| Identification | Back Directory | [Name]
3-O-Ethyl-L-ascorbic acid | [CAS]
86404-04-8 | [Synonyms]
VCE
LGB-VCE
Only VCE
Ethyl VC
3-o-EthyL
ETHYL ASCORBIC
VC ethyl ether
Ethyl Vitamin C
Skin Whitening VCE
3-O-Ethylascorbate
ETHYL ASCORBIC ACID
Ethyl ascorbyl ether
3-O-Ethyl-L-ascorbic
3-O-ETHYLASCORBICACID
vitaMin C ethyl ether
Ethyl ascorbate ether
3-O-Ethyl-Lascorbicaci
3-0-Ethyl Ascorbic acid
3-o-ETHHYL ASCORBIC ACID
3-O-Ethyl Ascorbyl Ether
3-o-ethyl-l-ascorbic acid
3-O-Ethyl vitaMin C ester
Ethyl Ascorbic Acid (VCE)
3-0-Ethyl-L-ascorbic acid
3-O-Ethyl-L-ascorbicAcid>
L-Ascorbic acid, 3-O-ethyl-
3-O-ethyl-l-ascorbic acid?(EA)
3-O-Ethyl-L-ascorbic acid(VCE)
3-O-Ethyl-L-ascorbic Acid, >=99%
Methyl dihydrojasmonate 24851-98-7
3-O-Ethyl-L-ascorbic acid USP/EP/BP
(5R,1'S)-5-(1,2-Dihydroxy-ethyl)-4-e
Nano Liposomal 3-o-ETHYL ASCORBICACID
3-O-Ethyl-L-ascorbic acid VC ethyl ether
3-O-Ethyl-L-ascorbic acid cas 86404-04-8
3-O-Ethyl-L-ascorbic Acid
High Quality 3-O-Ethyl-L-Ascorbic Acid API with CAS: 86404-04-8
(R)-5-((S)-1,2-dihydroxyethyl)-4-ethoxy-3-hydroxyfuran-2(5H)-one
(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
(5R)-5-(1,2-dihydroxyethyl)-4-ethoxy-3-hydroxy-2,5-dihydrofuran-2-one
(5R)-5-[(1S)-1,2-dihydroxyethyl]-4-ethoxy-3-hydroxyfuran-2(5H)-one (non-preferred naMe) | [EINECS(EC#)]
617-849-3 | [Molecular Formula]
C8H12O6 | [MDL Number]
MFCD09261382 | [MOL File]
86404-04-8.mol | [Molecular Weight]
204.18 |
| Chemical Properties | Back Directory | [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. ]
0-10°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℃ |
| Hazard Information | Back Directory | [Description]
3-O-Ethyl ascorbic acid ether, also called VC ethyl ether, is an ascorbic acid derivative. Ascorbic acid is a naturally occurring antioxidant and free radical scavenger, a reducing agent in the conversion process of biological enzymes, and has a preventive effect on some chronic diseases (cancer, diabetes and allergic skin diseases). From the molecular structure of ascorbic acid, it can be seen that compared to the 2-position enol hydroxyl group, the 3-position enol hydroxyl group has higher activity on electrophiles, and it is the product of 3-O-alkylation during O-alkylation modification. Mainly. 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]
Vitamin C ethyl ether (VC ethyl ether) is a lipophilic and hydrophilic amphoteric vitamin C derivative. It not only retains the redox effect of vitamin C but is also very stable. It is a non-discoloring vitamin C derivative. It is a lipophilic and chemicalbook amphoteric substance, which not only makes it extremely convenient to use in the formula, but also makes it easy to penetrate the stratum corneum into the dermis. After entering the skin, it is easily decomposed by biological enzymes to play the role of vitamin C, thereby Improve its bioavailability. | [Definition]
ChEBI: 3-O-Ethylascorbic acid is a butenolide. | [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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