3-O-Ethylascorbic acid
Basic information
- CAS
86404-04-8- Standard SMILES
CCOC1=C(O)C(=O)O[C@@H]1[C@@H](O)CO- InChIKey
ZGSCRDSBTNQPMS-UJURSFKZSA-N- Molecular formula
- C8H12O6
- Average molar mass
- 204.18 g/mol
- Monoisotopic mass
- 204.0633881
Overview
3-O-Ethylascorbic acid is a butenolide.
Names & identifiers
- Preferred name
- 3-O-Ethylascorbic acid
- IUPAC
- (2R)-2-[(1S)-1,2-dihydroxyethyl]-3-ethoxy-4-hydroxy-2H-furan-5-one
- English name
- 3-O-Ethyl-L-ascorbic acid
- Molecular formula
- C8H12O6
- Molecular weight
- 204.18
Names & synonyms
86404-04-83-O-Ethylascorbic acid3-o-ethyl ascorbic acidethyl ascorbic acidVitamin C ethylACTIVITA CWhitening serumShower GelBrightening GreamWhitening Shower Gel6MW60CB71PCORUM 9515
Show more names
VCEvitaMin C ethyl ether3-O-Ethyl Ascorbyl EtherVC ethyl etherEthyl ascorbyl etherC8H12O6ETHYL ASCORBICEthyl Vitamin C
Whitening facial cleanserDTXSID80205953-0-ETHYL ASCORBIC ACIDRefChem:95144DTXCID80595Beautyturess Exfoliating Peeling Oil617-849-33-O-Ethyl-L-ascorbic acid
Database identifiers
- CAS
86404-04-8- PubChem CID
- 150736
- DTXSID
DTXSID8020595- ChEBI
CHEBI:189226- UNII
- 6MW60CB71P
- EC Number
- 617-849-3
- Nikkaji
- J486.253H
Properties
Computed structural properties
- XLogP
- -1.5
- Topological polar surface area
- 96.2 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 4
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 259
Physicochemical properties
- Melting point
- 112 to · 112.0 to 116.0 °C
- Boiling point
- 551.5 · 551.5±50.0 °C(Predicted)
- Density
- 1.46 · 1.46±0.1 g/cm3(Predicted)
- vapor pressure
- 0 · 0-0Pa at 20-25℃
- storage temp.
- 2 · Sealed in dry,2-8°C
- solubility
- Methanol (Slightly), Water (Slightly)
- form
- Solid
- pka
- 8.89 · 8.89±0.40(Predicted)
- color
- White to Off-White
- optical activity
- 46.1 ° · 46.1°(C=0.01 g/mL, MeOH, 20°C, 589nm)
- Cosmetics Ingredients Functions
- SKIN CONDITIONING
- 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 · -0.8--0.64 at 20-25℃ and pH7
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 65.9% (54 of 82) of all reports.
Warning
H319 (32.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)
Aggregated GHS information provided per 82 reports by companies from 4 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: L-Ascorbic acid, 3-O-ethyl-
REACH registered substance: (5R)-5-[(1S)-1,2-dihydroxyethyl]-4-ethoxy-3-hydroxy-2,5-dihydrofuran-2-one (EC: 617-849-3)
3-O-ethyl ascorbic acid: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and CategoriesEye Irrit. 2 (32.9%)
Safety data
- wgk
- WGK 3
- hs_code
- 2936.27.0000
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H332-H335
- REACH Registrations
- Active
- Precautionary statements
- P261-P280-P305+P351+P338
Chemistry & industry
Applications
Description3-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.
Uses3-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.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: 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.
Related reactions
2 records
Compound notes
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