPHENOXY)PROPIONATE

SODIUM 2-(4-METHOXYPHENOXY)PROPIONATE

SODIUM 2-(4-METHOXYPHENOXY)PROPIONATE structure

SODIUM 2-(4-METHOXYPHENOXY)PROPIONATE 

structure
  • CAS No:

    13794-15-5

  • Formula:

    C10H12O4

  • Chemical Name:

    SODIUM 2-(4-METHOXYPHENOXY)PROPIONATE

  • Synonyms:

    SODIUM 2-(4-METHOXYPHENOXY)PROPIONATE;Propanoic acid, 2-(4-methoxyphenoxy)-;SODIUM2-(4-METHOXYPHENOXY)PROPANOATE;2-(4-METHOXYPHENOXY)PROPIONIC ACID SODIUM SALT;Lactisol;Sweetness inhibitor;Cover sweet powder (inhibiting sweetener);Sweet pink

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

Solid


Solid


(S)-2-(4-Methoxyphenoxy)propanoic acid is a carboxylic acid and an aromatic ether.


2-(4-Methoxyphenoxy)propanoate is a potent inhibitor of the sweetness of sucrose and other sweeteners.


Lactisole, the sodium salt of racemic 2(4 methoxyphenoxy) propionic acid, is a sweet-taste inhibitor marketed by Domino Sugar. It was affirmed as a GRAS flavor (FEMA no. 3773). At a concentration of 100–150 ppm, lactisole eliminates the sweet taste of a 10% sugar solution. This inhibition appears to be receptor related because lactisole also inhibits the sweet taste of aspartame. The (S) enantiomer [CAS: 4276-74-8] (38), isolated from roasted coffee beans, is the active isomer; the (R+) enantiomer is inert.

SODIUM 2-(4-METHOXYPHENOXY)PROPIONATE Basic Attributes

196.2

196.20

604-052-0

352144

Pale Brown to Brown

2918999090

Characteristics

55.76000

1.7

Solid

1.185

92-94℃

173-175 °C(Press: 1 Torr)

130.3ºC

1.521

Soluble in water and propylene glycol, slightly soluble in fat

6.15E-05mmHg at 25°C

3.29±0.10(Predicted)

Sealed in dry,Room Temperature

Safety Information

NONH for all modes of transport

3

Xi,Xn

26-36

Xi

P261-P305 + P351 + P338

36/37/38

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 129 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

2-(4-methoxyphenoxy)propanoic acid

SODIUM 2-(4-METHOXYPHENOXY)PROPIONATE Use and Manufacturing

Methods of Manufacturing

Dissolve preparation 26 (983mg, 4.4mmol) in methanol (10ml) and add to this 1N NaOH (10ml). Stir at room temperature for 12 hrs. Then, evaporate the solvent, dissolve the residue in 1N HC1 (20 ml), and extract with ethyl acetate. Combine the organics, dry over MgSO4, and evaporate. Use this crude product (767. 5mg, 89percent) without further purification. MS = 195 (M-H-); 214 (M+NH4+).(1) Take the following materials: p-methoxyphenol 10kg, sodium hydroxide 10kg, potassium iodide 0.12kg, water 100kg, was added to thereaction vessel. Followed by stirring at room temperature for 30 minutes. Aftermixing the reaction vessel was heated. After mixing, raw material is heated tothe above mixture to 60 deg. C, and its temperature ismaintained at 60 deg. C ~ 70 deg.C. To which dropwise add 11.85kg methyl 2-chloropropionate. Under the use of potassium iodide catalyst, p-methoxyphenol react with methyl 2-chloropropionate. The reaction temperature is maintained at 60 ~ 90 . At the same time sodium hydroxide continue to react with the acid produced. The reaction has been positive in the direction of reaction. After 12h, the reaction is complete;

Uses

Sodium 2-(4-methoxyphenoxy)propanoic acid is a taste modulator that inhibits the perception of sweetness in humans, but not in rats.

Food additives -> Flavoring Agents

Flavoring Agents

Computed Properties

Molecular Weight:196.20
XLogP3:1.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:196.07355886
Monoisotopic Mass:196.07355886
Topological Polar Surface Area:55.8
Heavy Atom Count:14
Complexity:185
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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