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127-40-2

Basic Information
CAS No.: 127-40-2
Name: Xanthophyll
Article Data: 29
Cas Database
Molecular Structure:
Molecular Structure of 127-40-2 (Xanthophyll)
Formula: C40H56O2
Molecular Weight: 568.883
Synonyms: (3R,3'R,6'R)-Lutein;(all-E)-Lutein;6'-Hydro-4',5'-dehydro-β-carotene-3,3'-diol;Bo-Xan;E 161;E 161b;FloraGLO;FloraGLO Lutein;OS 24;Oro Glo 7;Vegetable lutein;Vegetable luteol;Xanthophyll;all-trans-(+)-Xanthophyll;all-trans-Lutein;all-trans-Xanthophyll;trans-Lutein;Lutein extract;Lutein;Marigold Flower Extract;
EINECS: 204-840-0
Density: 1.004 g/cm3
Melting Point: 183 °C
Boiling Point: 702.266 °C at 760 mmHg
Flash Point: 269.068 °C
Solubility: N/A
Appearance: Orange powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39
Transport Information: N/A
PSA: 40.46000
LogP: 10.40330
Synthetic route
marigold oleoresin

marigold oleoresin

127-40-2

lutein

Conditions
ConditionsYield
Stage #1: marigold oleoresin With INDION 860 In butan-1-ol at 50℃; for 2h;
Stage #2: With sodium hydroxide; tetrabutylammomium bromide In butan-1-ol at 50℃; for 1h; Product distribution / selectivity;
94%
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In butan-1-ol at 45 - 50℃; for 0.5h; Product distribution / selectivity;91%
With sodium hydroxide; tetrabutylammomium bromide In butan-1-ol at 45 - 50℃; for 0.5h; Product distribution / selectivity;90%
With potassium hydroxide Product distribution / selectivity;
Stage #1: marigold oleoresin With ion exchange resin In butan-1-ol at 50℃; for 2h;
Stage #2: With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In butan-1-ol at 50℃; for 1h; Product distribution / selectivity;

[(2E,4E)-5-((1R,4R)-4-Acetoxy-2,6,6-trimethyl-cyclohex-2-enyl)-3-methyl-penta-2,4-dienyl]-triphenyl-phosphonium; chloride

(3R)-3-hydroxy-12′-apo-β-caroten-12'-al

127-40-2

lutein

Conditions
ConditionsYield
With potassium hydroxide In dichloromethane; water; isopropyl alcohol Ambient temperature;25%
116-30-3

4',5'-didehydro-4,5'-retro-β,β-carotene-3,3'-dione

A

144-68-3

zeaxanthin

B

127-40-2

lutein

C

89673-72-3

(3R,3'S,6'R)-lutein

Conditions
ConditionsYield
With tellurium; sodium tetrahydroborate In carbon disulfide; ethanol at 40℃; for 0.333333h; Title compound not separated from byproducts;A 24 % Chromat.
B 44 % Chromat.
C 31 % Chromat.
With tellurium; sodium tetrahydroborate In carbon disulfide; ethanol at 40℃; for 0.333333h;A 24 % Chromat.
B 44 % Chromat.
C 31 % Chromat.

Acetic acid (1R,4R)-4-((1E,3E)-5-bromo-3-methyl-penta-1,3-dienyl)-3,5,5-trimethyl-cyclohex-2-enyl ester

127-40-2

lutein

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ethyl acetate / Ambient temperature
2: NaCl / CH2Cl2
3: 25 percent / 50percent KOH / CH2Cl2; H2O; propan-2-ol / Ambient temperature
View Scheme

Acetic acid (1R,4R)-4-((E)-3-hydroxy-3-methyl-penta-1,4-dienyl)-3,5,5-trimethyl-cyclohex-2-enyl ester

127-40-2

lutein

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 48percent Bromwasserstoffsaeure / diethyl ether; H2O / -15 - -12 °C
2: ethyl acetate / Ambient temperature
3: NaCl / CH2Cl2
4: 25 percent / 50percent KOH / CH2Cl2; H2O; propan-2-ol / Ambient temperature
View Scheme

[(2E,4E)-5-((1R,4R)-4-Acetoxy-2,6,6-trimethyl-cyclohex-2-enyl)-3-methyl-penta-2,4-dienyl]-triphenyl-phosphonium; bromide

127-40-2

lutein

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaCl / CH2Cl2
2: 25 percent / 50percent KOH / CH2Cl2; H2O; propan-2-ol / Ambient temperature
View Scheme
Conditions
ConditionsYield
With potassium hydroxide; water In ethanol at 73 - 75℃; for 0.5h; Product distribution / selectivity;
28840-13-3, 42507-96-0

3,3'-dioxo-trans-α-carotene

127-40-2

lutein

Conditions
ConditionsYield
With sodium borohydrid In methanol; dichloromethane

C40H56O2

127-40-2

lutein

Conditions
ConditionsYield
In ethyl acetate for 4h; Inert atmosphere; Reflux; optical yield given as %de;0.296 g
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Chemistry

Molecular Formula: C40H56O2
Molecular Weight: 568.87 g/mol
EINECS: 204-840-0 
Index of Refraction: 1.582
Density: 1.004 g/cm3
Flash Point: 269 °C
Enthalpy of Vaporization: 117.48 kJ/mol
Boiling Point: 702.3 °C at 760 mmHg
Vapour Pressure: 8.45E-23 mmHg at 25 °C
Melting point: 183 °C
Storage tempreture: -70 °C
Structure of Xanthophyll (CAS NO.127-40-2):
                
IUPAC Name: (1R,4R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-Hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-2-en-1-ol
Product Category of Xanthophyll (CAS NO.127-40-2): Carotenoids;Natural Plant Extract

History

  Lutein (CAS NO.127-40-2) is one of over 600 known naturally occurring carotenoids. Found in green leafy vegetables such as spinach and kale, it is employed by organisms as an antioxidant and for blue light absorption.
 

Uses

 Xanthophyll (CAS NO.127-40-2) has primarily been used as a natural colorant due to its orange-red color. And it was traditionally used in chicken feed to provide the yellow color of broiler chicken skin.

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.

Specification

 Xanthophyll , its cas register number is 127-40-2. It also can be called Xanthophyll ; and alpha-Carotene-3,3'-diol . Its market is segmented into pharmaceutical, nutraceutical, food, pet foods, and, animal and fish feed.

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