Conditions | Yield |
---|---|
Stage #1: C28H32ClP With sodium methylate In methanol at 20℃; for 0.5h; Wittig Olefination; Inert atmosphere; Stage #2: crocetindial In methanol at 20℃; for 4h; Time; Wittig Olefination; Inert atmosphere; | 38% |
Conditions | Yield |
---|---|
With potassium permanganate; water; benzene at 20℃; Reagens 4: Na2CO3; |
trans-β-apo-8'-carotenal
Conditions | Yield |
---|---|
With Petroleum ether |
(2E,4E,6E)-8,8-dimethoxy-3,7-dimethyl-octa-2,4,6-trienal
Retinyltriphenylphosphonium Chloride
trans-β-apo-8'-carotenal
Conditions | Yield |
---|---|
With sodium methylate |
1-[(2E,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraene-1-sulfonyl]-4-phenoxy-benzene
(2E,4E,6E)-8-bromo-2,6-dimethyl-octa-2,4,6-trienal
trans-β-apo-8'-carotenal
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol; N,N-dimethyl-formamide |
Conditions | Yield |
---|---|
In benzene Rate constant; pulse radiolysis; |
Conditions | Yield |
---|---|
In benzene Rate constant; pulse radiolysis; |
Conditions | Yield |
---|---|
In benzene Rate constant; pulse radiolysis; |
beta-carotene
B
trans-β-apo-8'-carotenal
C
15-cis-β-carotene
D
5,6-epoxy-5,6-dihydro-β,β-carotene
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid; (carbonyl)(5,10,15,20-tetramesitylporphyrinato)ruthenium(II) In benzene at 20℃; for 6h; Product distribution; Further Variations:; reaction time; |
15,15'-didehydro-8'-apo-β-caroten-8'-al
trans-β-apo-8'-carotenal
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Lindlar-catalyst; quinoline; toluene / Hydrogenation 2: petroleum ether View Scheme |
15,15'-didehydro-10'-apo-β-caroten-10'-al-diethylacetal
trans-β-apo-8'-carotenal
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: benzene; ZnCl2; ethyl acetate / Erwaermen des Reaktionsprodukts mit Natriumacetat und wss. Essigsaeure 2: Lindlar-catalyst; quinoline; toluene / Hydrogenation 3: petroleum ether View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: (i) TsOH, MeOH, (ii) aq. NaOH, (iii) MnO2 2: NaOMe View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aq. propan-2-ol 2: NaOEt / ethanol; dimethylformamide View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: HCl / ethanol 2: NaOMe View Scheme |
beta-carotene
A
(E)-β-ionone
B
4,9,13-trimethyl-15-(2,6,6-trimethylcyclohex-1-enyl)pentadeca-2,4,6,8,10,12,14-heptaenal
C
2,6,6-trimethylcyclohex-1-enecarbaldehyde
D
trans-β-apo-8'-carotenal
E
5,6-epoxy-trans-β-ionone
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; μ-carbido-bis[(5,10,15,20-tetraphenyl-21H,23H-porphyrinato)iron(IV)] In benzene at 24.84℃; Kinetics; Reagent/catalyst; | |
With tert.-butylhydroperoxide; μ-carbido bis(2,3,7,8,12,13,17,18-octapropyl-5,10,15,20-tetraazaporphinato)iron(IV) In benzene at 25℃; Kinetics; Reagent/catalyst; |
Conditions | Yield |
---|---|
With manganese(IV) oxide In 1,2-dichloro-ethane at 25 - 30℃; for 10h; Solvent; Temperature; Inert atmosphere; | 2.58 g |
trans-β-apo-8'-carotenal
4-methoxycarbonylbenzyltriphenylphosphonium bromide
(7'E)-7'-<(4-methoxycarbonyl)phenyl>-7'-apo-β-carotene
Conditions | Yield |
---|---|
With sodium methylate In toluene for 1h; Heating; | 94% |
With sodium methylate In toluene for 7h; Heating; | 62% |
diethoxyphosphoryl-acetic acid ethyl ester
trans-β-apo-8'-carotenal
Ethyl 6'-apo-β-caroten-6'-oate
Conditions | Yield |
---|---|
With sodium methylate In tetrahydrofuran at 20℃; for 0.333333h; | 94% |
trans-β-apo-8'-carotenal
malononitrile
all-trans-7',7'-dicyano-7'-apo-β-caroten
Conditions | Yield |
---|---|
With ammonium carbonate; propionic acid In benzene at 70℃; Knoevenagel condensation; Inert atmosphere; | 85% |
With piperidine In benzene for 3.2h; | 57% |
With triethylamine | 15% |
trans-β-apo-8'-carotenal
all-trans-7'-cyano-7'-pyridyl-7'-apo-β-carotene
Conditions | Yield |
---|---|
Stage #1: trans-β-apo-8'-carotenal; pyridin-4-ylacetonitrile hydrochloride With ammonium carbonate; propionic acid In benzene at 70℃; Knoevenagel condensation; Inert atmosphere; Stage #2: acid-base-catalyzed Knoevenagel condensation; | 82% |
trans-β-apo-8'-carotenal
(+/-)-Essigsaeure-<(2E)-6-acetoxy-3,7-dimethyl-2,7-octadien-1-yl>triphenylphosphonium-bromid
(+/-)-2'-O-Acetylaleuriaxanthin
Conditions | Yield |
---|---|
With sodium hydride In dichloromethane 1.) r.t., 20 h; 2.) reflux, 45 min; | 75% |
sarcosine
trans-β-apo-8'-carotenal
fullerene-C60
Conditions | Yield |
---|---|
for 24h; Reflux; Inert atmosphere; | 75% |
trans-β-apo-8'-carotenal
pyrrolidinium perchlorate
Conditions | Yield |
---|---|
With 4 A molecular sieve In ethanol; dichloromethane for 48h; Ambient temperature; | 70% |
Conditions | Yield |
---|---|
In toluene for 24h; Heating; | 63% |
trans-β-apo-8'-carotenal
Conditions | Yield |
---|---|
With sodium hydride In dichloromethane 1.) r.t., 20 h; 2.) reflux, 45 min; | 62% |
trans-β-apo-8'-carotenal
Conditions | Yield |
---|---|
With sodium hydride In dichloromethane 1.) r.t., 20 h; 2.) reflux, 45 min; | 62% |
trans-β-apo-8'-carotenal
(6S)-1-bromo-3-methyl-6,7-O-isopropylidene-2,4-heptadiene-6,7-diol
Conditions | Yield |
---|---|
In diethyl ether for 84h; Ambient temperature; | 59% |
trans-β-apo-8'-carotenal
Conditions | Yield |
---|---|
Stage #1: trans-β-apo-8'-carotenal; C28H58O2PSi(1+)*Cl(1-) With sodium methylate In methanol; dichloromethane at 20℃; for 0.333333h; Wittig Olefination; Inert atmosphere; Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran at 0℃; for 0.0833333h; Inert atmosphere; | 54% |
trans-β-apo-8'-carotenal
pyrrolidinium hydroiodide
Conditions | Yield |
---|---|
With 4 A molecular sieve In ethanol; dichloromethane for 48h; Ambient temperature; | 53% |
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; ethanol for 3h; | 47% |
trans-β-apo-8'-carotenal
Conditions | Yield |
---|---|
With Lawessons reagent In carbon disulfide for 4h; Inert atmosphere; Reflux; | 47% |
trans-β-apo-8'-carotenal
Conditions | Yield |
---|---|
Stage #1: trans-β-apo-8'-carotenal; C28H58O2PSi(1+)*Cl(1-) With sodium methylate In methanol; dichloromethane at 20℃; for 0.333333h; Wittig Olefination; Inert atmosphere; Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran at 0℃; for 0.0833333h; Inert atmosphere; | 43% |
trans-β-apo-8'-carotenal
diethyl 4-nitrobenzylphosphonate
(7'E)-7'-(4-nitrophenyl)-7'-apo-β-carotene
Conditions | Yield |
---|---|
With sodium ethanolate | 37% |
trans-β-apo-8'-carotenal
<(1R,4S)-4-Hydroxy-1,2,2-trimethylcyclopentyl>methylketon
Conditions | Yield |
---|---|
With sodium amide In toluene at 0℃; for 5h; | 37% |
Conditions | Yield |
---|---|
With sodium methylate In dimethyl sulfoxide at 65℃; for 3h; | 30% |
Conditions | Yield |
---|---|
With sodium methylate In dimethyl sulfoxide at 65℃; for 3h; | 30% |
trans-β-apo-8'-carotenal
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol; dichloromethane for 20h; | 25.5% |
trans-β-apo-8'-carotenal
Conditions | Yield |
---|---|
With sodium hydride In dichloromethane for 23h; Ambient temperature; | 16% |
trans-β-apo-8'-carotenal
Conditions | Yield |
---|---|
In various solvent(s) for 72h; Heating; | 2% |
3-methyl-butan-2-one
trans-β-apo-8'-carotenal
5',6'-dihydro-4'-apo-β,ψ-caroten-6'-one
Conditions | Yield |
---|---|
With potassium hydroxide |
trans-β-apo-8'-carotenal
Conditions | Yield |
---|---|
With ethanol; hydroxylamine unter Stickstoff; | |
With pyridine; hydroxylamine hydrochloride at 60℃; for 4h; |
trans-β-apo-8'-carotenal
all-trans-8'-apo-β-carotenal-(8')-semicarbazone
IUPAC Name: (2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15-Tetramethyl-17-(2,6,6-trimethyl-1-cyclohexenyl)heptadeca-2,4,6,8,10,12,14,16-octaenal
Synonyms: 2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15-Tetramethyl-17-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10,12,14,16-heptadecaoctaenal ; (2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15-Tétraméthyl-17-(2,6,6-triméthyl-1-cyclohexén-1-yl)-2,4,6,8,10,12,14,16-heptadécaoctaénal ; (2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15-Tetramethyl-17-(2,6,6-trimethylcyclohex-1-en-1-yl)heptadeca-2,4,6,8,10,12,14,16-octaenal ; 2,4,6,8,10,12,14,16-Heptadecaoctaenal, 2,6,11,15-tetramethyl-17-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (2E,4E,6E,8E,10E,12E,14E,16E)-
Product Categories: Nutrition Research;Vitamin A;Vitamins
CAS NO: 1107-26-2
Molecular Formula of β-Apo-8'-carotenal (CAS NO.1107-26-2) : C30H40O
Molecular Weight of β-Apo-8'-carotenal (CAS NO.1107-26-2) : 416.64
Molecular Structure of β-Apo-8'-carotenal (CAS NO.1107-26-2) :
EINECS: 214-171-6
Index of Refraction: 1.552
Surface Tension: 35.7 dyne/cm
Density: 0.949 g/cm3
Flash Point: 273.8 °C
Enthalpy of Vaporization: 86.23 kJ/mol
Boiling Point: 575.7 °C at 760 mmHg
Vapour Pressure: 2.95E-13 mmHg at 25°C
Melting point: 138-141 °C
Storage temp: 2-8°C
Solubility chloroform: 1 mg/mL, clear to very faintly turbid, intense red-orange
Appearance: deep purple with a metallic luster of the crystal or crystalline powder.
Solubility: soluble in chloroform, insoluble in ethanol. Slightly soluble in vegetable oils, acetone. Soluble in oils or organic solvents in industrial products and stable performance.
Edible orange to red and yellow pigment. Can be used for ice cream, edible oils and fats, margarine, preserved fruits, jam, jelly, broth or soup. In addition to single-use,can also used with β-carotene, β-A Park, -8 '- carotene acid methyl ester and ethyl ester combination (plus easy to eat at the base compound).
Raw materials :Potassium permanganate-->beta-Carotene
β-Apo-8'-carotenal (CAS NO.1107-26-2) is derived with Potassium permanganate oxidation of β-carotene.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | oral | > 10gm/kg (10000mg/kg) | FAO Nutrition Meetings Report Series. Vol. 38B, Pg. 34, 1966. |
When heated to decomposition it emits acrid smoke and irritating fumes.
WGK Germany 2
RTECS CD9115000
F 8-10-16-23
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