Isophytol supplier | CasNO.505-32-8

Name
Isophytol
EINECS 208-008-8
CAS No. 505-32-8
Article Data38
CAS DataBase
Density 0.851 g/cm³
Solubility Practically insoluble in water
Melting Point 43.4°C (estimate)
Formula C₂₀H₄₀O
Boiling Point 327.8 °C at 760 mmHg
Molecular Weight 296.537
Flash Point 143.5 °C
Transport Information
Appearance clear to yellow oily liquid
Safety 24/25-37/39-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms NSC 93744;
PSA 20.23000
LogP 6.36250

Synthetic route

: 29171-23-1
3,7,11,15-tetramethyl-1-hexadecyne-3-ol

A: 20685-73-8, 85761-30-4
dihydroisophytol

B: 505-32-8
isophytol

Conditions

Conditions	Yield
With hydrogen; silica gel In ethanol at 69.9℃; under 3750.3 Torr;	A 99.4% B 0.6%
With hydrogen; silica gel In ethanol at 29.9℃; under 3750.3 Torr;	A 48% B 52%
With hydrogen; Ni(C17H35COO)2; triethylaluminum In toluene at 40℃; Kinetics; Object of study: selectivity;
With quinoline; hydrogen; Lindlar catalyst with MnCl2 doping salt In n-heptane at 25℃; under 735 - 738 Torr; Product distribution; without doping salt;
With hydrogen; ShPAK-0.5 modified by Zn(OAc)2 + NH3 In isopropyl alcohol at 50℃; under 735.508 - 1471.02 Torr; for 5h;

: 135508-17-7
3-Bromomethyl-2-methyl-2-(4,8,12-trimethyl-tridecyl)-oxirane

: 505-32-8
isophytol

Conditions

Conditions	Yield
With copper(l) iodide; zinc In ethanol sonication;	94%

: 135787-83-6
3-Iodomethyl-2-methyl-2-(4,8,12-trimethyl-tridecyl)-oxirane

: 505-32-8
isophytol

Conditions

Conditions	Yield
With copper(l) iodide; zinc In ethanol sonication;	94%

: 29171-23-1
3,7,11,15-tetramethyl-1-hexadecyne-3-ol

: 505-32-8
isophytol

Conditions

Conditions	Yield
With 2,2'-ethane-1,2-diylbissulfanyl-bis-ethanol; hydrogen; Pd/ZnO/sintered metal fibers (SMF) catalyst at 80℃; under 3000.3 Torr; for 4.5h; Product distribution / selectivity;	93.7%
With hydrogen; 2,2'-ethane-1,2-diylbissulfanyl-bis-ethanol at 80℃; under 1500.15 Torr; for 4h; Product distribution / selectivity; Autoclave;	89.6%
With methanol; palladium on activated charcoal; hydrogen

: 593-60-2
Vinyl bromide

: 502-69-2
6,10,14-Trimethyl-2-pentadecanon

: 505-32-8
isophytol

Conditions

Conditions	Yield
Stage #1: Vinyl bromide With magnesium In tetrahydrofuran Metallation; Stage #2: 6,10,14-Trimethyl-2-pentadecanon In tetrahydrofuran at 0 - 20℃; for 14h; Grignard reaction;	90%

: 502-69-2
6,10,14-Trimethyl-2-pentadecanon

: 3536-96-7
vinylmagnesium chloride

: 505-32-8
isophytol

Conditions

Conditions	Yield
In tetrahydrofuran Grignard reaction;	85%
In tert-butyl methyl ether at 0 - 5℃; for 2h;	85%
at 0 - 5℃; for 2h; Inert atmosphere;	42.6 g

: C21H42O4S

: 505-32-8
isophytol

Conditions

Conditions	Yield
With naphthalen-1-yl-lithium In tetrahydrofuran at -25℃; for 0.166667h;	84%

: 502-69-2
6,10,14-Trimethyl-2-pentadecanon

: 1826-67-1
vinyl magnesium bromide

: 505-32-8
isophytol

Conditions

Conditions	Yield
In tetrahydrofuran 1.) r.t. 2.) reflux 2 h;	80%

: 107438-44-8
[3-methyl-3-(4,8,12-trimethyl-tridecyl)-oxiranyl]-methanol

A: 504-96-1, 508181-25-7
neophytadiene

B: 505-32-8
isophytol

C: 7541-49-3
3,7,11,15-tetramethyl-2-hexadecen-1-ol

Conditions

Conditions	Yield
With methyltrioxorhenium(VII); triphenylphosphine In toluene for 3h; Reflux;	A 7.4% B n/a C n/a

...Expand

: 502-69-2
6,10,14-Trimethyl-2-pentadecanon

: 2622-05-1
allylmagnesium bromide

: 505-32-8
isophytol

: 60012-66-0
5-benzenesulfonyl-3,7,11,15-tetramethyl-hexadec-1-en-3-ol

: 505-32-8
isophytol

Conditions

Conditions	Yield
With sodium amalgam In methanol

: Toluene-4-sulfonic acid (R)-1-(1-hydroxy-1-methyl-allyl)-4,8,12-trimethyl-tridecyl ester

: 505-32-8
isophytol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether

: 67-56-1
methanol

: 29171-23-1
3,7,11,15-tetramethyl-1-hexadecyne-3-ol

hydrogen: hydrogen

palladium: palladium

calcium carbonate: calcium carbonate

: 505-32-8
isophytol

Conditions

Conditions	Yield
Hydrogenation;

...Expand

: 58475-03-9
2,2-Ethylenedioxy-6,10,14-trimethylpentadecane

: 505-32-8
isophytol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 85 percent / 5 percent aq. H2SO4 / acetone / 10 h / 20 °C 2: 85 percent / tetrahydrofuran View Scheme

: 3689-69-8
6,10,14-Trimethyl-5-pentadecen-2-one

: 505-32-8
isophytol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / H2 / Pd/C 2: 85 percent / tetrahydrofuran View Scheme

: 2,2-Ethylenedioxy-6,10,14-trimethyl-5-pentadecene

: 505-32-8
isophytol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 92 percent / H2 / 5 percent Pd/C / ethyl acetate / 5 h / 20 °C 2: 85 percent / 5 percent aq. H2SO4 / acetone / 10 h / 20 °C 3: 85 percent / tetrahydrofuran View Scheme

: 1117-52-8
6,10,14-trimethyl-5,9,13-pentadecatriene-2-on

: 505-32-8
isophytol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 0.6 g / H2 / 10 percent Pd/C / ethanol / 72 h / 20 °C 2.1: Mg / tetrahydrofuran 2.2: 90 percent / tetrahydrofuran / 14 h / 0 - 20 °C View Scheme
Multi-step reaction with 2 steps 1: H2 / Pd-C View Scheme
Multi-step reaction with 2 steps 1: palladium on activated charcoal; hydrogen / isopropyl alcohol / 3 h / 100 °C 2: 2 h / 0 - 5 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: hydrogen; palladium 10% on activated carbon / ethanol / 24 h / 20 °C / 1520.1 Torr 2: tert-butyl methyl ether / 2 h / 0 - 5 °C View Scheme

: 21064-19-7
trans,trans,trans-1,5,9-trimethyl-1,5,9-cyclododecatriene

: 505-32-8
isophytol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: O3; O2 / cyclohexane; methanol / 5 °C 1.2: 53 percent / H2 / Pd/CaCO3/PbO 2.1: t-BuOK / tetrahydrofuran / 2.5 h / -40 - 25 °C 2.2: 57 percent / tetrahydrofuran / 2 h / -78 - 25 °C 3.1: 0.6 g / H2 / 10 percent Pd/C / ethanol / 72 h / 20 °C 4.1: Mg / tetrahydrofuran 4.2: 90 percent / tetrahydrofuran / 14 h / 0 - 20 °C View Scheme

: 63525-04-2
4,8-Dimethyl-1,12-dioxotrideca-4E,8E-diene

: 505-32-8
isophytol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: t-BuOK / tetrahydrofuran / 2.5 h / -40 - 25 °C 1.2: 57 percent / tetrahydrofuran / 2 h / -78 - 25 °C 2.1: 0.6 g / H2 / 10 percent Pd/C / ethanol / 72 h / 20 °C 3.1: Mg / tetrahydrofuran 3.2: 90 percent / tetrahydrofuran / 14 h / 0 - 20 °C View Scheme

: (4R)-hydroxyisophytol

: 505-32-8
isophytol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine 2: LiAlH4 / diethyl ether View Scheme

: 6750-34-1
3,7,11-trimethyldodecyl alcohol

: 505-32-8
isophytol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 83 percent / triethylamine / CH2Cl2 / 0.5 h / -5 °C 2: 70 percent / benzene / 10 h / Heating 3: 60 percent / KOH / methanol; H2O / 4 h / Heating 4: 80 percent / tetrahydrofuran / 1.) r.t. 2.) reflux 2 h View Scheme
Multi-step reaction with 4 steps 1: PBr3, Py 2: dimethylformamide 3: nBuLi / tetrahydrofuran 4: Na-Hg / methanol View Scheme

: 3796-70-1
trans geranyl acetone

: 505-32-8
isophytol

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 1) NaH / tetrahydrofuran / 1.) r. t., 6 h 3.) 50-55 deg C, 4 h 2: 90 percent / H2 / Pt/C / ethanol / 3102.9 Torr / Ambient temperature 3: 65 percent / 1) LAH / diethyl ether / 1) kept overnight 2) 2 h reflux 4: 83 percent / triethylamine / CH2Cl2 / 0.5 h / -5 °C 5: 70 percent / benzene / 10 h / Heating 6: 60 percent / KOH / methanol; H2O / 4 h / Heating 7: 80 percent / tetrahydrofuran / 1.) r.t. 2.) reflux 2 h View Scheme
Multi-step reaction with 3 steps 1: tert-butyl methyl ether / 6 h / 0 °C / Inert atmosphere 2: hydrogen; palladium 10% on activated carbon / ethanol / 24 h / 20 °C / 1520.1 Torr 3: tert-butyl methyl ether / 2 h / 0 - 5 °C View Scheme

Yield

Multi-step reaction with 7 steps
1: 1) NaH / tetrahydrofuran / 1.) r. t., 6 h 3.) 50-55 deg C, 4 h
2: 90 percent / H2 / Pt/C / ethanol / 3102.9 Torr / Ambient temperature
3: 65 percent / 1) LAH / diethyl ether / 1) kept overnight 2) 2 h reflux
4: 83 percent / triethylamine / CH2Cl2 / 0.5 h / -5 °C
5: 70 percent / benzene / 10 h / Heating
6: 60 percent / KOH / methanol; H2O / 4 h / Heating
7: 80 percent / tetrahydrofuran / 1.) r.t. 2.) reflux 2 h
View Scheme

Multi-step reaction with 3 steps
1: tert-butyl methyl ether / 6 h / 0 °C / Inert atmosphere
2: hydrogen; palladium 10% on activated carbon / ethanol / 24 h / 20 °C / 1520.1 Torr
3: tert-butyl methyl ether / 2 h / 0 - 5 °C
View Scheme

: 52948-69-3
ethyl 3,7,11-trimethyldodecanoate

: 505-32-8
isophytol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 65 percent / 1) LAH / diethyl ether / 1) kept overnight 2) 2 h reflux 2: 83 percent / triethylamine / CH2Cl2 / 0.5 h / -5 °C 3: 70 percent / benzene / 10 h / Heating 4: 60 percent / KOH / methanol; H2O / 4 h / Heating 5: 80 percent / tetrahydrofuran / 1.) r.t. 2.) reflux 2 h View Scheme

: 65703-80-2, 66289-93-8
ethyl 2-acetyl-5,9,13-trimethyltetradecanoate

: 505-32-8
isophytol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 60 percent / KOH / methanol; H2O / 4 h / Heating 2: 80 percent / tetrahydrofuran / 1.) r.t. 2.) reflux 2 h View Scheme

: 20085-71-6
(2Z,6E)-ethyl 3,7,11-trimethyldodeca-2,6,10-trienoate

: 505-32-8
isophytol

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 90 percent / H2 / Pt/C / ethanol / 3102.9 Torr / Ambient temperature 2: 65 percent / 1) LAH / diethyl ether / 1) kept overnight 2) 2 h reflux 3: 83 percent / triethylamine / CH2Cl2 / 0.5 h / -5 °C 4: 70 percent / benzene / 10 h / Heating 5: 60 percent / KOH / methanol; H2O / 4 h / Heating 6: 80 percent / tetrahydrofuran / 1.) r.t. 2.) reflux 2 h View Scheme

: 76337-15-0
1-mesyloxy-3,7,11-trimethyldodecane

: 505-32-8
isophytol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 70 percent / benzene / 10 h / Heating 2: 60 percent / KOH / methanol; H2O / 4 h / Heating 3: 80 percent / tetrahydrofuran / 1.) r.t. 2.) reflux 2 h View Scheme

: 72445-15-9
2-<2-(phenylthio)ethyl>prop-2-en-1-ol

: 505-32-8
isophytol

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1: Hg(OAc)2 / 24 h / Heating 2: xylene / 3 h / 140 °C 3: 62 percent / tetrahydrofuran / 2 h / Heating 4: 79 percent / t-BuOOH, V2O5 5: n-BuLi / tetrahydrofuran / 1 h / -78 °C 6: PdCl2, CuCl, O2 / dimethylformamide; H2O / 12 h / Ambient temperature 7: 1.) DBU, CH2Cl2, reflux, 1 hr 2.) Pd/C, H2, EtOH View Scheme

: 78791-55-6
(3-Vinyloxymethyl-but-3-enylsulfanyl)-benzene

: 505-32-8
isophytol

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: xylene / 3 h / 140 °C 2: 62 percent / tetrahydrofuran / 2 h / Heating 3: 79 percent / t-BuOOH, V2O5 4: n-BuLi / tetrahydrofuran / 1 h / -78 °C 5: PdCl2, CuCl, O2 / dimethylformamide; H2O / 12 h / Ambient temperature 6: 1.) DBU, CH2Cl2, reflux, 1 hr 2.) Pd/C, H2, EtOH View Scheme

: 78791-56-7
4-Methylene-6-phenylsulfanyl-hexanal

: 505-32-8
isophytol

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 62 percent / tetrahydrofuran / 2 h / Heating 2: 79 percent / t-BuOOH, V2O5 3: n-BuLi / tetrahydrofuran / 1 h / -78 °C 4: PdCl2, CuCl, O2 / dimethylformamide; H2O / 12 h / Ambient temperature 5: 1.) DBU, CH2Cl2, reflux, 1 hr 2.) Pd/C, H2, EtOH View Scheme

titanium montmorillonite: titanium montmorillonite

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
In octane	100%

...Expand

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 59-02-9
vitamin E

Conditions

Conditions	Yield
With hydroxylated magnesium fluoride In 1,2-propylene cyclic carbonate; n-heptane at 100℃; for 3h;	99.9%
With nanoscopic partly hydroxylated AlF3-50 In n-heptane; propylene carbonate at 100℃; for 1h; Friedel-Crafts alkylation;	99.9%
With 2,6-di-tert-butyl-pyridine; trimethylsilyl pentafluorophenylbis(trifluoromethanesulfonyl)methide In n-heptane Heating;	97%

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With hydrogenchloride; Zinc chloride In tetrachloromethane	99.1%
With hydrogenchloride; sodium dithionite; Zinc chloride In toluene	99.8%
With hydrogenchloride; zinc dibromide; zinc	98.6%

: 110-19-0
2-methylpropyl acetate

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With hydrogenchloride; Zinc chloride In water; toluene	99.6%
With hydrogenchloride; Zinc chloride In water; toluene	98.6%

...Expand

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 105-58-8
Diethyl carbonate

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With hydrogenchloride; sodium chloride; Zinc chloride In water; toluene	99.2%
With hydrogen bromide; zinc dibromide In water	99.1%
With hydrogenchloride; Zinc chloride In water; toluene	98.9%

...Expand

: 505-32-8
isophytol

: 943232-38-0
(7R,11R)-3,7,11,15-tetramethyl-2-hexadecenyl bromide

Conditions

Conditions	Yield
With pyridine; phosphorus tribromide In hexane at -10 - -7℃; for 3h;	99%

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 78-93-3
butanone

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With sodium hydroxide; sodium chloride; scandium tris(trifluoromethanesulfonate) In ethyl acetate; toluene	99%

...Expand

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 71-36-3
butan-1-ol

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With hydrogenchloride; Zinc chloride In hexane; water; toluene	98.1%
With hydrogenchloride; Zinc chloride In hexane; water; toluene	98.1%
With hydrogenchloride; Zinc chloride In hexane; water; toluene	95.9%
With hydrogenchloride; Zinc chloride In hexane; water; toluene	95.9%

...Expand

: scandium fluorosulfonate

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With sodium chloride In ethyl acetate; toluene	98%

...Expand

: 505-32-8
isophytol

: 7479-28-9
2,3,5-trimethyl-1,4-hydroquinone diacetate

: 59-02-9
vitamin E

Conditions

Conditions	Yield
Stage #1: isophytol; 2,3,5-trimethyl-1,4-hydroquinone diacetate With C8H15N2(1+)Br(1-)ZnBr2 In Petroleum ether at 70℃; for 6h; Stage #2: With acetic anhydride at 120℃; for 3h; Reagent/catalyst; Temperature;	98%

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

A: 59-02-9
vitamin E

B: 85353-80-6
2-phytyl-3,5,6-trimethylhydroquinone

Conditions

Conditions	Yield
indium (III) iodide In Ethylene carbonate; n-heptane at 140 - 145℃; for 2h; Product distribution / selectivity; Heating / reflux;	A 97.3% B 0.25%
indium(III) chloride In pentan-3-one at 140 - 145℃; for 5h; Product distribution / selectivity; Heating / reflux;	A 95.1% B 0.37%
indium(III) chloride In Ethylene carbonate; n-heptane at 140 - 145℃; for 2 - 5h; Product distribution / selectivity; Heating / reflux;	A 94.8% B 0%

...Expand

: 505-32-8
isophytol

: 502-69-2
6,10,14-Trimethyl-2-pentadecanon

Conditions

Conditions	Yield
With dichromic acid; acetic acid In acetone at 50℃; for 14h; Reagent/catalyst; Temperature;	97%
With sodium periodate; acetic acid In acetone at 80℃; for 8h; Reagent/catalyst; Temperature;	95%

: 505-32-8
isophytol

: 7479-28-9
2,3,5-trimethyl-1,4-hydroquinone diacetate

: 58-95-7, 7695-91-2, 18920-61-1, 52225-20-4, 54165-54-7, 66900-46-7, 79200-45-6, 79200-46-7, 79200-47-8, 79434-84-7, 79434-85-8, 79434-86-9, 79434-87-0, 79434-88-1, 104154-81-6
vitamin E acetate

Conditions

Conditions	Yield
With hydrogenchloride; aluminum (III) chloride In water; ethyl acetate at 60℃; for 6h; Temperature; Reagent/catalyst; Time;	94.94%
With acetic anhydride; acetic acid at 70℃; for 3h; Reagent/catalyst; Temperature;

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

A: 59-02-9
vitamin E

B: 3808-26-2, 125276-57-5
(all-rac)-3,4-dehydro-α-tocopherol

Conditions

Conditions	Yield
indium(III) chloride In n-heptane at 147℃; under 2550.26 Torr; for 3.1h; Product distribution / selectivity;	A 93.7% B n/a

...Expand

: 505-32-8
isophytol

: 36592-62-8
4-acetoxy-2,3,5-trimethylphenol

A: 59-02-9
vitamin E

B: 728894-66-4
(E,Z)-(all-rac)-3-phytyl-2,5,6-trimethylhydroquinone-1-acetate

C: 58-95-7, 7695-91-2, 18920-61-1, 52225-20-4, 54165-54-7, 66900-46-7, 79200-45-6, 79200-46-7, 79200-47-8, 79434-84-7, 79434-85-8, 79434-86-9, 79434-87-0, 79434-88-1, 104154-81-6
vitamin E acetate

Conditions

Conditions	Yield
hafnium tetrakis(trifluoromethanesulfonate) In Ethylene carbonate; n-heptane at 80 - 140℃; for 1.66667h; Product distribution / selectivity; Heating / reflux;	A 1.4% B 0.2% C 93.3%
scandium tris(trifluoromethanesulfonate) In Ethylene carbonate; n-heptane at 80 - 140℃; for 1.08333 - 1.66667h; Product distribution / selectivity; Heating / reflux;	A 0.5% B 0% C 90.7%
silver trifluoromethanesulfonate In Ethylene carbonate; n-heptane at 80 - 140℃; for 1.08333 - 1.66667h; Product distribution / selectivity; Heating / reflux;	A 0.3% B 0% C 87%

...Expand

scandium bentonite: scandium bentonite

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
In hexane; toluene	93%

...Expand

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

A: 59-02-9
vitamin E

B: 21980-71-2
neophytadiene

Conditions

Conditions	Yield
With hydroxylated magnesium fluoride In 1,2-propylene cyclic carbonate; n-heptane at 100℃; for 1h;	A 92.6% B n/a

...Expand

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 10191-41-0
(+/-)-α-tocopherol

Conditions

Conditions	Yield
methanetrisulfonic acid In Ethylene carbonate; n-heptane; water at 50 - 140℃; for 1 - 1.66667h;	92.4%
methanetrisulfonic acid In 1,2-propylene cyclic carbonate; n-heptane; water at 50 - 140℃; for 1h;	91.2%
SnTf(51)-MCM-41 In hexane at 100℃; for 1h;

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

A: 59-02-9
vitamin E

B: 2,3,4,6,7-Pentamethyl-2-(4,8,12-trimethyl-tridecyl)-2,3-dihydro-benzofuran-5-ol

Conditions

Conditions	Yield
With Nafion NR 50 In various solvent(s) at 100 - 140℃; under 760 Torr; for 1h;	A 92.3% B n/a
With Nafion NR 50 In various solvent(s) at 100 - 140℃; under 760 Torr; for 1h; Product distribution; var. strong solid acids as catalysts; var. solv.;	A 92.3% B n/a
With manganese(II) sulfate; monmorillonite K In benzene for 1.16667h; Heating; Title compound not separated from byproducts;	A 89% B n/a
With scandium tris(trifluoromethanesulfonate) In xylene for 3h; Product distribution; Heating; var. solvents and rare earth metal(III) triflate;
With europium(III) trifluoroacetate In xylene for 3h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 505-32-8
isophytol

: 36592-62-8
4-acetoxy-2,3,5-trimethylphenol

A: 59-02-9
vitamin E

B: 58-95-7, 7695-91-2, 18920-61-1, 52225-20-4, 54165-54-7, 66900-46-7, 79200-45-6, 79200-46-7, 79200-47-8, 79434-84-7, 79434-85-8, 79434-86-9, 79434-87-0, 79434-88-1, 104154-81-6
vitamin E acetate

Conditions

Conditions	Yield
gallium(III) triflate In Ethylene carbonate; n-heptane at 80 - 140℃; for 1.08333h; Product distribution / selectivity; Heating / reflux;	A 2.1% B 92.2%
bismuth(lll) trifluoromethanesulfonate In Ethylene carbonate; n-heptane at 120 - 145℃; Product distribution / selectivity; Heating / reflux;	A 6.9% B 78.5%

...Expand

: 505-32-8
isophytol

: 58-95-7
RRR-α-tocopheryl acetate

Conditions

Conditions	Yield
	92%

: 505-32-8
isophytol

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
In toluene	91%
	88.7%

: 505-32-8
isophytol

: 11113-50-1
boric acid

: 58-95-7
RRR-α-tocopheryl acetate

Conditions

Conditions	Yield
With hydrogenchloride; sulfuric acid; oxalic acid; acetic anhydride In tetralin; n-heptane	89%

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 108-24-7
acetic anhydride

: 58-95-7, 7695-91-2, 18920-61-1, 52225-20-4, 54165-54-7, 66900-46-7, 79200-45-6, 79200-46-7, 79200-47-8, 79434-84-7, 79434-85-8, 79434-86-9, 79434-87-0, 79434-88-1, 104154-81-6
vitamin E acetate

Conditions

Conditions	Yield
Stage #1: Trimethylhydroquinone With sulfuric acid; toluene-4-sulfonic acid In ethyl acetate at 10℃; for 0.5h; Stage #2: isophytol With magnesium sulfate In ethyl acetate at 25 - 55℃; for 7h; Stage #3: acetic anhydride Further stages;	89%

...Expand

: 505-32-8
isophytol

: 7541-49-3
3,7,11,15-tetramethyl-2-hexadecen-1-ol

Conditions

Conditions	Yield
Stage #1: isophytol With phosphorus tribromide In n-heptane at -10 - 0℃; for 1h; Stage #2: With sodium hydroxide In water at 50 - 60℃; for 2h; pH=6 - 7;	89%
Multi-step reaction with 3 steps 1: hydrogenchloride; tetramethlyammonium chloride / water / 10 - 20 °C / Large scale 2: tetramethlyammonium chloride / acetonitrile / 50 - 60 °C / Large scale 3: sodium hydroxide; water / 40 - 50 °C / Large scale View Scheme

Isophytol Specification

The Isophytol, with the CAS registry number 505-32-8, is also known as 1-Hexadecen-3-ol, 3,7,11,15-tetramethyl-. It belongs to the product categories of Biochemistry; Terpenes; Terpenes (Others); Cnbio. Its EINECS registry number is 208-008-8. This chemical's molecular formula is C₂₀H₄₀O and molecular weight is 296.53. Its IUPAC name is called 3,7,11,15-tetramethylhexadec-1-en-3-ol. The product should be sealed and stored in dry and well-ventilated place. This chemical can be used as intermediates of vitamin E acetate and vitamin K1.

Physical properties of Isophytol: (1)ACD/LogP: 8.28; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 8.28; (4)ACD/LogD (pH 7.4): 8.28; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 764997.19; (8)ACD/KOC (pH 7.4): 764997.19; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 14; (12)Index of Refraction: 1.456; (13)Molar Refractivity: 95.8 cm³; (14)Molar Volume: 352.4 cm³; (15)Surface Tension: 29.4 dyne/cm; (16)Density: 0.841 g/cm³; (17)Flash Point: 143.5 °C; (18)Enthalpy of Vaporization: 66.07 kJ/mol; (19)Boiling Point: 327.8 °C at 760 mmHg; (20)Vapour Pressure: 1.49E-05 mmHg at 25°C.

Preparation: this chemical can be prepared by 6,10,14-trimethyl-pentadecan-2-one and vinylmagnesium bromide. This reaction will need solvent tetrahydrofuran. The yield is about 80%.

Uses of Isophytol: it can be used to produce a-tocopherol by heating. This reaction will need reagent 2percent copper-zinc, formic acid with reaction time of 2 hours. The yield is about 83%.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(C)CCCC(C)CCCC(C)CCCC(C)(C=C)O
(2)InChI: InChI=1S/C20H40O/c1-7-20(6,21)16-10-15-19(5)14-9-13-18(4)12-8-11-17(2)3/h7,17-19,21H,1,8-16H2,2-6H3
(3)InChIKey: KEVYVLWNCKMXJX-UHFFFAOYSA-N

Product Name

Isophytol

Synthetic route

Isophytol Specification

Related Products

Hot Products