dikegulac
ascorbic acid
Conditions | Yield |
---|---|
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; |
6-bromo-6-deoxy-(S)-ascorbic acid
ascorbic acid
Conditions | Yield |
---|---|
With sodium carbonate In water for 25h; Ambient temperature; | 89% |
With sodium carbonate In water-d2 for 21h; pH: 9; |
methyl 2-keto-3,5:4,6-di-O-ethylidene galactonate
ascorbic acid
Conditions | Yield |
---|---|
With hydrogenchloride; ethanol In dichloromethane at 60℃; | 83% |
ascorbic acid
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol; dichloromethane at 60℃; for 10h; | 83% |
ethyl-3,5:4,6-di-O-methylene-L-lyxo-2-hexulosenate
ascorbic acid
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol for 4h; Heating; | 81.09% |
(S)-4-[3,4-Bis-(4-methoxy-benzyloxy)-furan-2-yl]-2,2-dimethyl-[1,3]dioxolane
A
4-methoxy-benzaldehyde
B
ascorbic acid
Conditions | Yield |
---|---|
With oxygen In methanol; tetrachloromethane at 20℃; for 7h; Photolysis; | A n/a B 74% |
D-xylo-2-hexulosonic acid
ascorbic acid
Conditions | Yield |
---|---|
In water at 160℃; under 7500.75 Torr; | 68% |
ascorbic acid
Conditions | Yield |
---|---|
With methanol; ammonia |
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
With hydrogenchloride; water; butan-1-ol | |
With water at 100℃; | |
With hydrogenchloride; water |
L-lyxo-[2]hexulosonic acid
ascorbic acid
Conditions | Yield |
---|---|
With hydrogenchloride; ethanol | |
With diazomethane; methanol; diethyl ether anschl. mit Blei(II)-acetat; |
(3R,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxo-hexanoic acid methyl ester
ascorbic acid
Conditions | Yield |
---|---|
With ethanol; triethylamine | |
With methanol; water | |
With methanol; sodium hydrogencarbonate |
Conditions | Yield |
---|---|
With potassium bromate; cerium (IV) sulfate In sulfuric acid Belousov-Zhabotinski oscillation reaction; |
methyl 2,5-di-O-acetyl-α-L-lyxo-hex-2-ulopyranosonate
ascorbic acid
Conditions | Yield |
---|---|
With hydrogenchloride; sodium methylate 1.) MeOH, 20 min, room temperature; Yield given. Multistep reaction; |
5,6-anhydro-L-ascorbic acid
ascorbic acid
Conditions | Yield |
---|---|
With water; sodium hydrogencarbonate; sodium carbonate at 24℃; pH: 8; variation of time; |
Conditions | Yield |
---|---|
for 3h; oxidative metabolizm; enzyme from fresh leaves and stems of Geranium thunbergii; |
Conditions | Yield |
---|---|
With potassium bromate; cerium (IV) sulfate In sulfuric acid Belousov-Zhabotinski oscillation reaction; | |
With isoascorbic acid In phosphate buffer at 20℃; for 24h; pH=7.4; Product distribution; Reduction; | |
With ethylenediaminetetraacetic acid; water; tris-(2-carboxyethyl)-phosphine hydrochloride; meta-phosphoric acid for 4h; pH=1.5; Cooling with ice; | |
With phosphoric acid In water at 25℃; for 0.5h; Darkness; |
Conditions | Yield |
---|---|
With Phenylalanine In ethanol for 0.333333h; Product distribution; Mechanism; Heating; other times, other amino acids; also in the presence of ascorbic acid; |
A
α‑tocopherol quinone
B
vitamin E
D
ascorbic acid
E
L-dehydroascorbic acid
Conditions | Yield |
---|---|
With water In methanol for 24h; Mechanism; var. pH and time; |
3,5-O-benzylidene-6-O-t-butyldimethylsilyl-L-xylo-hex-2-ulosonic acid 1,4-lactone 2-hydrate
ascorbic acid
Conditions | Yield |
---|---|
With water; acetic acid at 70 - 75℃; for 4h; Yield given; | |
With acetic acid at 80℃; for 4h; Yield given; |
(R)-2-((S)-1,2-dihydroxy-ethyl)-4-hydroxy-5-methoxy-furan-3-one
water
ascorbic acid
Conditions | Yield |
---|---|
Einwirkung von Roentgen-Strahlen; | |
Einwirkung von γ-Strahlen; | |
Einwirkung von Kathoden-Strahlen; |
dikegulac
ascorbic acid
Conditions | Yield |
---|---|
at 60℃; Rate constant; | |
at 70℃; Rate constant; |
dikegulac
ascorbic acid
Conditions | Yield |
---|---|
at 60℃; Rate constant; | |
at 70℃; Rate constant; |
ascorbic acid
Conditions | Yield |
---|---|
With hydrogenchloride; ethanol; water |
Conditions | Yield |
---|---|
With N-bromosaccharin; acetic acid for 0.0333333h; Ambient temperature; | 100% |
With hexacyanoferrate(III) In water at 25℃; Mechanism; Rate constant; influence of pH (-1 to 1), ionic strength; | |
With starch-KI; chloroamine-T Product distribution; conditions for analytical determination, other halogenide used; |
Conditions | Yield |
---|---|
With Amberlite IR-120 for 2h; Heating; | 100% |
With acetyl chloride at 7 - 20℃; for 11h; | 100% |
With acetyl chloride at 40℃; for 2h; | 95% |
Conditions | Yield |
---|---|
With Lipozyme TL IM In tert-Amyl alcohol at 40℃; Enzymatic reaction; | 100% |
With phenylboronic acid; dmap 1.) water, t-BuOH, 2.) t-BuOH, 4 days, 25 deg C; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With hydrogenchloride; acetone for 1h; | 100% |
With toluene-4-sulfonic acid In acetone | 100% |
With hydrogenchloride In acetone for 1h; | 96.7% |
Conditions | Yield |
---|---|
In water at 55 - 60℃; for 4h; | 100% |
ascorbic acid
Conditions | Yield |
---|---|
With strontium(II) carbonate for 1 - 2h; Product distribution / selectivity; | 100% |
With strontium(II) carbonate In water at 80℃; for 7h; | 78% |
With strontium hydroxide; strontium chloride In water at 30 - 50℃; Product distribution / selectivity; | 32% |
4-(2-benzenesulfonylethyl)phenylamine
2-[2-(1,3-dioxan-2-yl)ethyl]-1-methylpyrrolidine fumarate
ascorbic acid
Conditions | Yield |
---|---|
Stage #1: 4-(2-benzenesulfonylethyl)phenylamine With sulfuric acid; sodium nitrite In water; acetonitrile at 4℃; for 1h; Stage #2: ascorbic acid In water; acetonitrile at 4 - 20℃; for 17h; Stage #3: 2-[2-(1,3-dioxan-2-yl)ethyl]-1-methylpyrrolidine fumarate With potassium hydroxide Product distribution / selectivity; more than 3 stages; | 100% |
Conditions | Yield |
---|---|
In water pH=Ca. 3.3 - 3.9; Cooling with ice; | 100% |
In methanol | 33% |
ascorbic acid
Conditions | Yield |
---|---|
In ethanol; water Heating; | 100% |
Conditions | Yield |
---|---|
In water for 0.166667h; pH=Ca. 2.8 - 3; Cooling with ice; | 100% |
Conditions | Yield |
---|---|
In methanol at 25℃; | 100% |
Conditions | Yield |
---|---|
With dmap at 80℃; for 8h; Temperature; Reagent/catalyst; | 99.45% |
Conditions | Yield |
---|---|
With dmap at 80℃; for 8h; | 99.31% |
Conditions | Yield |
---|---|
With pyridine; tetrabutylammomium bromide In ethyl acetate at 50℃; for 0.5h; Reagent/catalyst; | 99.3% |
Conditions | Yield |
---|---|
With dmap at 80℃; for 8h; | 99.21% |
Conditions | Yield |
---|---|
With Amberlyst 15 ion exchange resin In ethanol; water at 60℃; for 3h; Temperature; | 99.2% |
With sulfuric acid | |
With sulfuric acid at 40℃; | |
With lipase from Candida antarctica type B (Chirazyme(R) L-2 C2) In acetone at 50℃; | |
With Chirazyme(R) L-2 C2 In acetone at 55℃; for 24h; |
Conditions | Yield |
---|---|
With dmap at 80℃; for 8h; | 99.14% |
Conditions | Yield |
---|---|
With pyridine; tetrabutylammomium bromide In ethyl acetate at 50℃; for 0.5h; | 99.1% |
Conditions | Yield |
---|---|
With dmap at 80℃; for 8h; | 99.01% |
4-nitrobenzenediazonium tetrafluoroborate
ascorbic acid
3-O-p-nitrobenzenediazoascorbic acid
Conditions | Yield |
---|---|
In water; acetonitrile for 0.5h; | 99% |
1,1,1,3,3,3-hexamethyl-disilazane
ascorbic acid
2,3,5,6-tetrakis-O-(trimethylsilyl) ascorbate
Conditions | Yield |
---|---|
Stage #1: 1,1,1,3,3,3-hexamethyl-disilazane; ascorbic acid; trifluorormethanesulfonic acid In tetrahydrofuran at 66 - 70℃; for 6h; Stage #2: With calcium carbonate In tetrahydrofuran for 2h; Stage #3: With 1,1,1,3,3,3-hexamethyl-disilazane at 70℃; Product distribution / selectivity; | 99% |
In 1,2-dimethoxyethane at 50℃; for 8h; Product distribution / selectivity; | 95% |
With pyridine at 100℃; for 2h; | 82% |
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.
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