ChemicalBook > CAS DataBase List > 3-O-Ethyl-L-ascorbic acid

3-O-Ethyl-L-ascorbic acid

Product Name
3-O-Ethyl-L-ascorbic acid
CAS No.
86404-04-8
Chemical Name
3-O-Ethyl-L-ascorbic acid
Synonyms
ETHYL ASCORBIC ACID;VCE;vitaMin C ethyl ether;VC ethyl ether;3-O-Ethyl Ascorbyl Ether;3-0-Ethyl Ascorbic acid;Ethyl ascorbyl ether;(R)-5-((S)-1,2-dihydroxyethyl)-4-ethoxy-3-hydroxyfuran-2(5H)-one;(5r)-5-[(1s)-1,2-dihydroxyethyl]-4-ethoxy-3-hydroxy-5h-furan-2-one;LGB-VCE
CBNumber
CB8511566
Molecular Formula
C8H12O6
Formula Weight
204.18
MOL File
86404-04-8.mol
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3-O-Ethyl-L-ascorbic acid Property

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
optical activity
46.1°(C=0.01 g/mL, MeOH, 20°C, 589nm)
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℃
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Safety

HS Code 
2936.27.0000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
CDS009203
Product name
3-<I>o</I>-Ethyl-<SC>L</SC>-ascorbic acid
Purity
Aldrich<SUP>CPR</SUP>
Packaging
100 mg
Price
$113
Updated
2025/07/31
TCI Chemical
Product number
E0926
Product name
3-O-Ethyl-L-ascorbic Acid
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$42
Updated
2025/07/31
TCI Chemical
Product number
E0926
Product name
3-O-Ethyl-L-ascorbic Acid
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$144
Updated
2025/07/31
TRC
Product number
E922013
Product name
3-O-Ethyl-L-ascorbic Acid
Packaging
100mg
Price
$85
Updated
2021/12/16
Chem-Impex
Product number
31932
Product name
3-O-Ethyl-L-ascorbicacid,99%(HPLC)
Purity
99%(HPLC)
Packaging
1G
Price
$11.2
Updated
2021/12/16
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3-O-Ethyl-L-ascorbic acid Chemical Properties,Usage,Production

Description

3-O-Ethyl-L-ascorbic acid 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.

References

[1] Journal of Medicinal Chemistry, 1992, vol. 35, # 9, p. 1618 - 1623
[2] Patent: CN105367524, 2016, A. Location in patent: Paragraph 0035; 0038
[3] Patent: WO2008/44809, 2008, A1. Location in patent: Page/Page column 10
[4] Patent: US2010/56809, 2010, A1. Location in patent: Page/Page column 3
[5] Patent: WO2008/44809, 2008, A1. Location in patent: Page/Page column 10-11

3-O-Ethyl-L-ascorbic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3-O-Ethyl-L-ascorbic acid manufacturers

BINBO BIOLOGICAL CO.,LTD
Product
3-O-Ethyl-L-ascorbic acid 86404-04-8
Price
US $0.00/kg
Min. Order
1kg
Purity
99.8%
Supply Ability
1000 kg
Release date
2025-11-21
HUARONG(GUANGDONG) PHARMACEUTICAL CO.,LTD
Product
3-O-Ethyl-L-ascorbic acid 86404-04-8
Price
US $0.00/kg
Min. Order
1kg
Purity
99.99%
Supply Ability
1kg/5kg25kg
Release date
2025-09-16
HANGZHOU HAILAN CHEMICAL CO.,LTD.
Product
3-O-Ethyl-L-ascorbic acid 86404-04-8
Price
US $49.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000
Release date
2025-08-28

86404-04-8, 3-O-Ethyl-L-ascorbic acidRelated Search:


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