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50-81-7

Basic Information
CAS No.: 50-81-7
Name: L(+)-Ascorbic acid
Article Data: 151
Molecular Structure:
Molecular Structure of 50-81-7 (L(+)-Ascorbic acid)
Formula: C6H8O6
Molecular Weight: 176.126
Synonyms: L(+)-Ascorbic acid;L-Ascorbic acid(C);(R)-5-((S)-1,2-Dihydroxyethyl)-3,4-dihydroxyfuran-2(5H)-one;L-Ascorbic acid;L-Threoascorbic acid,Antiscorbutic factor,Vitamin C;L-Ascorbic Acid;
EINECS: 200-066-2
Density: 1.954 g/cm3
Melting Point: 190-194 °C (dec.)
Boiling Point: 415.8 °C at 760 mmHg
Flash Point: 180.4 °C
Solubility: Water solubility: 50 mg/mL at 20 °C, clear, nearly colorless
Appearance: white crystals
Hazard Symbols: HarmfulXn
Risk Codes: 20/21/22-36/37/38
Safety: 24/25-36-26
PSA: 107.22000
LogP: -1.40740
Synthetic route
18467-77-1

dikegulac

50-81-7

ascorbic acid

Conditions
ConditionsYield
With hydrogenchloride In toluene at 70℃; for 6h;94%
With hydrogenchloride; glycerol monostearate In Trichloroethylene at 50℃; for 0.0833333h; Kinetics; other temperatures, other times;
62983-44-2

6-bromo-6-deoxy-(S)-ascorbic acid

50-81-7

ascorbic acid

Conditions
ConditionsYield
With sodium carbonate In water for 25h; Ambient temperature;89%
With sodium carbonate In water-d2 for 21h; pH: 9;
144447-58-5

methyl 2-keto-3,5:4,6-di-O-ethylidene galactonate

50-81-7

ascorbic acid

Conditions
ConditionsYield
With hydrogenchloride; ethanol In dichloromethane at 60℃;83%

Methyl 2-keto-3,5:4,6-di-O-ethylidene-L-galactonate

50-81-7

ascorbic acid

Conditions
ConditionsYield
With hydrogenchloride In ethanol; dichloromethane at 60℃; for 10h;83%
74600-79-6

ethyl-3,5:4,6-di-O-methylene-L-lyxo-2-hexulosenate

50-81-7

ascorbic acid

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 4h; Heating;81.09%
377089-24-2

(S)-4-[3,4-Bis-(4-methoxy-benzyloxy)-furan-2-yl]-2,2-dimethyl-[1,3]dioxolane

A

123-11-5

4-methoxy-benzaldehyde

B

50-81-7

ascorbic acid

Conditions
ConditionsYield
With oxygen In methanol; tetrachloromethane at 20℃; for 7h; Photolysis;A n/a
B 74%
21675-47-8

D-xylo-2-hexulosonic acid

50-81-7

ascorbic acid

Conditions
ConditionsYield
In water at 160℃; under 7500.75 Torr;68%

L-xylo-[2]hexulosonic acid amide

50-81-7

ascorbic acid

Conditions
ConditionsYield
With methanol; ammonia
3445-23-6

L-xylosone

50-81-7

ascorbic acid

Conditions
ConditionsYield
With potassium cyanide; hydrogen cyanide; water anschl. mit wss. HCl;
With potassium cyanide; water anschl. mit wss. HCl;
With hydrogen cyanide; ammonia; water anschl. mit wss. HCl;
With potassium cyanide; water; calcium chloride anschl. mit wss. HCl;
With potassium cyanide; water anschl. mit wss. HCl;
526-98-7

2-keto-L-gulonic acid

50-81-7

ascorbic acid

Conditions
ConditionsYield
With hydrogenchloride; water; butan-1-ol
With water at 100℃;
With hydrogenchloride; water
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Specification

L(+)-Ascorbic acid ( CAS NO. 50-81-7) is a naturally occurring organic compound with antioxidant properties. It is a white solid, but impure samples can appear yellowish. It dissolves well in water to give mildly acidic solutions. It is a white crystalline vitamin present in plants, esp citrus fruits, tomatoes, and green vegetables. A deficiency in the diet of man leads to scurvy. With the formula C6H8O6 , it is also called vitamin C.

Physical properties about L(+)-Ascorbic acid are:
(1)ACD/LogP: -0.915; (2)ACD/LogD (pH 5.5): -2.53; (3)ACD/LogD (pH 7.4): -4.12; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 1.00; (7)ACD/KOC (pH 7.4): 1.00; (8)#H bond acceptors: 6; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 6; (11)Index of Refraction: 1.711 ; (12)Molar Refractivity: 35.261 cm3; (13)Molar Volume: 90.124 cm3; (14)Polarizability: 13.979 10-24cm3; (15)Surface Tension: 140.561996459961 dyne/cm; (16)Density: 1.954 g/cm3; (17)Flash Point: 180.386 °C; (18)Enthalpy of Vaporization: 77.282 kJ/mol; (19)Boiling Point: 415.833 °C at 760 mmHg

Uses of L(+)-Ascorbic acid: 
Ascorbic acid is easily oxidized and so is used as a reductant in photographic developer solutions (among others) and as a preservative. In fluorescence microscopy and related fluorescence-based techniques, ascorbic acid can be used as an antioxidant to increase fluorescent signal and chemically retard dye photobleaching. It is also commonly used to remove dissolved metal stains, such as iron, from fiberglass swimming pool surfaces. In plastic manufacturing, ascorbic acid can be used to assemble molecular chains more quickly and with less waste than traditional synthesis methods.

Safety information of L(+)-Ascorbic acid:
When you are using this chemical, please be cautious about it as the following:
1. Avoid contact with skin and eyes;
2. Wear suitable protective clothing;
3. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;

You can still convert the following datas into molecular structure:
(1)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;
(2)InChIKey=CIWBSHSKHKDKBQ-JLAZNSOCSA-N;
(3)Smiles[C@H]1(C(=C(C(=O)O1)O)O)[C@H](CO)0;

The toxicity data of L(+)-Ascorbic acid is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo intravenous 2300mg/kg/2D (2300mg/kg) BLOOD: OXIDANT RELATED (GPD DEFICIENT) ANEMIA Annals of Internal Medicine. Vol. 82, Pg. 810, 1975.
mouse LD50 intraperitoneal 643mg/kg (643mg/kg)   Progress in Mutation Research. Vol. 1, Pg. 682, 1981.
mouse LD50 intravenous 518mg/kg (518mg/kg)   Research Progress in Organic-Biological and Medicinal Chemistry. Vol. 2, Pg. 269, 1970.
mouse LD50 oral 3367mg/kg (3367mg/kg)   National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,
rat LD50 intravenous > 4gm/kg (4000mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Oyo Yakuri. Pharmacometrics. Vol. 12, Pg. 131, 1976.
rat LD50 oral 11900mg/kg (11900mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Oyo Yakuri. Pharmacometrics. Vol. 12, Pg. 131, 1976.
rat LD50 subcutaneous > 10gm/kg (10000mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 12, Pg. 131, 1976.
women LDLo intravenous 900mg/kg (900mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

Archives of Internal Medicine. Vol. 145, Pg. 950, 1985.