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514-78-3

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514-78-3 Usage

Uses

Different sources of media describe the Uses of 514-78-3 differently. You can refer to the following data:
1. Oral suntanning agent
2. Antioxidant immune to promote
3. Permissible color additive for food and drugs (exempt from certification): Fed. Regist. 34, no. 5 (Jan. 8, 1969). Oral suntanning agent.
4. Canthaxanthin is a synthetic red colorant that is the carotenoid of most intense red color. it is available in oil-soluble, oil-dispersible, and water-dispersible forms. it has fair ph, heat, light, and chemical stability with a low tinctorial strength. unlike the carotenoids beta- carotene and beta-apo-8-carotenal, it does not possess vitamin a activity. maximum usage level is 66 ppm. uses include carbonated soft drinks, salad dressing, and spaghetti sauce.

Definition

ChEBI: A carotenone that consists of beta,beta-carotene bearing two oxo substituents at positions 4 and 4'.

Brand name

Apotrin;Phenoro.

World Health Organization (WHO)

Canthaxanthin, a naturally-occurring carotenoid with a deep redorange colour, is widely used as a food colouring agent. Since the mid-1970s it has been included in oral 'artificial suntan' preparations. It is also available in preparations used in the treatment of certain photodermatoses. By the mid-1980s its use in such preparations had been associated with the accumulation of crystalline deposits in the retina. Reported functional changes relating to dark adaptation have been of marginal clinical significance and largely reversible. Nevertheless, this has led to the withdrawal of artificial suntan preparations containing canthaxanthin by several regulatory authorities. Preparations for treatment of photodermatoses remain available in some but not all of these countries.

General Description

Canthaxanthin (red diketocarotenoid or 4, 4′-diketo-β-carotene), is a common xanthophyll found naturally in microorganisms and marine organisms, as well as in certain animals. It acts as an antioxidant in living organisms. The potential antioxidant activity of canthaxanthin is due to the presence of conjugated double bonds in its structure. It finds applications in various fields including poultry, fishery, cosmetics, medicine, and pharmaceuticals. In food industries, canthaxanthin can be used as a coloring agent.

Hazard

Oral intake may cause loss of night vision.

Safety Profile

When heated to decomposition it emits acrid smoke and irritating fumes.

Purification Methods

Purify canthaxanthin by chromatography on a column of deactivated alumina or magnesium oxide, or on a thin layer plate of silica gel G (M

Properties and Applications

yellow light pink to red yellow light.

Check Digit Verification of cas no

The CAS Registry Mumber 514-78-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,1 and 4 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 514-78:
(5*5)+(4*1)+(3*4)+(2*7)+(1*8)=63
63 % 10 = 3
So 514-78-3 is a valid CAS Registry Number.
InChI:InChI=1/C40H52O2/c1-29(17-13-19-31(3)21-23-35-33(5)37(41)25-27-39(35,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-36-34(6)38(42)26-28-40(36,9)10/h11-24H,25-28H2,1-10H3/b12-11+,17-13-,18-14+,23-21-,24-22+,29-15-,30-16+,31-19-,32-20+

514-78-3 Well-known Company Product Price

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  • Sigma-Aldrich

  • (32993)  Canthaxanthin(trans)  analytical standard

  • 514-78-3

  • 32993-2MG

  • 900.90CNY

  • Detail
  • Sigma-Aldrich

  • (32993)  Canthaxanthin(trans)  analytical standard

  • 514-78-3

  • 32993-10MG

  • 675.09CNY

  • Detail

514-78-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name canthaxanthin

1.2 Other means of identification

Product number -
Other names all-trans-Canthaxanthin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:514-78-3 SDS

514-78-3Synthetic route

beta-carotene
7235-40-7

beta-carotene

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
With cerium(IV) oxide; sulfuric acid; potassium iodide In dichloromethane; water at 0℃; under 760.051 Torr; for 2.5h; Reagent/catalyst; Temperature; UV-irradiation;99.5%
With sulfuric acid; copper(II) sulfate; potassium iodide In dichloromethane; water at -5 - 45℃; under 760.051 Torr; for 4h; Temperature; Reagent/catalyst; Green chemistry;98.05%
With dihydrogen peroxide; potassium iodide; lithium hydroxide In dichloromethane; water at -5 - 45℃; under 760.051 Torr; for 5.5h; Catalytic behavior; Temperature; Reagent/catalyst; Green chemistry;98.05%
β-carotene
161023-01-4

β-carotene

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
With Aminoiminomethanesulfinic acid In dichloromethane; water at 20 - 40℃; for 17h; Temperature; Industrial scale;94.66%
(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial
5056-17-7

(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial

C19H31O4P

C19H31O4P

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
With sodium t-butanolate In dimethyl sulfoxide; toluene at -20℃; for 6h; Reagent/catalyst; Temperature; Solvent;92.1%
7,8,7',8'-tetrahydro-8,8'-dimethoxy-canthaxanthin

7,8,7',8'-tetrahydro-8,8'-dimethoxy-canthaxanthin

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
With sodium hydroxide; hydrogen bromide In n-heptane; dichloromethane82%
(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial
5056-17-7

(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial

(2E,4E)-<5-(2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-3-methyl-2,4-pentadien-1-yl>triphenylphosphonium bromide
63184-93-0

(2E,4E)-<5-(2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-3-methyl-2,4-pentadien-1-yl>triphenylphosphonium bromide

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
With sodium methylate In methanol; dichloromethane at -10℃; for 1h;78%
aqueous sodium chloride

aqueous sodium chloride

3-methyl-5-(2,6,6-trimethyl-3-oxocyclohex-1-enyl)-2,4-pentadienylphosphonic acid, diethyl ester

3-methyl-5-(2,6,6-trimethyl-3-oxocyclohex-1-enyl)-2,4-pentadienylphosphonic acid, diethyl ester

(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial
5056-17-7

(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial

benzene
71-43-2

benzene

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran; chloroform52%
N-Bromosuccinimide
128-08-5

N-Bromosuccinimide

4-Phenylmorpholine
92-53-5

4-Phenylmorpholine

ethanol
64-17-5

ethanol

chloroform
67-66-3

chloroform

beta-carotene
7235-40-7

beta-carotene

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
at -18℃; Reaktion ueber mehrere Stufen;
5,6;5',6'-diseco-β,β-carotene-4,6,4',6'-tetraone
105819-60-1

5,6;5',6'-diseco-β,β-carotene-4,6,4',6'-tetraone

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
With potassium hydroxide; benzene
4',5'-didehydro-4,5'-retro-β,β-carotene
3297-24-3, 16962-72-4, 71629-79-3

4',5'-didehydro-4,5'-retro-β,β-carotene

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
(i) NBS, AcOH, PhNMe2, (ii) KOH, MeOH, benzene; Multistep reaction;
all-trans canthaxanthin radical cation

all-trans canthaxanthin radical cation

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
With TX-100 In water Rate constant; Irradiation;
With puerarin dianion In methanol; chloroform at 25℃; Thermodynamic data; Kinetics; Reagent/catalyst;
lycopene
502-65-8

lycopene

all-trans canthaxanthin radical cation

all-trans canthaxanthin radical cation

A

canthaxanthin
514-78-3

canthaxanthin

B

lycopene radical cation

lycopene radical cation

Conditions
ConditionsYield
In benzene Rate constant; pulse radiolysis;
beta-carotene
7235-40-7

beta-carotene

all-trans canthaxanthin radical cation

all-trans canthaxanthin radical cation

A

canthaxanthin
514-78-3

canthaxanthin

B

all-trans β-carotene radical cation

all-trans β-carotene radical cation

Conditions
ConditionsYield
In benzene Rate constant; pulse radiolysis;
β,β-carotene-4,4'-diol

β,β-carotene-4,4'-diol

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
With 1,2,3,4-tetrahydro-1-naphthyl hydroperoxide
5,6;5',6'-diseco-β,β-carotene-4,6,4',6'-tetraone
105819-60-1

5,6;5',6'-diseco-β,β-carotene-4,6,4',6'-tetraone

benzene
71-43-2

benzene

methanol. KOH-solution

methanol. KOH-solution

canthaxanthin
514-78-3

canthaxanthin

N-Bromosuccinimide
128-08-5

N-Bromosuccinimide

ethanol
64-17-5

ethanol

chloroform
67-66-3

chloroform

beta-carotene
7235-40-7

beta-carotene

1-ethyl-morpholine

1-ethyl-morpholine

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
Reaktion ueber mehrere Stufen;
chloroform
67-66-3

chloroform

1,2,3,4-tetrahydro-1-naphthyl hydroperoxide
771-29-9

1,2,3,4-tetrahydro-1-naphthyl hydroperoxide

beta-carotene
7235-40-7

beta-carotene

A

canthaxanthin
514-78-3

canthaxanthin

B

3',4'-didehydro-β,β-caroten-4-one
991-90-2

3',4'-didehydro-β,β-caroten-4-one

C

β,β-carotene-4,4'-diol

β,β-carotene-4,4'-diol

D

β,β-caroten-4-one

β,β-caroten-4-one

4'-ethoxy-β,β-caroten-4-one

4'-ethoxy-β,β-caroten-4-one

A

canthaxanthin
514-78-3

canthaxanthin

B

4'-ethoxy-3',4'-didehydro-β,β-caroten-4-one

4'-ethoxy-3',4'-didehydro-β,β-caroten-4-one

Conditions
ConditionsYield
With N-Bromosuccinimide; chloroform beim anschliessenden Behandeln mit 4-Phenyl-morpholin;
C40H51O2(1+)

C40H51O2(1+)

A

canthaxanthin
514-78-3

canthaxanthin

B

ascorbic acid radical

ascorbic acid radical

Conditions
ConditionsYield
With triton X100; ascorbic acid In methanol Rate constant; pH 7;
2,4,4-Trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-cyclohex-1-enyl)-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-cyclohex-2-enyl-oxonium

2,4,4-Trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-cyclohex-1-enyl)-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-cyclohex-2-enyl-oxonium

A

9-cis-β,β-caroten-4,4'-diol

9-cis-β,β-caroten-4,4'-diol

B

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
With water In acetone
C40H56(2+)

C40H56(2+)

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 18 percent / H2O / acetone
2: NaBH4
3: CF3COOH / CH2Cl2 / 0.17 h / -20 °C
4: H2O / acetone
View Scheme
Multi-step reaction with 6 steps
1: 18 percent / H2O / acetone
2: NaBH4
3: CF3COOH / CH2Cl2 / 0.17 h / -20 °C
4: 19 percent / acetone
5: H2O / acetone
View Scheme
2,4,4-Trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-cyclohex-1-enyl)-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-cyclohex-2-enyl-oxonium

2,4,4-Trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-cyclohex-1-enyl)-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-cyclohex-2-enyl-oxonium

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 19 percent / acetone
2: H2O / acetone
View Scheme
4'-acetylthio-β,β-carotene
846539-06-8

4'-acetylthio-β,β-carotene

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2O / acetone
View Scheme
canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: NaBH4
2: CF3COOH / CH2Cl2 / 0.17 h / -20 °C
3: H2O / acetone
View Scheme
Multi-step reaction with 5 steps
1: NaBH4
2: CF3COOH / CH2Cl2 / 0.17 h / -20 °C
3: 19 percent / acetone
4: H2O / acetone
View Scheme
4,4'-diacetoxy-β,β-carotene
58540-69-5

4,4'-diacetoxy-β,β-carotene

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CF3COOH / CH2Cl2 / -10 °C
2: H2O / acetone
View Scheme
Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: CF3SO3H / CH2Cl2 / -15 °C
2: 18 percent / H2O / acetone
3: NaBH4
4: CF3COOH / CH2Cl2 / 0.17 h / -20 °C
5: H2O / acetone
View Scheme
Multi-step reaction with 7 steps
1: CF3SO3H / CH2Cl2 / -15 °C
2: 18 percent / H2O / acetone
3: NaBH4
4: CF3COOH / CH2Cl2 / 0.17 h / -20 °C
5: 19 percent / acetone
6: H2O / acetone
View Scheme
Multi-step reaction with 2 steps
1: CF3COOH / CH2Cl2 / 0.17 h / -20 °C
2: H2O / acetone
View Scheme
(E)-3-methylpent-2-en-4-yn-1-ol
6153-06-6

(E)-3-methylpent-2-en-4-yn-1-ol

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 92 percent / p-toluenesulfonic acid / 1.) 5 deg C, 2.) RT, 10 min
2: 1.) n-BuLi / 1.) ether, hexane, RT, 15 min, 2.) 22 deg C, 1 h
3: 72 percent / H2, potassium carbonate / Lindlar catalyst / toluene / 3 h / 20 °C / 760 Torr
4: PBr3 / diethyl ether / 0.08 h / Ambient temperature
5: 69 percent / benzene / Heating
6: 78 percent / NaOCH3 / CH2Cl2; methanol / 1 h / -10 °C
View Scheme
4-penten-3-one
1629-58-9

4-penten-3-one

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 1.) LDA / 1.) THF, hexane, -60 deg C, 90 min, 2.) a) 3 min, b) RT, 2 h
2: 85 percent / NaH / methanol / 3 h / Heating
3: 91 percent / p-toluenesulfonic acid / benzene / 3 h / Heating
4: 1.) n-BuLi / 1.) ether, hexane, RT, 15 min, 2.) 22 deg C, 1 h
5: 72 percent / H2, potassium carbonate / Lindlar catalyst / toluene / 3 h / 20 °C / 760 Torr
6: PBr3 / diethyl ether / 0.08 h / Ambient temperature
7: 69 percent / benzene / Heating
8: 78 percent / NaOCH3 / CH2Cl2; methanol / 1 h / -10 °C
View Scheme
2,2-dimethyl-5-oxo-heptanoic acid methyl ester
64095-45-0

2,2-dimethyl-5-oxo-heptanoic acid methyl ester

canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 85 percent / NaH / methanol / 3 h / Heating
2: 91 percent / p-toluenesulfonic acid / benzene / 3 h / Heating
3: 1.) n-BuLi / 1.) ether, hexane, RT, 15 min, 2.) 22 deg C, 1 h
4: 72 percent / H2, potassium carbonate / Lindlar catalyst / toluene / 3 h / 20 °C / 760 Torr
5: PBr3 / diethyl ether / 0.08 h / Ambient temperature
6: 69 percent / benzene / Heating
7: 78 percent / NaOCH3 / CH2Cl2; methanol / 1 h / -10 °C
View Scheme
Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 1.) sodium acetate, peracetic acid, 2.) NaOCH3 / 1.) dichloromethane, acetic acid, a) 15 deg C, 2,5 h, b) RT, 3 h, 2.) methanol, reflux, 3 h
2: tetrahydrofuran / 0.5 h / 10 °C
3: aluminum isopropoxide / acetone; CH2Cl2 / 5 h / Heating
4: CH2Cl2 / 1 h / Ambient temperature
5: 78 percent / NaOCH3 / CH2Cl2; methanol / 1 h / -10 °C
View Scheme
Multi-step reaction with 6 steps
1: 1.) sodium acetate, peracetic acid, 2.) NaOCH3 / 1.) dichloromethane, acetic acid, a) 15 deg C, 2,5 h, b) RT, 3 h, 2.) methanol, reflux, 3 h
2: tetrahydrofuran / 0.5 h / 10 °C
3: aluminum isopropoxide / acetone; CH2Cl2 / 5 h / Heating
4: PBr3 / diethyl ether / 1 h / Ambient temperature
5: benzene / 1.5 h / Heating
6: 78 percent / NaOCH3 / CH2Cl2; methanol / 1 h / -10 °C
View Scheme
Multi-step reaction with 6 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h
2.1: sodium methylate / methanol / 3 h / Reflux
3.1: sodium methylate / toluene / 3.5 h
4.1: sodium ethanolate / ethanol / 25 °C / Inert atmosphere
5.1: potassium tert-butylate / tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide / 5.5 h / Inert atmosphere
5.2: 2.58 h / -25 - 25 °C / Inert atmosphere
6.1: aluminum isopropoxide / acetone / 5 h / Reflux; Inert atmosphere
6.2: 10 h / 80 °C / Inert atmosphere
View Scheme
canthaxanthin
514-78-3

canthaxanthin

girard's reagent P
1126-58-5

girard's reagent P

(GRP)2-canthaxanthin

(GRP)2-canthaxanthin

Conditions
ConditionsYield
With hydrogenchloride In methanol; chloroform34%
canthaxanthin
514-78-3

canthaxanthin

4'-thioxo-β,β-caroten-4-one

4'-thioxo-β,β-caroten-4-one

Conditions
ConditionsYield
With Lawessons reagent In benzene at 40℃; for 4h;22%
With Lawessons reagent In carbon disulfide for 4h; Inert atmosphere; Reflux;
canthaxanthin
514-78-3

canthaxanthin

(2E,4EZ)-N-(4-hexyloxyphenyl)-3-methylhexa-2,4-dienamide
1332483-19-8

(2E,4EZ)-N-(4-hexyloxyphenyl)-3-methylhexa-2,4-dienamide

C37H49NO3
1332483-31-4

C37H49NO3

Conditions
ConditionsYield
With Hoveyda-Grubbs catalyst second generation In toluene at 20℃; for 24h; Inert atmosphere; diastereoselective reaction;17%
canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
With tellurium; sodium tetrahydroborate In carbon disulfide; ethanol at 40℃; for 0.5h;5%
Multi-step reaction with 3 steps
1: NaBH4
2: CF3SO3H / CH2Cl2 / -15 °C
3: 18 percent / H2O / acetone
View Scheme
With sodium tetrahydroborate
canthaxanthin
514-78-3

canthaxanthin

11,15'-dihydrooxepino-β,β-carotene-4,4'-dione

11,15'-dihydrooxepino-β,β-carotene-4,4'-dione

Conditions
ConditionsYield
With 18-crown-6 ether; sodium 3-chlorobenzoate; 3-chloro-benzenecarboperoxoic acid In dichloromethane at -20℃; for 30h;2%
canthaxanthin
514-78-3

canthaxanthin

13,14-trans-canthaxanthin-13,14-ozonide

13,14-trans-canthaxanthin-13,14-ozonide

13,14-cis-canthaxanthin-13,14-ozonide

13,14-cis-canthaxanthin-13,14-ozonide

Conditions
ConditionsYield
With 18-crown-6 ether; tert-butyl methyl ether; sodium 3-chlorobenzoate; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 30h;A 0.2%
B 1%
Conditions
ConditionsYield
With lithium aluminium tetrahydride
With sodium tetrahydroborate In ethanol
With lithium aluminium tetrahydride In diethyl ether
canthaxanthin
514-78-3

canthaxanthin

6,5'-retro-5,6-dihydro-β,β-carotene-4,4'-dione
13186-17-9, 81369-49-5

6,5'-retro-5,6-dihydro-β,β-carotene-4,4'-dione

Conditions
ConditionsYield
With acetic acid; zinc In pyridine
canthaxanthin
514-78-3

canthaxanthin

A

C40H52O2(2+)
113301-77-2

C40H52O2(2+)

B

C40H52O2(1+)
113349-54-5

C40H52O2(1+)

Conditions
ConditionsYield
Equilibrium constant; Rate constant; electrolysis;
canthaxanthin
514-78-3

canthaxanthin

A

all-trans canthaxanthin radical cation

all-trans canthaxanthin radical cation

B

Canthaxanthin dication

Canthaxanthin dication

Conditions
ConditionsYield
In dichloromethane electrooxidation, comproportionation equilibrium constants, deprotonation equilibrium constant;
canthaxanthin
514-78-3

canthaxanthin

Phoeniconon
50299-51-9

Phoeniconon

Conditions
ConditionsYield
With potassium tert-butylate; oxygen
canthaxanthin
514-78-3

canthaxanthin

Conditions
ConditionsYield
With potassium tert-butylate; oxygen
canthaxanthin
514-78-3

canthaxanthin

all-trans canthaxanthin radical cation

all-trans canthaxanthin radical cation

Conditions
ConditionsYield
With TX-100; trichloromethyl peroxyl In water Rate constant; Irradiation;
Conditions
ConditionsYield
With tert-butylammonium hexafluorophosphate(V) In dichloromethane at 4℃; for 0.0833333h; Product distribution; Mechanism; electrolysis;
With iron(III) chloride In dichloromethane Product distribution; Mechanism;
Conditions
ConditionsYield
With zinc(II) oxide In dichloromethane for 0.25h; Product distribution; Irradiation; also CdS and without semiconductors;
canthaxanthin
514-78-3

canthaxanthin

A

11,15'-dihydrooxepino-β,β-carotene-4,4'-dione

11,15'-dihydrooxepino-β,β-carotene-4,4'-dione

B

15'-formyl-15-nor-β,β-carotene-4,4'-dione

15'-formyl-15-nor-β,β-carotene-4,4'-dione

C

12-formyl-11-nor-β,β-carotene-4,4'-dione

12-formyl-11-nor-β,β-carotene-4,4'-dione

(13RS,15SR)-15',13-epoxy-vinyleno-13,14'-dihydro-14,15-dinor-β,β-carotene-4,4'-dione

(13RS,15SR)-15',13-epoxy-vinyleno-13,14'-dihydro-14,15-dinor-β,β-carotene-4,4'-dione

Conditions
ConditionsYield
With 2,2'-azobis-(2,4-dimethylvaleronitrile) In benzene at 37℃; for 3h; Yield given; Further byproducts given. Yields of byproduct given;
canthaxanthin
514-78-3

canthaxanthin

A

15'-formyl-15-nor-β,β-carotene-4,4'-dione

15'-formyl-15-nor-β,β-carotene-4,4'-dione

B

13,15'-epoxyvinyleno-13,15'-dihydro-14,15-dinor-β,β-carotene-4,4'-dione

13,15'-epoxyvinyleno-13,15'-dihydro-14,15-dinor-β,β-carotene-4,4'-dione

C

12-formyl-11-nor-β,β-carotene-4,4'-dione

12-formyl-11-nor-β,β-carotene-4,4'-dione

(13RS,15SR)-15',13-epoxy-vinyleno-13,14'-dihydro-14,15-dinor-β,β-carotene-4,4'-dione

(13RS,15SR)-15',13-epoxy-vinyleno-13,14'-dihydro-14,15-dinor-β,β-carotene-4,4'-dione

Conditions
ConditionsYield
With 2,2'-azobis-(2,4-dimethylvaleronitrile) In benzene at 37℃; for 3h; Yield given; Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;
With 2,2'-azobis-(2,4-dimethylvaleronitrile) In benzene at 37℃; for 3h; Yield given; Further byproducts given. Yields of byproduct given;

514-78-3Relevant articles and documents

Cantharidin preparation method

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Paragraph 0043-0057; 0062-0063, (2021/03/30)

The invention belongs to the field of compound synthesis, and relates to a cantharidin preparation method, which comprises: carrying out an oxidation reaction on beta carotene in a solvent in the presence of an oxidizing agent, a catalyst and a strong acid salt of divalent manganese ions, performing standing for layering after the oxidation reaction is finished, washing and purifying the oil layer, and concentrating to remove the solvent, and then adding an isomerization solvent to carry out isomerization reaction, and filtering and drying after the isomerization reaction is finished to obtainthe all-trans cantharidin. The cantharidin prepared by adopting the method provided by the invention has the advantages of good oxidation effect, lower oxidant dosage and higher cantharidin yield (upto 86% or above), and the obtained cantharidin is a purple red acicular crystal with the content of more than 90%. Then, a water layer is treated by adopting the method provided by the invention andthen is recycled, so that the consumption of an oxidant can be reduced, the cost is reduced, and meanwhile, the discharge of halogen-free acid salt wastewater is realized.

Process method for synthesizing canthaxanthin

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Paragraph 0015; 0046-0056; 0060-0062, (2020/07/24)

The invention relates to a process method for synthesizing canthaxanthin. The process method comprises the following steps: 1, oxidizing a compound (2) to obtain a compound (3); and 2, carrying out acondensation reaction on the compound (3) and decadialdehyde to obtain the final product canthaxanthin (1). The invention provides another process route for synthesizing canthaxanthin. The route is simple, only two steps are needed, the canthaxanthin is gradually separated out from a liquid reaction system in the reaction process, the purity is very high, further purification measures are not needed, the yield is not lower than that of an existing canthaxanthin preparation process, the purity is higher than that of the existing process, the cost is lower, and industrial popularization is easy.

Method for preparing canthaxanthin by oxidizing beta-carotene

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Paragraph 0026-0047, (2020/11/05)

The invention provides a method for preparing canthaxanthin by oxidizing beta-carotene. The method comprises the following steps of: dissolving beta-carotene in a solvent, and carrying out oxidation reaction in the presence of a catalyst and an oxidant to prepare canthaxanthin; wherein the catalyst is a metal calcium salt compound. The cheap metal calcium salt compound is used as the catalyst, anda peroxide is used as the oxidant to catalyze the oxidation reaction, so that the method has the advantages of mild process route conditions, environment friendliness, simple and convenient operationand easy industrial production.

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