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86404-04-8

Basic Information
CAS No.: 86404-04-8
Name: 3-O-Ethyl-L-ascorbic acid
Molecular Structure:
Molecular Structure of 86404-04-8 (3-O-Ethyl-L-ascorbic acid)
Formula: C8H12O6
Molecular Weight: 204.18
Synonyms: L-Ascorbicacid, 3-O-ethyl-;(5R)-5-[(1S)-1,2-Dihydroxyethyl]-4-ethoxy-3-hydroxy-5H-furan-2-one;
EINECS: 617-849-3
Density: 1.46 g/cm3
Melting Point: 112.0 to 116.0 °C
Boiling Point: 551.5 °C at 760 mmHg
Flash Point: 228.5 °C
Solubility:
Appearance:
Hazard Symbols:
Risk Codes:
Safety:
Transport Information:
PSA: 96.22000
LogP: -0.92890
Synthetic route
86404-03-7

(R)-5-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-ethoxy-3-hydroxyfuran-2(5H)-one

86404-04-8

3‐O‐ethyl‐L‐ascorbic acid

Conditions
ConditionsYield
With hydrogenchloride In methanol at 60℃; for 3h;98%
With hydrogenchloride In methanol; water at 60℃; for 3h;98%
With cation-exchange resin In ethanol for 2h; Reflux;87%
74-96-4

ethyl bromide

50-81-7

ascorbic acid

86404-04-8

3‐O‐ethyl‐L‐ascorbic acid

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Product distribution / selectivity;69%
62-50-0

Ethyl methanesulfonate

50-81-7

ascorbic acid

86404-04-8

3‐O‐ethyl‐L‐ascorbic acid

Conditions
ConditionsYield
With triethylamine In ethanol for 1h; Heating;66%
64-67-5

diethyl sulfate

50-81-7

ascorbic acid

86404-04-8

3‐O‐ethyl‐L‐ascorbic acid

Conditions
ConditionsYield
With triethylamine In ethanol for 1h; Heating;64%
Conditions
ConditionsYield
In dimethyl sulfoxide at 50℃; for 3.5h; Temperature; Sealed tube;51%
15042-01-0

5,6-O-isopropylidene-L-ascorbic acid

86404-04-8

3‐O‐ethyl‐L‐ascorbic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 70 percent / sodium bicarbonate / dimethylsulfoxide / 16 h / 50 °C
2: 98 percent / 2M HCl / methanol / 3 h / 60 °C
View Scheme
Multi-step reaction with 2 steps
1: triethylamine; toluene-4-sulfonic acid / 6 h / Reflux
2: cation-exchange resin / ethanol / 2 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / dimethyl sulfoxide / 2 h / 70 °C
2: hydrogenchloride / methanol; water / 3 h / 60 °C
View Scheme
Conditions
ConditionsYield
In dimethyl sulfoxide at 60℃; for 12h; Temperature; Sealed tube;
Conditions
ConditionsYield
In dimethyl sulfoxide at 40℃; for 12h; Temperature; Sealed tube;
50-81-7

ascorbic acid

86404-04-8

3‐O‐ethyl‐L‐ascorbic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: toluene-4-sulfonic acid / 8 h / 25 °C
2: sodium hydrogencarbonate / dimethyl sulfoxide / 2 h / 70 °C
3: hydrogenchloride / methanol; water / 3 h / 60 °C
View Scheme
Multi-step reaction with 3 steps
1: toluene-4-sulfonic acid / 8 h / 25 °C
2: potassium hydroxide / dimethyl sulfoxide / 2 h / 80 °C
3: hydrogenchloride / methanol; water / 3 h / 60 °C
View Scheme
86404-04-8

3‐O‐ethyl‐L‐ascorbic acid

1077-28-7, 62-46-4

Thioctic acid

L-2-α-lipoyl-3-ethyl-ascorbic acid

Conditions
ConditionsYield
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane; chloroform at 25℃;92%
123-99-9

azelaic acid

86404-04-8

3‐O‐ethyl‐L‐ascorbic acid

1210311-35-5

3-O-ethyl-ascorbyl-6-nonanedioate

Conditions
ConditionsYield
lipase In tert-Amyl alcohol at 55℃; for 18h;32.7%
86404-04-8

3‐O‐ethyl‐L‐ascorbic acid

C29H39NO14

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetyl chloride / 3 h / 0 - 20 °C
2: dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 12 h
View Scheme
86404-04-8

3‐O‐ethyl‐L‐ascorbic acid

C26H35NO14

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetyl chloride / 3 h / 0 - 20 °C
2: dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 12 h
3: hydrogenchloride / tetrahydrofuran / 1 h
View Scheme
86404-04-8

3‐O‐ethyl‐L‐ascorbic acid

67-64-1

acetone

86404-03-7

(R)-5-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-ethoxy-3-hydroxyfuran-2(5H)-one

Conditions
ConditionsYield
With acetyl chloride at 0 - 20℃; for 3h;8.66 g
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  • 3-O-Ethyl-L-ascorbic acid      CAS: 86404-04-8

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Chemistry

Molecule structure of 3-O-Ethyl-L-ascorbic acid (CAS NO.86404-04-8):

IUPAC Name: (2R)-2-[(1S)-1,2-Dihydroxyethyl]-3-ethoxy-4-hydroxy-2H-furan-5-one 
Molecular Weight: 204.17728 g/mol
Molecular Formula: C8H12O6 
Density: 1.46 g/cm3 
Boiling Point: 551.5 °C at 760 mmHg 
Flash Point: 228.5 °C
Index of Refraction: 1.555
Molar Refractivity: 44.65 cm3
Molar Volume: 139 cm3
Surface Tension: 64.2 dyne/cm
Enthalpy of Vaporization: 95.61 kJ/mol
Vapour Pressure: 1.84E-14 mmHg at 25 °C
XLogP3: -1.5
H-Bond Donor: 3
H-Bond Acceptor: 6
Rotatable Bond Count: 4
Tautomer Count: 2
Exact Mass: 204.063388
MonoIsotopic Mass: 204.063388
Topological Polar Surface Area: 96.2
Heavy Atom Count: 14
Canonical SMILES: CCOC1=C(C(=O)OC1C(CO)O)O
Isomeric SMILES: CCOC1=C(C(=O)O[C@@H]1[C@H](CO)O)O
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 of 3-O-Ethyl-L-ascorbic acid (CAS NO.86404-04-8): ZGSCRDSBTNQPMS-UJURSFKZSA-N

Specification

 3-O-Ethyl-L-ascorbic acid (CAS NO.86404-04-8) is also named as (5R)-5-[(1S)-1,2-Dihydroxyethyl]-4-ethoxy-3-hydroxy-5H-furan-2-one ; L-Ascorbic acid, 3-O-ethyl- .