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3163-76-6 Usage

Uses

Benzene-1,3,5-tricarboxaldehyde is extensively used in the synthesis of a wide range of porous organic cages and covalent organic frameworks.

Check Digit Verification of cas no

The CAS Registry Mumber 3163-76-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,1,6 and 3 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 3163-76:
(6*3)+(5*1)+(4*6)+(3*3)+(2*7)+(1*6)=76
76 % 10 = 6
So 3163-76-6 is a valid CAS Registry Number.

3163-76-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name Benzene-1,3,5-tricarbaldehyde

1.2 Other means of identification

Product number -
Other names 1,3,5-TRIFORMYLBENZENE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3163-76-6 SDS

3163-76-6Synthetic route

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%
triformylmethane
18655-47-5

triformylmethane

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
In water at 20℃; for 168h;96%
1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
With 1,4-dichloro-1,4-diazoniabicyclo[2,2,2]octane bis-chloride; water at 40℃; for 0.333333h; pH=7;90%
(i) (irradiation), Br2, (ii) aq. H2SO4; Multistep reaction;
Multi-step reaction with 4 steps
1: bromine / 160 °C / Irradiation.UV-Licht
2: tetrachloromethane; dibenzoyl peroxide; <α,α'>azoisobutyronitrile; N-bromo-succinimide
3: methanol / Behandeln der Reaktionsloesung mit warmer wss. Natriumperchlorat-Loesung
4: N,N-dimethyl-4-nitroso-aniline / Hydrolysieren des Reaktionsprodukts
View Scheme
Multi-step reaction with 3 steps
1: bromine / 160 °C / Irradiation.UV-Licht
2: tetrachloromethane; dibenzoyl peroxide; <α,α'>azoisobutyronitrile; N-bromo-succinimide
3: hexamethylenetetramine
View Scheme
Multi-step reaction with 2 steps
1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 15 h / 85 °C
2: sodium methylate; 2-nitropropane / methanol; ethyl acetate / 6 h / 30 °C
View Scheme
1,3,5-Tris(bromomethyl)benzene
18226-42-1

1,3,5-Tris(bromomethyl)benzene

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
Stage #1: 1,3,5-Tris(bromomethyl)benzene With 2-nitropropane; sodium methylate In methanol; ethyl acetate at 30℃; for 6h;
Stage #2: With water In methanol; ethyl acetate
80.8%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 20℃;57%
With 2-nitropropane; sodium ethanolate In ethanol; dimethyl sulfoxide for 3h; Ambient temperature;52%
α,α,α',α',α'',α''-hexabromomesitylene
1889-66-3

α,α,α',α',α'',α''-hexabromomesitylene

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
With sulfuric acid In water for 1h;80%
With morpholine for 4h; Reflux;60%
With sulfuric acid
(i) Mor, (ii) aq. HCl; Multistep reaction;
(E)-3-(dimethylamino)acrolein
927-63-9, 692-32-0

(E)-3-(dimethylamino)acrolein

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
With acetic acid for 10h; Heating;60%
1,3,5-benzene tris(carbonyl chloride)
4422-95-1

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

A

Isophthalaldehyde
626-19-7

Isophthalaldehyde

B

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
With hydrogen; thiourea; Pd-BaSO4 In xylene for 10h; Heating;A 19%
B 59%
1,3,5-(N-methyl-N-methoxy)trimellitamide

1,3,5-(N-methyl-N-methoxy)trimellitamide

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
With sodium bis(2-methoxyethoxy)aluminium hydride In toluene at 0 - 20℃; for 6h;55%
sorbic Acid
110-44-1

sorbic Acid

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

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

benzene-1,3,5-trialdehyde

B

2-chlorobenzene-1,3,5-tricarboxaldehyde
102626-20-0

2-chlorobenzene-1,3,5-tricarboxaldehyde

Conditions
ConditionsYield
With trichlorophosphate at 80 - 90℃;A 37%
B 5%
3-penten-2-ol
1569-50-2

3-penten-2-ol

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

Isophthalaldehyde
626-19-7

Isophthalaldehyde

B

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
With trichlorophosphate for 6h; Heating;A 26%
B 6%
With trichlorophosphate for 6h; Heating; other 3-buten-2-ols;A 26%
B 6%
1,3,5-benzene tris(carbonyl chloride)
4422-95-1

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

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
With hydrogen; thiourea; Pd-BaSO4 In xylene for 10h;12%
With lithium aluminium tetrahydride; tert-butyl alcohol In diethyl ether; diethylene glycol dimethyl ether
With lithium tri-t-butoxyaluminum hydride
Multi-step reaction with 2 steps
1: benzene; pyridine
2: LiAlH4
View Scheme
1,3,5-tris(3,5-dimethylpyrazolyl-1-carbonyl)benzene
118927-16-5

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

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
With lithium aluminium tetrahydride
1,3,5-tris-pyridiniomethyl-benzene; triperchlorate

1,3,5-tris-pyridiniomethyl-benzene; triperchlorate

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
With p-dimethylaminonitrosobenzene Hydrolysieren des Reaktionsprodukts;
Propargylic aldehyde
624-67-9

Propargylic aldehyde

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
With tetracarbonyl nickel
3,3-diethoxypropanal
6367-37-9

3,3-diethoxypropanal

A

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

benzene-1,3,5-trialdehyde

B

(E)-3-[2-((Z)-2-Hydroxy-vinyl)-furan-3-yloxy]-propenal
111008-70-9

(E)-3-[2-((Z)-2-Hydroxy-vinyl)-furan-3-yloxy]-propenal

C

5-(1,4,6-Trioxa-azulen-5-yl)-benzene-1,3-dicarbaldehyde

5-(1,4,6-Trioxa-azulen-5-yl)-benzene-1,3-dicarbaldehyde

D

(3Z,13Z)-5-(2,6,10,12,16-Pentaoxa-tricyclo[13.3.0.05,9]octadeca-1(15),3,5(9),7,13,17-hexaen-11-yl)-benzene-1,3-dicarbaldehyde

(3Z,13Z)-5-(2,6,10,12,16-Pentaoxa-tricyclo[13.3.0.05,9]octadeca-1(15),3,5(9),7,13,17-hexaen-11-yl)-benzene-1,3-dicarbaldehyde

E

(E)-3-[2-((Z)-2-{(E)-1-Hydroxy-3-[2-((Z)-2-hydroxy-vinyl)-furan-3-yloxy]-allyloxy}-vinyl)-furan-3-yloxy]-propenal
111008-72-1

(E)-3-[2-((Z)-2-{(E)-1-Hydroxy-3-[2-((Z)-2-hydroxy-vinyl)-furan-3-yloxy]-allyloxy}-vinyl)-furan-3-yloxy]-propenal

F

(E)-3-[2-((Z)-2-{(E)-1-Hydroxy-3-[2-((Z)-2-{(E)-1-hydroxy-3-[2-((Z)-2-hydroxy-vinyl)-furan-3-yloxy]-allyloxy}-vinyl)-furan-3-yloxy]-allyloxy}-vinyl)-furan-3-yloxy]-propenal
111008-73-2

(E)-3-[2-((Z)-2-{(E)-1-Hydroxy-3-[2-((Z)-2-{(E)-1-hydroxy-3-[2-((Z)-2-hydroxy-vinyl)-furan-3-yloxy]-allyloxy}-vinyl)-furan-3-yloxy]-allyloxy}-vinyl)-furan-3-yloxy]-propenal

Conditions
ConditionsYield
In water for 240h;
1,4-dihydrobenzoic acid
4794-04-1

1,4-dihydrobenzoic acid

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
With trichlorophosphate 1.) room temp., 1 h; Yield given. Multistep reaction;
cyclohexadieneacetyl chloride
3217-88-7

cyclohexadieneacetyl chloride

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
With trichlorophosphate 1.) room temp., 1 h; Yield given. Multistep reaction;
penta-1,3-diene
504-60-9

penta-1,3-diene

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
(i) PCl5, (ii) H2O; Multistep reaction;
N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

(7-dimethylamino-2,4,6-heptatrienylidene)dimethylammonium perchlorate

(7-dimethylamino-2,4,6-heptatrienylidene)dimethylammonium perchlorate

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
(i) chloromethylene-dimethyl-ammonium chloride, CHCl3, (ii) H2O; Multistep reaction;
tetrahydrofuran
109-99-9

tetrahydrofuran

1,3,5-tris(3,5-dimethylpyrazolyl-1-carbonyl)benzene
118927-16-5

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

LiAlH4

LiAlH4

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

benzene-1,3,5-trialdehyde

trimesinic acid-trichloride

trimesinic acid-trichloride

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
With Pd-BaSO4 Hydrogenation;
benzene-1,3,5-tricarboxylic acid
554-95-0

benzene-1,3,5-tricarboxylic acid

A

Isophthalaldehyde
626-19-7

Isophthalaldehyde

B

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
With hydrogen; 2,2-dimethylpropanoic anhydride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 80℃; under 22501.8 Torr; for 24h;A 6 % Chromat.
B 86 % Spectr.
triformylmethane
18655-47-5

triformylmethane

adenosine
58-61-7

adenosine

A

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

benzene-1,3,5-trialdehyde

B

6-(3,5-diformyl-4-hydroxy-1,4-dihydropyridin-1-yl)-9-(β-D-ribofuranosyl)purine

6-(3,5-diformyl-4-hydroxy-1,4-dihydropyridin-1-yl)-9-(β-D-ribofuranosyl)purine

C

6-(3,5-diformyl-2-hydroxy-1,2-dihydropyridin-1-yl)-9-(β-D-ribofuranosyl)purine

6-(3,5-diformyl-2-hydroxy-1,2-dihydropyridin-1-yl)-9-(β-D-ribofuranosyl)purine

Conditions
ConditionsYield
In 1,4-dioxane; water at 70℃; for 3h;
1,3,5-tris-(methoxycarbonyl)benzene
2672-58-4

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

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 79 percent / LiAlH4
2: 98 percent / Dess-Martin reagent / CH2Cl2 / 15 h
View Scheme
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / 0 - 20 °C / Inert atmosphere
2: 2-iodoxybenzoic acid / tert-butyl alcohol / 2 h / 95 °C / Reflux; Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 0 - 70 °C / Inert atmosphere
2: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 1 h / 80 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / Reflux
2: pyridinium chlorochromate
View Scheme
benzene-1,3,5-tricarboxylic acid
554-95-0

benzene-1,3,5-tricarboxylic acid

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / SOCl2, DMF / 2.5 h / Heating
2: 12 percent / H2, thiourea / Pd/BaSO4 / xylene / 10 h
View Scheme
Multi-step reaction with 3 steps
1: SOCl2
2: benzene; pyridine
3: LiAlH4
View Scheme
Stage #1: benzene-1,3,5-tricarboxylic acid With sulfuric acid In methanol for 12h; Reflux;
Stage #2: With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 12h; Inert atmosphere;
Stage #3: With pyridinium chlorochromate In diethyl ether; dichloromethane
Stage #1: benzene-1,3,5-tricarboxylic acid With sulfuric acid In methanol for 12h; Reflux;
Stage #2: With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 12h; Inert atmosphere;
Multi-step reaction with 3 steps
1.1: sulfuric acid / 24 h / Reflux
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere
2.2: 24 h / Reflux
3.1: pyridinium chlorochromate / dichloromethane / 6 h / 20 °C
View Scheme
3,5-bis(bromomethyl)toluene
19294-04-3

3,5-bis(bromomethyl)toluene

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tetrachloromethane; dibenzoyl peroxide; <α,α'>azoisobutyronitrile; N-bromo-succinimide
2: methanol / Behandeln der Reaktionsloesung mit warmer wss. Natriumperchlorat-Loesung
3: N,N-dimethyl-4-nitroso-aniline / Hydrolysieren des Reaktionsprodukts
View Scheme
Multi-step reaction with 2 steps
1: tetrachloromethane; dibenzoyl peroxide; <α,α'>azoisobutyronitrile; N-bromo-succinimide
2: hexamethylenetetramine
View Scheme
1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

nitrosyl chloride

nitrosyl chloride

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Br2 / Irradiation
2: H2SO4
View Scheme
Multi-step reaction with 2 steps
1: Br2 / 155 - 180 °C / Irradiation
2: (i) Mor, (ii) aq. HCl
View Scheme
triethyl benzene-1,3,5-tricarboxylate
4105-92-4

triethyl benzene-1,3,5-tricarboxylate

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: lithium borohydride / tetrahydrofuran
2: pyridinium chlorochromate
View Scheme
trimethyl 1,3,5-benzenetricarboxylate

trimethyl 1,3,5-benzenetricarboxylate

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

benzene-1,3,5-trialdehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere
1.2: 24 h / Reflux
2.1: pyridinium chlorochromate / dichloromethane / 6 h / 20 °C
View Scheme
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

(1R,2R)-1,2-diaminocyclohexane
20439-47-8

(1R,2R)-1,2-diaminocyclohexane

CC3-R

CC3-R

Conditions
ConditionsYield
In dichloromethane at 20℃; for 12h;100%
With trifluoroacetic acid In dichloromethane at 20℃; for 120h;83%
With trifluoroacetic acid In dichloromethane at 20℃;83%
With trifluoroacetic acid In dichloromethane at 20℃;83%
In dichloromethane at 20℃;70%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

2,2-diethoxy-ethanamine
645-36-3

2,2-diethoxy-ethanamine

C27H45N3O6

C27H45N3O6

Conditions
ConditionsYield
In methanol; chloroform at 20℃; for 1h; Inert atmosphere;98%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

malononitrile
109-77-3

malononitrile

1,3,5-tris(2',2'-ethenyldicarbonnitrile)benzene
186508-05-4

1,3,5-tris(2',2'-ethenyldicarbonnitrile)benzene

Conditions
ConditionsYield
With 1,2,4,5-tetramethylbenzene; C193H176N12O6Zn2(4+) In chloroform-d1; [D3]acetonitrile at 20℃; for 48h; Reagent/catalyst; Knoevenagel Condensation;97%
With piperidine In 1,2-dimethoxyethane at 20℃; for 0.5h;95%
With piperidine In butan-1-ol at 50℃; for 8h;87%
With boron trioxide In ethanol for 2h; Heating;15%
3,6-dioxa-1,8-diaminooctane
929-59-9

3,6-dioxa-1,8-diaminooctane

C96H118N2O2(2+)*2F6P(1-)

C96H118N2O2(2+)*2F6P(1-)

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

benzene-1,3,5-trialdehyde

C36H48N6O6*C96H118N2O2(2+)*2F6P(1-)

C36H48N6O6*C96H118N2O2(2+)*2F6P(1-)

Conditions
ConditionsYield
Stage #1: 3,6-dioxa-1,8-diaminooctane; benzene-1,3,5-trialdehyde In chloroform-d1 at 20℃; for 1h;
Stage #2: C96H118N2O2(2+)*2F6P(1-) In chloroform-d1 at 20℃; for 2h;
97%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

ethylenediamine
107-15-3

ethylenediamine

propane-1,3-diamine

propane-1,3-diamine

Conditions
ConditionsYield
In dichloromethane at 20℃; Cooling with ice;96%
In ethyl acetate at 22℃; for 72.5h;74%
In methanol Inert atmosphere; Cooling with ice;
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

3-amino-2,4,6-trinitrotoluene
22603-58-3

3-amino-2,4,6-trinitrotoluene

3,3',3''-((1E,1'E,1''E)-benzene-1,3,5-triyltris(ethene-2,1-diyl))tris(2,4,6-trinitroaniline)

3,3',3''-((1E,1'E,1''E)-benzene-1,3,5-triyltris(ethene-2,1-diyl))tris(2,4,6-trinitroaniline)

Conditions
ConditionsYield
With piperidine In benzene for 16h; Knoevenagel Condensation; Dean-Stark; Reflux;96%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

3,4,5-trimethoxybenzohydrazide
3291-03-0

3,4,5-trimethoxybenzohydrazide

N'1,N'3,N'5-tris(3,4,5-trimethoxybenzylidene)benzene-1,3,5-tricarbohydrazide

N'1,N'3,N'5-tris(3,4,5-trimethoxybenzylidene)benzene-1,3,5-tricarbohydrazide

Conditions
ConditionsYield
With trifluoroacetic acid In chloroform for 4h; Reflux;95%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

1,3,5-tris(aminomethyl)-2,4,6-trifluorobenzene

1,3,5-tris(aminomethyl)-2,4,6-trifluorobenzene

C72H48F12N12

C72H48F12N12

Conditions
ConditionsYield
In methanol at 20℃; for 49h; Solvent;95%
1,2-Dihydro-N-methylcyclohepta[b]pyrrol-2-one
3336-87-6

1,2-Dihydro-N-methylcyclohepta[b]pyrrol-2-one

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

benzene-1,3,5-trialdehyde

1,3,5-tris[bis(1,2-dihydro-2-oxo-N-methylcyclohepta[b]pyrrol-3-yl)methyl]benzene

1,3,5-tris[bis(1,2-dihydro-2-oxo-N-methylcyclohepta[b]pyrrol-3-yl)methyl]benzene

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 48h;94%
1,3-bis(α-aminoisopropyl)benzene
19937-49-6

1,3-bis(α-aminoisopropyl)benzene

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

benzene-1,3,5-trialdehyde

C54H60N6

C54H60N6

Conditions
ConditionsYield
With acetic acid In acetonitrile at 20℃; for 168h;92%
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

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

benzene-1,3,5-trialdehyde

1,3,5-tris(2,4,6-trinitrostyryl)benzene

1,3,5-tris(2,4,6-trinitrostyryl)benzene

Conditions
ConditionsYield
With piperidine In benzene for 14h; Knoevenagel Condensation; Dean-Stark; Reflux;90.3%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

1,2-Dihydro-N-phenylcyclohepta[b]pyrrol-2-one
303730-52-1

1,2-Dihydro-N-phenylcyclohepta[b]pyrrol-2-one

1,3,5-tris[bis(1,2-dihydro-2-oxo-N-phenylcyclohepta[b]pyrrol-3-yl)methyl]benzene

1,3,5-tris[bis(1,2-dihydro-2-oxo-N-phenylcyclohepta[b]pyrrol-3-yl)methyl]benzene

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 48h;90%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

thiosemicarbazide
79-19-6

thiosemicarbazide

2,2′,2″-(benzene-1,3,5-triyltris(methanylylidene))tris(hydrazinecarbothioamide)
67002-24-8

2,2′,2″-(benzene-1,3,5-triyltris(methanylylidene))tris(hydrazinecarbothioamide)

Conditions
ConditionsYield
With acetic acid In methanol for 4h; Reflux;90%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

girard's reagent T
123-46-6

girard's reagent T

2,2',2''-((2E,2'E,2''E)-2,2',2''-(benzene-1,3,5-triyltris(methanylylidene))tris(hydrazin-1-yl-2-ylidene))tris(N,N,N-trimethyl-2-oxoethanaminium) chloride

2,2',2''-((2E,2'E,2''E)-2,2',2''-(benzene-1,3,5-triyltris(methanylylidene))tris(hydrazin-1-yl-2-ylidene))tris(N,N,N-trimethyl-2-oxoethanaminium) chloride

Conditions
ConditionsYield
In methanol for 24h; Reflux;90%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

1,3-bis[1-(4-aminophenyl)-1-methylethylidene]benzene
2687-27-6

1,3-bis[1-(4-aminophenyl)-1-methylethylidene]benzene

C90H84N6

C90H84N6

Conditions
ConditionsYield
With acetic acid In acetonitrile at 20℃; for 36h; Concentration;90%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

4-(Trifluoromethyl)phenylacetonitrile
2338-75-2

4-(Trifluoromethyl)phenylacetonitrile

C36H18F9N3

C36H18F9N3

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 3h; Knoevenagel Condensation; Reflux;90%
(S,S)-N-methyl-1,2-diphenylethylenediamine
203923-04-0

(S,S)-N-methyl-1,2-diphenylethylenediamine

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

benzene-1,3,5-trialdehyde

C54H48N6
1208333-07-6

C54H48N6

Conditions
ConditionsYield
Stage #1: (S,S)-N-methyl-1,2-diphenylethylenediamine; benzene-1,3,5-trialdehyde In dichloromethane at 20℃; for 3h; Inert atmosphere;
Stage #2: With N-Bromosuccinimide In dichloromethane at 0 - 20℃; Inert atmosphere;
88%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

3,5-bis(trifluoromethyl)phenylacetonitrile
85068-32-2

3,5-bis(trifluoromethyl)phenylacetonitrile

C39H15F18N3

C39H15F18N3

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 3h; Knoevenagel Condensation; Reflux;88%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

(1S, 2S)-trans-diaminocyclopentane dihydrochloride

(1S, 2S)-trans-diaminocyclopentane dihydrochloride

C66H72N12

C66H72N12

Conditions
ConditionsYield
With triethylamine In methanol; dichloromethane at 20℃; for 240h;87%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

2,2-Dimethyl-1,3-propanediol
126-30-7

2,2-Dimethyl-1,3-propanediol

5-(5,5-Dimethyl-[1,3]dioxan-2-yl)-benzene-1,3-dicarbaldehyde
950608-82-9

5-(5,5-Dimethyl-[1,3]dioxan-2-yl)-benzene-1,3-dicarbaldehyde

Conditions
ConditionsYield
With toluene-4-sulfonic acid86%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

(1R,2R)-1,2-diaminocyclohexane
20439-47-8

(1R,2R)-1,2-diaminocyclohexane

rac-CC3

rac-CC3

Conditions
ConditionsYield
In dichloromethane at 20℃; for 120h;85%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

N-benzylhydroxylamine hydrochloride
29601-98-7

N-benzylhydroxylamine hydrochloride

(1Z,1'Z,1''Z)-1,1',1''-(benzene-1,3,5-triyl)tris(N-benzylmethanimine oxide)

(1Z,1'Z,1''Z)-1,1',1''-(benzene-1,3,5-triyl)tris(N-benzylmethanimine oxide)

Conditions
ConditionsYield
With sodium hydrogencarbonate; sodium sulfate In tetrahydrofuran at 90℃; under 11251.1 Torr; for 6h; Microwave irradiation;85%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

(1R,2R)-1,2-diaminocyclohexane
20439-47-8

(1R,2R)-1,2-diaminocyclohexane

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 120h;83%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

1,2-bis(4-(bis(4-methoxyphenyl)amino)phenyl)ethane-1,2-dione

1,2-bis(4-(bis(4-methoxyphenyl)amino)phenyl)ethane-1,2-dione

N,N',N'',N

N,N',N'',N"',N"",N""'-(4,4',4'',4"',4"",4""'-(2,2',2''-(benzene-1,3,5-triyl)tris(1H-imidazole-5,4,2-triyl))hexakis(4,1-phenylene))hexakis(4-methoxy-N-(4-methoxyphenyl)benzenamine)

Conditions
ConditionsYield
With ammonium acetate; acetic acid at 140℃; for 15h;83%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

4-methoxybenzoic acid hydrazide
3290-99-1

4-methoxybenzoic acid hydrazide

N'1,N'3,N'5-tris(4-methoxybenzylidene)benzene-1,3,5-tricarbohydrazide

N'1,N'3,N'5-tris(4-methoxybenzylidene)benzene-1,3,5-tricarbohydrazide

Conditions
ConditionsYield
With trifluoroacetic acid In chloroform for 4h; Reflux;82%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

[(p-methylphenyl)sulfonylmethyl]isonitrile
38622-91-2, 36635-61-7

[(p-methylphenyl)sulfonylmethyl]isonitrile

C15H9N3O3
1006055-17-9

C15H9N3O3

Conditions
ConditionsYield
With potassium carbonate In methanol at 70℃; van Leusen oxazole synthesis;81%
benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

1,1-dimethylethylenediamine
811-93-8

1,1-dimethylethylenediamine

C60H72N12

C60H72N12

Conditions
ConditionsYield
In dichloromethane at 20℃; for 96h; Cooling with ice;81%

3163-76-6Relevant articles and documents

Strategy and design in fluorous phase immobilization: A systematic study of the effect of 'pony tails' (CH2)3(CF2)n-1CF3 on the partition coefficients of benzenoid compounds

Rocaboy, Christian,Rutherford, Drew,Bennett, Byron L.,Gladysz

, p. 596 - 603 (2000)

Fluorous solvents commonly exhibit temperature-dependent miscibilities with organic solvents. Thus, catalysts and reagents that have high affinities for fluorous solvents can be used in protocols that combine the advantages of one-phase chemistry (higher temperature) and biphase product separation (lower temperature). The high-yield conversion of benzaldehydes (via Wittig and hydrogenation reactions) to alkylbenzenes with one to three 'pony tails' (CH2)3(CF2)n-1CF3 (n = 6, 8, 10) is described. The toluene-CF3C6F11 partition coefficients show that three pony tails are necessary to achieve a high degree of fluorous phase immobilization. Copyright

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

A porous fluorinated organic [4+4] imine cage showing CO2and H2adsorption

Kunde, Tom,Nieland, Esther,Schr?der, Hendrik V.,Schalley, Christoph A.,Schmidt, Bernd M.

supporting information, p. 4761 - 4764 (2020/05/13)

We present the synthesis of a porous, organic [4+4] imine cage containing perfluorinated aromatic panels. Gas adsorption experiments show an uptake of 19.0 wt% CO2(4.2 mmol g-1, 273 K and at 1 bar) and 1.5 wt% H2(7.5 mmol g-1, 77 K and at 1 bar) for the specific surface area of 536 m2g-1of the crystalline material obtained directly from the reaction mixture, combined with an outstanding thermal stability, making it a very interesting porous material suitable for gas adsorption.

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