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beta-Carotene
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Name

beta-Carotene

 EINECS 230-636-6
CAS No. 7235-40-7 Density 0.941 g/cm3
PSA 0.00000 LogP 12.60580
Solubility 100 μg/mL in hexane Melting Point 176-184 °C (dec.)
Formula C40H56 Boiling Point 654.7 °C at 760 mmHg
Molecular Weight 536.885 Flash Point 346 °C
Transport Information N/A Appearance red to purple power
Safety 7-15-18-36-26 Risk Codes 44-36/37/38-20/21/22
Molecular Structure Molecular Structure of 7235-40-7 (beta-Carotene) Hazard Symbols HarmfulXn
Synonyms

Provitamin A;beta Carotene;CPD1F-129;Cyclohexene, 1,1-(3,7,12,16-tetramethyl-1,3,5,7,9,11,13,15,17-octadecanonaene-1,18-diyl)bis(2,6,6-trimethyl-, (all-E)-;trans-B-Carotene;KPMK;Betacarotenum [Latin];(1E,3Z,5E,7Z,9E,11E,13E,15E)-3,7,12,16-tetramethyl-1,18-bis(2,6,6-trimethyl-1-cyclohexenyl)octadeca-1,3,5,7,9,11,13,15,17-nonaene;(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-1,18-bis(2,6,6-trimethyl-1-cyclohexenyl)octadeca-1,3,5,7,9,11,13,15,17-nonaene;a,a-Carotene;Cyclohexene, 1,1-(3,7,12,16-tetramethyl-1,3,5, 7,9,11,13,15,17-octadecanonaene-1,18-diyl)bis[2,6,6-trimethyl-, (all-E)-;all-trans-.beta.-Carotene;Solatene (caps);beta-Karotin;Cyclohexene, 1,1-(3,7,12,16-tetramethyl-1,3,5, {7,9,11,13,15,17-octadecanonaene-1,18-diyl)bis[2,6,6-trimethyl-,} (all-E)-;Zlut prirodni 26 [Czech];Lucarotin;Provatene;(all-E)-1,1-(3,7,12,16-Tetramethyl-1,3,5, 7,9,11,13,15,17-octadecanonaene-1,18-diyl)bis[2,6, 6-trimethylcyclohexene];Food orange 5;Betacaroteno [Spanish];all-trans-beta-Carotene;.beta.-Carotene, all-trans-;1,1-(3,7,12,16-Tetramethyl-1,3,5,7,9,11,13,15,17-octadecanonaene-1,18-diyl)bis(2,6,6-trimethylcyclohexene), (all E)-;Karotin [Czech];31797-85-0;(all-E)-1,1-(3,7,12,16-Tetramethyl-1,3,5,7,9,11,13,15,17-octadecanonaene-1,18-diyl)bis(2,6,6-trimethylcyclohexene);Solatene;Betacaroteno [INN-Spanish];b-Carotene;Diet,beta-carotene supplementation;beta,beta-Carotene;3,7,12,16-tetramethyl-1,18-bis(2,6,6-trimethyl-1-cyclohexenyl)octadeca-1,3,5,7,9,11,13,15,17-nonaene;Carotaben;beta-Carotene, all-trans-;β-Carotene;B-Carotene; Carotin; Provitanin A;Beta- Carotene Beta;natracol beta carotene wsp1;beta-Carotene natural;

Article Data 41

beta-Carotene Synthetic route

5056-17-7

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

59057-30-6

(1E)-1-(2,6,6-trimethylcyclohex-1-enyl)-3-methyl-1,4-pentadien-3-ol

603-35-0

triphenylphosphine

7235-40-7

beta-carotene

Conditions
ConditionsYield
Stage #1: (1E)-1-(2,6,6-trimethylcyclohex-1-enyl)-3-methyl-1,4-pentadien-3-ol; triphenylphosphine With hydrogenchloride In methanol; water at 45℃; for 1h;
Stage #2: (2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial With 1,2-bis (3-methylimidazolium-1-yl) ethane dihydroxide; sodium carbonate In methanol; water at 20℃; for 3h; Reagent/catalyst; Temperature; Wittig Olefination; Inert atmosphere;		95%
127-47-9

Retinol acetate

7235-40-7

beta-carotene

Conditions
ConditionsYield
Stage #1: Retinol acetate With sulfuric acid; triphenylphosphine In methanol at 0 - 5℃; for 10.5h;
Stage #2: With palladium diacetate; β‐cyclodextrin In ethanol; dichloromethane; water under 16501.7 Torr; for 8h; Reagent/catalyst; Solvent; Pressure; Temperature; Autoclave;		90.6%
Stage #1: Retinol acetate With aniline In ethanol
Stage #2: With hydrogenchloride; triphenylphosphine In ethanol; water at 10 - 25℃; for 26h; Reagent/catalyst; Solvent; Further stages;		58.75%

C35H48Si

138846-06-7

2-[(1’E,3’E)-3’-methyl-4’-iodobuta-1’,3’-dien-1’yl]-1,3,3-trimethylcyclohex-1-ene

7235-40-7

beta-carotene

Conditions
ConditionsYield
Stage #1: C35H48Si With tetrabutyl ammonium fluoride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 2-[(1’E,3’E)-3’-methyl-4’-iodobuta-1’,3’-dien-1’yl]-1,3,3-trimethylcyclohex-1-ene With tris(dibenzylideneacetone)dipalladium(0) chloroform complex In tetrahydrofuran at 0 - 25℃; for 1.25h; Inert atmosphere;		90%
1427286-50-7

(2E,4E,6E,8E,10E,12E,14E)-2,15-diiodo-6,11-dimethylhexadeca-2,4,6,8,10,12,14-heptaene

1427286-52-9, 791131-03-8

tributyl [(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]stannane

7235-40-7

beta-carotene

Conditions
ConditionsYield
Stage #1: (2E,4E,6E,8E,10E,12E,14E)-2,15-diiodo-6,11-dimethylhexadeca-2,4,6,8,10,12,14-heptaene; tributyl [(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]stannane With tetrakis(triphenylphosphine) palladium(0); copper(I) thiophene-2-carboxylate; Tetrabutylammoniumsalz der Diphenylphosphinsaeure In N,N-dimethyl-formamide at 25℃; Stille Cross Coupling; Inert atmosphere;
Stage #2: With 2,6-di-tert-butyl-4-methyl-phenol In diethyl ether; N,N-dimethyl-formamide; toluene at 25℃; Inert atmosphere;		86%
870636-68-3

5,14-bis(benzenesulfonyl)-3,7,12,16-tetramethyl-1,18-bis(2,6,6-trimethyl-1-cyclohexenyl)octadeca-1,3,9,15,17-pentaene-6,13-diol bis(methoxymethyl) ether

A

7235-40-7

beta-carotene

B

13-cis-β,β-carotene

Conditions
ConditionsYield
With potassium methanolate In cyclohexane at 80℃; for 16h;A 84%
B n/a
870636-68-3

5,14-bis(benzenesulfonyl)-3,7,12,16-tetramethyl-1,18-bis(2,6,6-trimethyl-1-cyclohexenyl)octadeca-1,3,9,15,17-pentaene-6,13-diol bis(methoxymethyl) ether

A

7235-40-7

beta-carotene

B

18526-49-3

(11Z)-β,β-carotene

Conditions
ConditionsYield
With potassium methanolate In cyclohexane at 80℃; for 16h; Product distribution / selectivity;A 84%
B n/a

1,9,18-tris(benzenesulfonyl)-3,7,12,16-tetramethyl-1,18-bis(2,6,6-trimethyl-1-cyclohexen-1-yl)-3,7,11,15-octadecatetraene-2,17-diol, bis(tetrahydropyranyl) ether

7235-40-7

beta-carotene

Conditions
ConditionsYield
With potassium methanolate In cyclohexane; benzene at 70 - 80℃; for 18h;81%
With potassium methanolate In cyclohexane; benzene at 70 - 80℃; for 18h; Product distribution / selectivity;81%
251291-82-4

11,20-dibenzenesulfonyl-11,12,19,20-tetrahydro-β-carotene

7235-40-7

beta-carotene

Conditions
ConditionsYield
With sodium In ethanol for 10h; desulfonation; Heating;75%
With sodium In ethanol for 10h; Heating / reflux;75%

11,20-di(benzenesulfonyl)-11,12,19,20-tetrahydro-β-carotene

7235-40-7

beta-carotene

Conditions
ConditionsYield
With sodium In ethanol; toluene75%
138846-06-7

2-[(1’E,3’E)-3’-methyl-4’-iodobuta-1’,3’-dien-1’yl]-1,3,3-trimethylcyclohex-1-ene

(1E,3E,5E,7E,9E)-1,10-bis(tri-n-butylstannyl)-3,8-dimethyldeca-1,3,5,7,9-pentaene

7235-40-7

beta-carotene

Conditions
ConditionsYield
With 2,6-di-tert-butyl-4-methyl-phenol; N-ethyl-N,N-diisopropylamine; bis(benzonitrile)palladium(II) dichloride In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 16h; Stille cross-coupling;73%

beta-Carotene Chemical Properties

Structure of beta-Carotene (CAS NO.7235-40-7):

Empirical Formula: C40H56
Molecular Weight: 536.8726g/mol
IUPAC Name: 1,3,3-trimethyl-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohexene 
EINECS: 230-636-6 
Index of Refraction: 1.565
Molar Refractivity: 185.93 cm3
Molar Volume: 570.1 cm3
Polarizability: 73.71×10-24cm3
Surface Tension: 36.3 dyne/cm
Density: 0.941 g/cm3
Flash Point: 346 °C
Enthalpy of Vaporization: 92.93 kJ/mol 
Melting Point: 176-184 °C (dec.)
Boiling Point: 654.7 °C at 760 mmHg
Vapour Pressure: 2.71E-16 mmHg at 25°C 
Solubility hexane: 100 μg/mL, soluble 
Stability: Stable, but sensitive to air, heat and light. Store at -20C under nitrogen. Pyrophoric - may ignite spontaneously in air at room temperature. 
Product Categories: Organics;Antioxidant;Biochemistry;Vitamins;Vitamins and derivatives;Intermediates & Fine Chemicals;Pharmaceuticals;Retinoids;Nutraceuticals;Vitamin Ingredients;Nutritional Ingredients 
Canonical SMILES: CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(CCCC2(C)C)C)C)C
Isomeric SMILES: CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C2=C(CCCC2(C)
C)C)\C)\C)/C)/C
InChI: InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+
InChIKey: OENHQHLEOONYIE-JLTXGRSLSA-N

beta-Carotene Uses

  beta-Carotene (CAS NO.7235-40-7) is used for Vitamin A precursor. Ultraviolet screen.

beta-Carotene Toxicity Data With Reference

RTECS  FI0329500

beta-Carotene Safety Profile

Hazard Codes of beta-Carotene (CAS NO.7235-40-7): HarmfulXn
Risk Statements: 44-36/37/38-20/21/22 
R44:Risk of explosion if heated under confinement. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 7-15-18-36-26
S7:Keep container tightly closed. 
S15:Keep away from heat. 
S18:Handle and open container with care. 
S36:Wear suitable protective clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 1
RTECS: FI0329500
F: 1-8-10-16
Hazardous Substances Data: 7235-40-7(Hazardous Substances Data)

beta-Carotene Specification

  beta-Carotene , its cas register number is 7235-40-7. It also can be called (all-E)-1,1'-(3,7,12,16-Tetramethyl-1,3,5,7,9,11,13,15,17-octadecanonaene-1,18-diyl)bis(2,6,6-trimethylcyclohexene) ; Betacaroteno ; Betacarotenum ;
 Carotaben ; KPMK ; Karotin ; Natural Yellow 26 ; Provatene ; Provitamin A ; Serlabo ; Solatene ; Solatene (caps) ; Zlut prirodni 26 ; all-trans-beta-Carotene ;  beta-Carotene, all-trans- ; trans-B-Carotene .  beta-Carotene (CAS NO.7235-40-7) is an organic compound and classified as a terpenoid. It is a strongly-coloured red-orange pigment abundant in plants and fruits.

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