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4464-18-0

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4464-18-0 Usage

Chemical Properties

white solid

Check Digit Verification of cas no

The CAS Registry Mumber 4464-18-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,4,6 and 4 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 4464-18:
(6*4)+(5*4)+(4*6)+(3*4)+(2*1)+(1*8)=90
90 % 10 = 0
So 4464-18-0 is a valid CAS Registry Number.
InChI:InChI=1/C9H12O3/c10-4-7-1-8(5-11)3-9(2-7)6-12/h1-3,10-12H,4-6H2

4464-18-0 Well-known Company Product Price

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  • (Code)Product description
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  • TCI America

  • (B3586)  1,3,5-Benzenetrimethanol  >95.0%(GC)

  • 4464-18-0

  • 1g

  • 1,100.00CNY

  • Detail
  • TCI America

  • (B3586)  1,3,5-Benzenetrimethanol  >95.0%(GC)

  • 4464-18-0

  • 5g

  • 3,900.00CNY

  • Detail

4464-18-0Synthetic route

1,3,5-tris-(methoxycarbonyl)benzene
2672-58-4

1,3,5-tris-(methoxycarbonyl)benzene

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 1.5h; Ambient temperature;100%
With lithium aluminium tetrahydride In tetrahydrofuran100%
In tetrahydrofuran; methanol100%
trimethyl 1,3,5-benzenetricarboxylate

trimethyl 1,3,5-benzenetricarboxylate

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

Conditions
ConditionsYield
With dimethylsulfide borane complex In tetrahydrofuran for 3h; Heating;100%
benzene-1,3,5-tricarboxylic acid
554-95-0

benzene-1,3,5-tricarboxylic acid

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

Conditions
ConditionsYield
Stage #1: benzene-1,3,5-tricarboxylic acid With methanol; sulfuric acid Inert atmosphere; Schlenk technique;
Stage #2: With lithium aluminium tetrahydride In tetrahydrofuran Inert atmosphere; Schlenk technique;
98%
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃;91%
With lithium aluminium tetrahydride In tetrahydrofuran
trimethyl 1,3,5-benzenetricarboxylate

trimethyl 1,3,5-benzenetricarboxylate

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

Conditions
ConditionsYield
Stage #1: trimethyl 1,3,5-benzenetricarboxylate With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Inert atmosphere;
Stage #2: for 24h; Reflux;
95%
triethyl benzene-1,3,5-tricarboxylate
4105-92-4

triethyl benzene-1,3,5-tricarboxylate

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran Reflux;94%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 50℃; for 8h; Inert atmosphere;73%
With lithium borohydride In tetrahydrofuran60%
1,3,5-tris-(methoxycarbonyl)benzene
2672-58-4

1,3,5-tris-(methoxycarbonyl)benzene

A

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

B

3,5-bis(hydroxylmethyl)benzoic acid methyl ester
193953-02-5

3,5-bis(hydroxylmethyl)benzoic acid methyl ester

C

dimethyl 5-hydroxymethylbenzene-1,3-dicarboxylate
109862-53-5

dimethyl 5-hydroxymethylbenzene-1,3-dicarboxylate

Conditions
ConditionsYield
With lithium borohydride In tetrahydrofuran for 0.5h; Inert atmosphere; Reflux;A n/a
B n/a
C 60%
1,3,5-tris(aminomethyl)benzene
77372-56-6

1,3,5-tris(aminomethyl)benzene

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

Conditions
ConditionsYield
With water; sodium hydroxide In methanol at 240℃; for 2h; Inert atmosphere; Autoclave;43%
propargyl alcohol
107-19-7

propargyl alcohol

A

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

B

[2,4-bis(hydroxymethyl)-phenyl]methanol
25147-76-6

[2,4-bis(hydroxymethyl)-phenyl]methanol

Conditions
ConditionsYield
[tricarbonyl(triphenylphosphine)nickel] In benzene at 80℃; for 14h; Product distribution; other catalysts, solvents, times, temperatures;
With dicarbonylcyclopentadienylcobalt; supercritical CO2 at 90℃; under 135011 Torr; for 24h; Irradiation;
di-tert-butylphosphanylethylcyclopentadienylcobalt(I) In ethanol at 25℃; for 8h; Title compound not separated from byproducts;
With BF4(1-)*C18H27ClRu(1+); N-benzyl-N,N,N-triethylammonium chloride; 2,2-dimethyl-5,5-di(prop-2-ynyl)-1,3-dioxane-4,6-dione In dichloromethane at 20℃;
With molybdenum hexacarbonyl In toluene at 20℃; for 2h; Inert atmosphere; Irradiation; stereoselective reaction;
propargyl alcohol
107-19-7

propargyl alcohol

A

1,3,5,7,Tetrakis(hydroxymethyl)-cycloocta(1,3,5,7)-tetraen
52776-08-6

1,3,5,7,Tetrakis(hydroxymethyl)-cycloocta(1,3,5,7)-tetraen

B

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

C

1,3,6,8-Tetrakis(hydroxymethyl)-cycloocta(1,3,5,7)-tetraen
110254-62-1

1,3,6,8-Tetrakis(hydroxymethyl)-cycloocta(1,3,5,7)-tetraen

Conditions
ConditionsYield
silica gel; nickel at 110℃; for 2h; Product distribution; other Ni-catalysts;
silica gel; nickel at 110℃; for 2h; Yield given;
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

Conditions
ConditionsYield
With sodium tetrahydroborate
propargyl alcohol
107-19-7

propargyl alcohol

benzene
71-43-2

benzene

triphenyl phosphine nickel carbonyl

triphenyl phosphine nickel carbonyl

A

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

B

[2,4-bis(hydroxymethyl)-phenyl]methanol
25147-76-6

[2,4-bis(hydroxymethyl)-phenyl]methanol

Conditions
ConditionsYield
Verlauf der Reaktion bei Anwendung anderer Loesungsmittel oder ohne Loesungsmittel;
ω.ω'.ω''-tribromo-mesitylene

ω.ω'.ω''-tribromo-mesitylene

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

Conditions
ConditionsYield
With lead(II) carbonate; water
propargyl alcohol
107-19-7

propargyl alcohol

dicarbonyl-bis-triphenyl phosphine nickel

dicarbonyl-bis-triphenyl phosphine nickel

A

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

B

[2,4-bis(hydroxymethyl)-phenyl]methanol
25147-76-6

[2,4-bis(hydroxymethyl)-phenyl]methanol

Conditions
ConditionsYield
With benzene
propargyl alcohol
107-19-7

propargyl alcohol

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

Conditions
ConditionsYield
mesoporous graphitic C3N4 In xylene at 120℃; for 24h;
C39H45N3O15

C39H45N3O15

A

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

B

1-(4,5-dimethoxy-2-nitrosophenyl)ethan-1-one

1-(4,5-dimethoxy-2-nitrosophenyl)ethan-1-one

Conditions
ConditionsYield
In chloroform at 20℃; Product distribution; Further Variations:; Solvents; UV irradiation;
C183H165N3O33

C183H165N3O33

A

C58H51NO10

C58H51NO10

B

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

Conditions
ConditionsYield
In chloroform Product distribution; Further Variations:; Solvents; UV irradiation;
C60H60N6O27

C60H60N6O27

A

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

B

(4,5-Dimethoxy-2-nitro-phenyl)-(4,5-dimethoxy-2-nitroso-phenyl)-methanone
30007-81-9

(4,5-Dimethoxy-2-nitro-phenyl)-(4,5-dimethoxy-2-nitroso-phenyl)-methanone

Conditions
ConditionsYield
In chloroform Product distribution; Further Variations:; Solvents; UV irradiation;
1,3,5-benzene tris(carbonyl chloride)
4422-95-1

1,3,5-benzene tris(carbonyl chloride)

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 93 percent / trimethylamine / CHCl3 / Heating
2: LiAlH4 / diethyl ether / 1 h / Heating
View Scheme
propargyl alcohol
107-19-7

propargyl alcohol

A

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

B

[2,4-bis(hydroxymethyl)-phenyl]methanol
25147-76-6

[2,4-bis(hydroxymethyl)-phenyl]methanol

C

C9H14O3

C9H14O3

Conditions
ConditionsYield
With pentacarbonyl(tetrahydrofuran)molybdenum(0) In dichloromethane at 20℃; for 1h; Inert atmosphere; stereoselective reaction;
1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In tert-butyl alcohol for 5h; Reflux;100%
With pyridinium chlorochromate99%
With Dess-Martin periodane In dichloromethane for 15h;98%
glutaric anhydride,
108-55-4

glutaric anhydride,

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

C24H30O12

C24H30O12

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;100%
1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

methyl iodide
74-88-4

methyl iodide

1,3,5-tris(methoxymethyl)benzene
84941-01-5

1,3,5-tris(methoxymethyl)benzene

Conditions
ConditionsYield
Stage #1: 1,3,5-tris(hydroxymethyl)benzene With sodium hydride In tetrahydrofuran for 2h; Heating;
Stage #2: methyl iodide In tetrahydrofuran for 1.4h;
99%
2-(2-methacryloyloxyethyloxy)ethyl isocyanate
107023-60-9

2-(2-methacryloyloxyethyloxy)ethyl isocyanate

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

C36H51N3O15

C36H51N3O15

Conditions
ConditionsYield
With dibutyltin(II) dilaurate In N,N-dimethyl-formamide at 20℃; for 3h;99%
1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

1,3,5-Tris(bromomethyl)benzene
18226-42-1

1,3,5-Tris(bromomethyl)benzene

Conditions
ConditionsYield
With hydrogen bromide In acetic acid at 20℃; for 46h;98%
With hydrogen bromide In water; toluene at 110℃; for 24h;98%
With hydrogen bromide In acetic acid Bromination;97%
1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

ethyl 1-(iodomethyl)-2-oxocyclopentane-1-carboxylate
2900-10-9

ethyl 1-(iodomethyl)-2-oxocyclopentane-1-carboxylate

C36H48O12
1246655-05-9

C36H48O12

Conditions
ConditionsYield
With potassium carbonate at 70℃; for 72h; Grob/Eschenmoser fragmentation reaction; Inert atmosphere;98%
1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

(S)-(N-Boc-pyrrolidin-2-yl)methyl 1-(iodomethyl)-2-oxocyclohexanecarboxylate
1452877-40-5

(S)-(N-Boc-pyrrolidin-2-yl)methyl 1-(iodomethyl)-2-oxocyclohexanecarboxylate

C63H93N3O18
1452877-43-8

C63H93N3O18

Conditions
ConditionsYield
With potassium carbonate at 70℃; for 72h; Grob-Eschenmoser Fragmentation; Inert atmosphere;97%
1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

1,3-bis-(tert-butyl-dimethyl-silanyloxymethyl)-5-prop-1-ynyl-benzene

1,3-bis-(tert-butyl-dimethyl-silanyloxymethyl)-5-prop-1-ynyl-benzene

C78H132O9Si6

C78H132O9Si6

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); benzoic acid In 1,4-dioxane at 100℃;96%
1-Phenylprop-1-yne
673-32-5

1-Phenylprop-1-yne

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

1,3,5-Tris-((E)-3-phenyl-allyloxymethyl)-benzene

1,3,5-Tris-((E)-3-phenyl-allyloxymethyl)-benzene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); benzoic acid In 1,4-dioxane at 100℃; for 96h;95%
1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

ethyl 1-(iodomethyl)-2-oxocyclohexanecarboxylate
2900-11-0

ethyl 1-(iodomethyl)-2-oxocyclohexanecarboxylate

C39H54O12
1246655-02-6

C39H54O12

Conditions
ConditionsYield
With potassium carbonate at 70℃; for 72h; Grob/Eschenmoser fragmentation reaction; Inert atmosphere;93%
1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

1,3,5-tris(azidomethyl)benzene
107864-71-1

1,3,5-tris(azidomethyl)benzene

Conditions
ConditionsYield
Stage #1: 1,3,5-tris(hydroxymethyl)benzene With phosphorus tribromide In diethyl ether at 20℃;
Stage #2: With sodium azide In N,N-dimethyl-formamide at 80℃;
92%
Multi-step reaction with 2 steps
1: phosphorus tribromide / dichloromethane
2: sodium azide / N,N-dimethyl-formamide / 80 °C
View Scheme
Multi-step reaction with 2 steps
1: phosphorus tribromide / diethyl ether / 16 h
2: sodium azide / N,N-dimethyl-formamide / 3 h / 80 °C
View Scheme
1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

ethyl 2-(iodomethyl)-1-oxo-2,3-dihydro-1H-indene-2-carboxylate
1246655-01-5

ethyl 2-(iodomethyl)-1-oxo-2,3-dihydro-1H-indene-2-carboxylate

C48H48O12
1246655-07-1

C48H48O12

Conditions
ConditionsYield
With potassium carbonate at 70℃; for 72h; Grob/Eschenmoser fragmentation reaction; Inert atmosphere;91%
1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

methyl 1-(iodomethyl)-2-oxocycloheptanecarboxylate

methyl 1-(iodomethyl)-2-oxocycloheptanecarboxylate

C39H54O12
1246655-06-0

C39H54O12

Conditions
ConditionsYield
With potassium carbonate at 70℃; for 72h; Grob/Eschenmoser fragmentation reaction; Inert atmosphere;91%
1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

isonicotinoyl chloride hydrochloride
39178-35-3

isonicotinoyl chloride hydrochloride

1,3,5-tris(isonicotinoyloxy-methyl)benzene

1,3,5-tris(isonicotinoyloxy-methyl)benzene

Conditions
ConditionsYield
With pyridine; triethylamine In chloroform at 60℃; for 12h; Reflux;91%
1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

allyl 1-(iodomethyl)-2-oxocyclohexanecarboxylate
1452877-32-5

allyl 1-(iodomethyl)-2-oxocyclohexanecarboxylate

C42H54O12
1452877-34-7

C42H54O12

Conditions
ConditionsYield
With potassium carbonate at 70℃; for 72h; Grob-Eschenmoser Fragmentation; Inert atmosphere;89%
1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

chromium(0) hexacarbonyl
199620-14-9, 13007-92-6

chromium(0) hexacarbonyl

[Cr(η6-C6H3(CH2OH)3-1,3,5)(CO)3]
293758-56-2

[Cr(η6-C6H3(CH2OH)3-1,3,5)(CO)3]

Conditions
ConditionsYield
In tetrahydrofuran; dibutyl ether the mixt. of Cr(CO)6 and the alcohol in dibutyl ether and THF was heated under reflux with stirring at between 180 and 240°C for 20-48 hunder N2; filtered, washed with THF, concd., filtered, dried in vac., dissolved in THF, filtered, concd. in vac. (N2 atm.); elem. anal.;87%
1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

ethyl 5-(tert-butyldimethylsilyloxy)-1-(iodomethyl)-2-oxocyclohexanecarboxylate
1246655-00-4

ethyl 5-(tert-butyldimethylsilyloxy)-1-(iodomethyl)-2-oxocyclohexanecarboxylate

C57H96O15Si3
1246655-04-8

C57H96O15Si3

Conditions
ConditionsYield
With potassium carbonate at 70℃; for 72h; Grob/Eschenmoser fragmentation reaction; Inert atmosphere;87%
1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

[(2-t-butyl-4-methyl-6-(((2-(dimethylamino)cyclohexyl)amino)methyl)phenolate)InCl]2(μ-Cl)(μ-Et)

[(2-t-butyl-4-methyl-6-(((2-(dimethylamino)cyclohexyl)amino)methyl)phenolate)InCl]2(μ-Cl)(μ-Et)

[(2-t-butyl-4-methyl-6-(((2-(dimethylamino)cyclohexyl)amino)methyl)phenolate)InCl]2(μ-Cl)(μ-(3,5-bis(hydroxymethyl)phenyl)methoxide)

[(2-t-butyl-4-methyl-6-(((2-(dimethylamino)cyclohexyl)amino)methyl)phenolate)InCl]2(μ-Cl)(μ-(3,5-bis(hydroxymethyl)phenyl)methoxide)

Conditions
ConditionsYield
In toluene at 70℃; for 16h; Temperature; Schlenk technique; Glovebox;81%
Succinimide
123-56-8

Succinimide

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

1,3,5-tris-(N-succinimidomethyl) benzene

1,3,5-tris-(N-succinimidomethyl) benzene

Conditions
ConditionsYield
Stage #1: 1,3,5-tris(hydroxymethyl)benzene With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at -78℃; for 0.166667h; Mitsunobu reaction;
Stage #2: Succinimide In tetrahydrofuran at 20℃; for 12h;
77%
3-pyridinylacetonitrile
6443-85-2

3-pyridinylacetonitrile

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

3,3',3''-benzene-1,3,5-trityltris(2-pyridin-3-yl)propanenitrile

3,3',3''-benzene-1,3,5-trityltris(2-pyridin-3-yl)propanenitrile

Conditions
ConditionsYield
With potassium hydroxide; [IrCP*Cl2]2 at 110℃; for 0.166667h; microwave irradiation;72%
3,6-epoxy-1,2,3,6-tetrahydrophthalimide
6253-28-7, 19878-26-3, 42074-03-3

3,6-epoxy-1,2,3,6-tetrahydrophthalimide

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

1,3,5-tris-(2-methylamino-3α,4,7,7α-tetrahydro-4,7-epoxy-1H-indole-1,3(2H-dione)) benzene

1,3,5-tris-(2-methylamino-3α,4,7,7α-tetrahydro-4,7-epoxy-1H-indole-1,3(2H-dione)) benzene

Conditions
ConditionsYield
Stage #1: 1,3,5-tris(hydroxymethyl)benzene With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at -78℃; for 0.166667h; Mitsunobu reaction;
Stage #2: 3,6-epoxy-1,2,3,6-tetrahydrophthalimide In tetrahydrofuran at 20℃; for 12h;
70%
1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

allyl bromide
106-95-6

allyl bromide

1,3,5-tris((allyloxy)methyl)benzene
1158483-15-8

1,3,5-tris((allyloxy)methyl)benzene

Conditions
ConditionsYield
Stage #1: 1,3,5-tris(hydroxymethyl)benzene With sodium hydride In tetrahydrofuran; mineral oil for 2h; Reflux;
Stage #2: allyl bromide In tetrahydrofuran at 50℃; for 17h;
69%
1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

1,3,5-tris(((tert-butyldimethylsilyl)oxy)methyl)benzene
883893-69-4

1,3,5-tris(((tert-butyldimethylsilyl)oxy)methyl)benzene

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃;68%
N-tert-butoxycarbonyl-L-leucine
13139-15-6

N-tert-butoxycarbonyl-L-leucine

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

(S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoic acid 3,5-bis-((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoyloxymethyl)-benzyl ester
142811-52-7

(S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoic acid 3,5-bis-((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoyloxymethyl)-benzyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran at 0 - 4℃; for 34h;67%
2-(2-bromoethoxy)tetrahydropyran
17739-45-6, 59146-56-4

2-(2-bromoethoxy)tetrahydropyran

1,3,5-tris(hydroxymethyl)benzene
4464-18-0

1,3,5-tris(hydroxymethyl)benzene

1,3,5-tris(4'-hydroxy-2'-oxa-1'-butyl)benzene tri(2'-tetrahydropyranyl) ether
152065-57-1

1,3,5-tris(4'-hydroxy-2'-oxa-1'-butyl)benzene tri(2'-tetrahydropyranyl) ether

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 144h; Heating;63%
In tetrahydrofuran for 168h; Heating;60%

4464-18-0Relevant articles and documents

Readily useable bulk phenoxazine-based covalent organic framework cathode materials with superior kinetics and high redox potentials

Meng, Zhiying,Zhang, Ying,Dong, Mengqing,Zhang, Yue,Cui, Fengmin,Loh, Teck-Peng,Jin, Yinghua,Zhang, Wei,Yang, Haishen,Du, Ya

supporting information, p. 10661 - 10665 (2021/05/14)

Redox-active covalent organic frameworks (COFs) with dense redox sites are promising electrical energy storage materials with robust architectures, high surface areas, insolubility in electrolytes, and open pores for electrolyte transportation. However, low redox potentials and poor electrical conductivity of pristine COFs often result in low accessibilities of redox-active sites and slow redox kinetics, greatly limiting their practical applications. Herein, we report the design and synthesis of two novel p-type phenoxazine-based COFs (DAPO-COFs) with high redox potentials (~3.6 V vs. Li/Li+) and excellent electrical conductivities. Simply blended with conductive additives (CAs) and binders, pristine bulk DAPO-COFs without pre-composition with CAs or extra exfoliation are readily useable as cathode materials for lithium-ion batteries. Both as-synthesized DAPO-COF powders displayed superior active-site accessibility, ultrafast redox kinetics, and remarkable cycling stability. This work provides new perspectives on the development of readily useable COF-based cathode materials, and contributes to the advancement of eco-friendly and sustainable organic-based energy storage devices. This journal is

Aromatic Linkers Unleash the Antiproliferative Potential of 3-Chloropiperidines Against Pancreatic Cancer Cells

Helbing, Tim,Carraro, Caterina,Francke, Alexander,Sosic, Alice,De Franco, Michele,Gandin, Valentina,G?ttlich, Richard,Gatto, Barbara

supporting information, p. 2040 - 2051 (2020/09/21)

In this study, we describe the synthesis and biological evaluation of a set of bis-3-chloropiperidines (B?CePs) containing rigid aromatic linker structures. A modification of the synthetic strategy also enabled the synthesis of a pilot tris-3-chloropiperidine (Tri-CeP) bearing three reactive meta-chloropiperidine moieties on the aromatic scaffold. A structure–reactivity relationship analysis of B?CePs suggests that the arrangement of the reactive units affects the DNA alkylating activity, while also revealing correlations between the electron density of the aromatic system and the reactivity with biologically relevant nucleophiles, both on isolated DNA and in cancer cells. Interestingly, all aromatic 3-chloropiperidines exhibited a marked cytotoxicity and tropism for 2D and 3D cultures of pancreatic cancer cells. Therefore, the new aromatic 3-chloropiperidines appear to be promising contenders for further development of mustard-based anticancer agents aimed at pancreatic cancers.

A Degradable and Recyclable Photothermal Conversion Polymer

Xu, Xiao-Qi,Wang, Zhen,Li, Ruiting,He, Yonglin,Wang, Yapei

supporting information, p. 9769 - 9772 (2018/07/25)

Decomposition and repolymerization of conjugated polymers offer great promise for developing recyclable photothermal conversion materials, which yet remain challenging. Herein, a crosslinked conjugated polymer based on a dynamic covalent bond of Schiff base is developed. This polymer possesses photothermal conversion efficiency as high as 90.4 %. Decomposition of the polymer under specialized conditions is corroborated by various characterizations. The kinetics study is also investigated to understand this degradation process. Furthermore, those decomposed species can be repolymerized back to conjugated polymers which possess the same photothermal conversion efficiency as the pristine polymer. Such a degradable and recyclable photothermal polymer is successfully used as a heat source for photothermal-electrical conversion to generate Seebeck voltage under either near infrared (NIR) irradiation or solar illumination.

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