Chemistry of ascorbic acid

C₆H₈O₆CAS 50-81-7176.12 g/mol

Properties

Molecular formula: C₆H₈O₆
Molar mass: 176.12 g/mol
Exact mass: 176.0321 Da
Density: 1.65 g/mL
Melting point: 190–192 °C (decomposes)
pKa: 4.17, 4.7 (10 °C), 11.57
Water solubility: 330 g/L (20 °C)
logP: -1.41Crippen estimate
Polar surface area: 107.2 Å²
H-bond donors / acceptors: 4 / 6
Rotatable bonds: 2
Stereocentres: R, Sin SMILES atom order

Hazards

Not classified as hazardous under GHS by 588 ECHA notifiers. Aggregated from 588 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Identifiers

CAS number

50-81-7

SMILES

O=C1O[C@H]([C@@H](O)CO)C(O)=C1O

InChIKey

CIWBSHSKHKDKBQ-JLAZNSOCSA-N

InChI

InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1

Weigh it out

Type any one amount. The others follow from the molar mass and density.

Names and synonyms

128 names · show all

L-Ascorbic acid
Allercorb
Antiscorbic vitamin
Antiscorbutic vitamin
Ascorbajen
Ascorin
Ascorteal
Ascorvit
Cantan
Cantaxin
Catavin C
Cebicure
Cebione
Cecon
Cegiolan
Ceglion
Celin
Ce-mi-lin
Cenetone
Cereon
Cergona
Cescorbat
Cetemican
Cevalin
Cevatine
Cevex
Cevimin
Ce-vi-sol
Cevitamic acid
Cevitamin
Cevitan
Cevitex
Ciamin
Cipca
Concemin
Davitamon C
3-Keto-L-Gulofuranolactone
L-3-Keto-threo-hexuronic acid lactone
Laroscorbine
Lemascorb
Liqui-cee
3-Oxo-L-gulofuranolactone
Planavit C
Proscorbin
C-Quin
Ribena
Secorbate
Vicelat
Vicin
Vitacimin
Vitacin
Vitamin C
Vitamisin
Vitascorbol
Redoxon
Vitacee
L-Threo-Hex-2-enonic acid, γ-lactone
Ascorbic acid
L-Lyxoascorbic acid
Xyloascorbic acid, L-
Cevital
L-Xyloascorbic acid
C-Vimin
Testascorbic
Adenex
Hybrin
Cetamid
Colascor
Scorbu C
Xitix
Celaskon
Cebion
Cemagyl
Ascorbutina
Viforcit
Vitace
IDO-C
Viscorin
Ascoltin
Hicee
neo-Valdrin
(+)-Ascorbic acid
Citrovit
Chewcee
L-Threo-Ascorbic acid
Ronotec 100
L-(+)-Ascorbic acid
Rontex 100
Juvamine
Rovimix C
Vasc
P 1110
VC 97
Kangbingfeng
Suncoat VC 40
Viscorin 100M
Cewin
Ceklin
Ascorbicap
Cetane
Cetane-caps TC
Cetebe
E 300
NSC 218455
NSC 33832
Cell C
Ascorell
C-L 6/PW
VC 40
100M
Cinal
Rovimix C-EC
Vitashure 160
Cevarol
Tanvimil C
Vaginorm-C
Monovitan C
Pascorbin
Ascorbalox
Energil C
Bovi-C
Emvit-C
Novasol cof
5-(1,2-Dihydroxyethyl)-3,4-dihydroxy-5H-furan-2-one
5-(1,2-Dihydroxyethyl)-3,4-dihydroxy-2(5H)-furanone
5-(1,2-Dihydroxyethyl)-3,4-dihydroxyfuran-2(5H)-one
Vitaminum C aflofarm
Vitamin C type SS

Work with Chemistry of ascorbic acid

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Erythorbic acid89-65-6Diastereomer Sodium ascorbate134-03-2Salt Sodium erythorbate6381-77-7Salt, diastereomer Calcium ascorbate5743-27-1Salt Calcium ascorbate dihydrate5743-28-2Salt D-Erythro-Hex-2-enonic acid, γ-lactone, sodium salt (1:?)7378-23-6Salt, diastereomer

Similar compounds

3-O-Ethylascorbic acid86404-04-860 % similar Dehydroascorbic acid490-83-554 % similar Magnesium ascorbyl phosphate108910-78-752 % similar Magnesium ascorbyl phosphate113170-55-152 % similar Ascorbyl glucoside129499-78-152 % similar Ascorbyl palmitate137-66-652 % similar (+)-5,6-O-Isopropylidene-L-ascorbic acid15042-01-045 % similar Sodium ascorbyl phosphate66170-10-340 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Same formula

Glucuronolactone32449-92-6 Propane-1,2,3-tricarboxylic acid99-14-9

Elsewhere

PubChem CAS Common Chemistry NIST WebBook Wikipedia