3-O-Ethyl-L-ascorbic acid
3-O-Ethyl-L-ascorbic acid Basic information
- Product Name:
- 3-O-Ethyl-L-ascorbic acid
- Synonyms:
-
- 3-O-Ethyl Ascorbyl Ether
- 3-O-Ethyl-L-ascorbic Acid
- ETHYL ASCORBIC ACID
- 3-o-ethyl-l-ascorbic acid
- 3-O-ETHYLASCORBICACID
- (5R,1'S)-5-(1,2-Dihydroxy-ethyl)-4-ethoxy-3-hydroxy-5H-furan-2-one
- (5r)-5-[(1s)-1,2-dihydroxyethyl]-4-ethoxy-3-hydroxy-5h-furan-2-one
- (R)-5-((S)-1,2-dihydroxyethyl)-4-ethoxy-3-hydroxyfuran-2(5H)-one
- CAS:
- 86404-04-8
- MF:
- C8H12O6
- MW:
- 204.18
- EINECS:
- 617-849-3
- Product Categories:
-
- Vitamine C derivative
- API
- 86404-04-8
- Mol File:
- 86404-04-8.mol
3-O-Ethyl-L-ascorbic acid Chemical Properties
- Melting point:
- 112.0 to 116.0 °C
- Boiling point:
- 551.5±50.0 °C(Predicted)
- Density
- 1.46±0.1 g/cm3(Predicted)
- vapor pressure
- 0-0Pa at 20-25℃
- storage temp.
- Sealed in dry,2-8°C
- solubility
- Methanol (Slightly), Water (Slightly)
- form
- Solid
- pka
- 8.89±0.40(Predicted)
- color
- White to Off-White
- InChI
- InChI=1S/C8H12O6/c1-2-13-7-5(11)8(12)14-6(7)4(10)3-9/h4,6,9-11H,2-3H2,1H3/t4-,6+/m0/s1
- InChIKey
- ZGSCRDSBTNQPMS-UJURSFKZSA-N
- SMILES
- O(CC)C1=C(O)C(=O)O[C@@H]1[C@H](CO)O
- LogP
- -0.8--0.64 at 20-25℃ and pH7
- Surface tension
- 69-72.4mN/m at 1g/L and 20℃
3-O-Ethyl-L-ascorbic acid Usage And Synthesis
Description
3-O-Ethyl ascorbate ether is a product of ascorbic acid-3-O-ethylation. It has a simple molecular structure and is easily absorbed by the skin. After entering the dermis through the stratum corneum of the skin, it is easily decomposed by the biological enzymes in the human body. The effect of ascorbic acid effectively solves the fat solubility problem of ascorbic acid, and is widely used in cosmetics as a whitening agent and antioxidant.
Uses
3-O-Ethyl-L-ascorbic Acid could be a useful stabilizing agent for a para-hydroxyacetophenone solution. It could be a useful stabilizing agent for a para-hydroxyacetophenone solution.
Definition
ChEBI: 3-O-ethyl-l-ascorbic acid (EA) is a butenolide. It is an l-ascorbic acid derivative with an ethyl group at the third carbon position.
Health effects
3-O-ethyl-L-ascorbic acid improves the molecules' stability and its transportation efficacy to the skin, being absorbed faster and better. Additionally, it is less irritating to the skin. Cosmetic case studies demonstrate that they have skin brightening, collagen stimulating, and antioxidant properties.
Mechanism of action
VC ethyl ether penetrates the stratum corneum to reach the melanocytes in the basal layer, inhibits tyrosinase activity, inhibits the formation of melanin, and restores melanin to colorless, thereby effectively whitening the skin. And Chemicalbook and VC ethyl ether can directly participate in the synthesis of collagen and repair skin cell activity after entering the dermis, increasing collagen, so that the skin becomes full and elastic, making the skin delicate and smooth.
Synthesis
The above 3-O-ethyl-5,6-O-isopropylideneascorbic acid 40g dissolved in 200ml of ethanol. 10g of cation-exchange resin was added and was refluxed for 2 hours. The catalyst was removed by an ion exchange resin and concentrated under reduced pressure. After drying, with ethyl acetate: hexane (3: 1) crystallization. After drying, obtained 33.3g 3-O-ethylascorbic acid, yield 94%. It was recrystallized in 100mL ethyl acetate giving 30.6g, yield 87%, mp: 112-114??C.
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3-O-Ethyl-L-ascorbic acid(86404-04-8)Related Product Information
- 4-Ethoxyphenol
- Ethyl formate
- tert-Butyl ethyl ether
- Ascorbic Acid
- Erythorbic Acid
- Ethyl acrylate
- Ethylparaben
- Ethylbenzene
- Furan
- 1-Hydroxyethylidene-1,1-diphosphonic acid
- Ethoxyquin
- Ethyl acetate
- Ethanol
- CHLOROPHOSPHONAZO III
- acetic acid, triethoxy-, ethyl ester
- ASCORBATE OXIDASE
- Calcium ascorbate dihydrate
- 1,1'-Thiobisethane