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623-27-8

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623-27-8 Usage

Chemical Properties

WHITE TO LIGHT YELLOW CRYSTALLINE POWDER

Uses

Terephthalaldehyde (cas# 623-27-8) is a compound useful in organic synthesis.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 3, p. 788, 1955Tetrahedron Letters, 36, p. 2285, 1995 DOI: 10.1016/0040-4039(95)00191-E

Purification Methods

Terephthalaldehyde [623-27-8] M 134.1, m 116o, b 245 -248o/771mm. Crystallise terephthalaldehyde from water. [Beilstein 7 IV 2140.]

Check Digit Verification of cas no

The CAS Registry Mumber 623-27-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 3 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 623-27:
(5*6)+(4*2)+(3*3)+(2*2)+(1*7)=58
58 % 10 = 8
So 623-27-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H6O2/c9-5-7-1-2-8(6-10)4-3-7/h1-6H

623-27-8 Well-known Company Product Price

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  • TCI America

  • (T0010)  Terephthalaldehyde  >98.0%(GC)

  • 623-27-8

  • 25g

  • 139.00CNY

  • Detail
  • TCI America

  • (T0010)  Terephthalaldehyde  >98.0%(GC)

  • 623-27-8

  • 100g

  • 398.00CNY

  • Detail
  • TCI America

  • (T0010)  Terephthalaldehyde  >98.0%(GC)

  • 623-27-8

  • 500g

  • 1,390.00CNY

  • Detail
  • Alfa Aesar

  • (A14930)  Terephthalaldehyde, 98%   

  • 623-27-8

  • 25g

  • 342.0CNY

  • Detail
  • Alfa Aesar

  • (A14930)  Terephthalaldehyde, 98%   

  • 623-27-8

  • 100g

  • 593.0CNY

  • Detail
  • Alfa Aesar

  • (A14930)  Terephthalaldehyde, 98%   

  • 623-27-8

  • 500g

  • 2073.0CNY

  • Detail

623-27-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Terephthalaldehyde

1.2 Other means of identification

Product number -
Other names 1,4-Phthalaldehyde

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:623-27-8 SDS

623-27-8Synthetic route

terephthalaldehyde mono(diethylacetal)
81172-89-6

terephthalaldehyde mono(diethylacetal)

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In water at 30℃; for 0.0833333h;100%
With erbium(III) triflate In nitromethane at 20℃; for 1.5h;99%
With water at 80℃; for 0.25h; microwave irradiation;99%
p-xylylene glycol
589-29-7

p-xylylene glycol

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With manganese(IV) oxide; molecular sieve In hexane for 3h; Heating;99%
With dihydrogen peroxide In water at 100℃; for 5.5h; chemoselective reaction;99%
With 1-methyl-1H-imidazole; copper(I) oxide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In acetonitrile at 25℃; for 24h;99%
disodium terephthalate
10028-70-3

disodium terephthalate

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran for 3h; Ambient temperature;99%
terephthalic acid Li-salt

terephthalic acid Li-salt

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran for 3h; Ambient temperature;99%
terephthaloyl chloride
100-20-9

terephthaloyl chloride

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With sodium tris(tert-butoxo)aluminium hydride In tetrahydrofuran; diethylene glycol dimethyl ether at -78℃; for 3h;98%
With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium(0) In benzene for 0.166667h; Ambient temperature;87%
With tri-n-butyl-tin hydride In 1-methyl-pyrrolidin-2-one at 20℃; Inert atmosphere;86%
4-(dibromomethyl)benzenecarbaldehyde

4-(dibromomethyl)benzenecarbaldehyde

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With zinc(II) chloride; trimethyl orthoformate at 80℃; for 0.0833333h; Mechanism; Reagent/catalyst;98%
With benzaldehyde dimethyl acetal; zinc(II) chloride In 2,2,4-trimethylpentane at 80℃; for 1h;83%
Multi-step reaction with 2 steps
1: sulfuric acid / 24 h / 20 °C
2: zinc(II) chloride / 1 h / 50 °C
View Scheme
4-(dimethoxymethyl)benzenecarbaldehyde
103781-93-7

4-(dimethoxymethyl)benzenecarbaldehyde

4-(dibromomethyl)benzenecarbaldehyde

4-(dibromomethyl)benzenecarbaldehyde

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With zinc(II) chloride at 80℃; for 1h;98%
terephthalonitrile
623-26-7

terephthalonitrile

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With C13H26B(1-)*K(1+) In tetrahydrofuran for 24h; Ambient temperature;97%
With sodium triethoxyalanate
With diisobutylaluminium hydride
1-(dibromomethyl)-4-(dimethoxymethyl)benzene

1-(dibromomethyl)-4-(dimethoxymethyl)benzene

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With zinc(II) chloride In neat (no solvent) at 50℃; for 1h;96%
With zinc(II) chloride In neat (no solvent) at 50℃; for 1h;96%
With zinc(II) chloride at 50℃; for 1h;96%
terephthalic acid
100-21-0

terephthalic acid

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With thexylbromoborane dimethyl sulfide complex In carbon disulfide; dichloromethane at -20 - 20℃; for 1h;95%
With 9-borabicyclo[3.3.1]nonane dimer; lithium dihydrido borata-bicyclo[3.3.0]nonane In tetrahydrofuran for 6h; Ambient temperature;92%
With palladium(II) acetylacetonate; hydrogen; 2,2-dimethylpropanoic anhydride; dicyclohexylphenylphosphine In tetrahydrofuran at 80℃; under 3750.38 Torr; for 20h; Inert atmosphere;85%
4-(1,1-diacetoxymethane)benzaldehyde-1,1-diacetate
93007-21-7

4-(1,1-diacetoxymethane)benzaldehyde-1,1-diacetate

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With 2,6-dicarboxypyridinium chlorochromate In acetonitrile at 20℃; for 0.333333h;94%
With poly(amidoamine) dendrimer functionalized sulfonic acid In methanol at 20℃; for 1h;93%
With rice husk supported FeCl3 nanoparticles In ethanol at 70℃; for 0.25h;91%
1,4-bis(1,3-dioxolan-2-yl)benzene
5660-56-0

1,4-bis(1,3-dioxolan-2-yl)benzene

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With water at 90℃; for 4h; Green chemistry; chemoselective reaction;93%
With CuCl2*2H2O In acetonitrile for 1.5h; Ambient temperature;88%
With lithium chloride In water; dimethyl sulfoxide at 90℃; for 18h;84%
terephthalaldehyde oxime
69386-99-8, 18705-39-0

terephthalaldehyde oxime

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With periodic acid at 20℃; for 0.416667h;92%
With cellulose supported Cu-nanoparticles In water at 100℃; for 0.133333h; Microwave irradiation; Green chemistry;85%
p-xylylidenediamine
539-48-0

p-xylylidenediamine

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With 3-carboxypyridinium dichromate In acetonitrile at 20℃; for 0h;92%
With zinc dichromate trihydrate at 20℃; grinding; neat (no solvent); chemoselective reaction;91%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene In dichloromethane at 0 - 20℃; for 0.333333h; Inert atmosphere; Green chemistry;85%
4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; nitromethane; oxygen; 1,10-ethyleneisoalloxazinium chloride at 40℃; for 14h;91%
With 9-fluorenone In dimethyl sulfoxide at 20℃; Irradiation;90%
With ammonium hydroxide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In ethanol at 50℃; for 30h;89%
para-xylene
106-42-3

para-xylene

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With 1,4-dichloro-1,4-diazoniabicyclo[2,2,2]octane bis-chloride; water at 40℃; for 0.25h; pH=7;91%
With tert.-butylhydroperoxide In water at 60℃; for 3.25h; Green chemistry;88%
With tert.-butylhydroperoxide; C29H25Cl2N4Ru(1+)*F6P(1-) In acetonitrile at 60℃; for 4h; Schlenk technique; Inert atmosphere;74%
1,4-bis(dibromomethyl)benzene
1592-31-0

1,4-bis(dibromomethyl)benzene

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With benzaldehyde dimethyl acetal; zinc(II) chloride In 2,2,4-trimethylpentane at 80℃; for 1h; Catalytic behavior; Solvent; Temperature;90%
With trimethyl phosphite at 180℃; for 21h;72%
With sulfuric acid at 120 - 130℃;
1,4-bis(dibromomethyl)benzene
1592-31-0

1,4-bis(dibromomethyl)benzene

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

A

terephthalaldehyde,
623-27-8

terephthalaldehyde,

B

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With zinc(II) chloride In 2,2,4-trimethylpentane at 80℃; for 1h; Concentration; Reagent/catalyst; Temperature; Solvent; Time;A 90%
B 28%
4-((1R*,2R*)-1,2-dihydroxy-2-phenylethyl)benzaldehyde

4-((1R*,2R*)-1,2-dihydroxy-2-phenylethyl)benzaldehyde

A

terephthalaldehyde,
623-27-8

terephthalaldehyde,

B

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With C21H12Cl6NO4V In toluene at 80℃; under 760.051 Torr; chemoselective reaction;A 87%
B 81%
4-cyanobenzaldehyde
105-07-7

4-cyanobenzaldehyde

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With calcium bis(hypophosphite); calcium acetate; nickel(II) acetate tetrahydrate In ethanol; water at 100℃; for 48h; Sealed tube;85%
Stage #1: 4-cyanobenzaldehyde With trimethylsilyl trifluoromethanesulfonate; triphenylphosphine In dichloromethane at 20℃; for 1h;
Stage #2: With diisobutylaluminium hydride In hexane; dichloromethane at 0℃; regioselective reaction;
65%
1,4-phenylene bis(trifluoromethanesulfonate)
17763-88-1

1,4-phenylene bis(trifluoromethanesulfonate)

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With triethylsilane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium acetate In acetonitrile at 25℃; for 16h; Schlenk technique; Inert atmosphere;85%
N-cyclohexyl-4-formylbenzamide
128204-86-4

N-cyclohexyl-4-formylbenzamide

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
Stage #1: N-cyclohexyl-4-formylbenzamide With 2-fluoropyridine; trifluoromethylsulfonic anhydride In dichloromethane at -78 - 0℃; Inert atmosphere;
Stage #2: With triethylsilane In dichloromethane at 0℃; Inert atmosphere;
Stage #3: With citric acid In tetrahydrofuran; dichloromethane; water at 45℃; for 2h; chemoselective reaction;
84%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

4-(dibromomethyl)benzenecarbaldehyde

4-(dibromomethyl)benzenecarbaldehyde

A

terephthalaldehyde,
623-27-8

terephthalaldehyde,

B

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With zinc(II) chloride In 2,2,4-trimethylpentane at 80℃; for 1h;A 83%
B 55%
1,4-Divinylbenzene
105-06-6

1,4-Divinylbenzene

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With cadmium sulphide In neat (no solvent) at 20℃; for 12h; Irradiation;83%
With air; Ag/AgBr/TiO2 nanotubes In acetonitrile at 20℃; for 48h; Irradiation;55%
para-xylene
106-42-3

para-xylene

acetic acid
64-19-7

acetic acid

A

terephthalic acid
100-21-0

terephthalic acid

B

p-methylbenzyl alcohol acetate
2216-45-7

p-methylbenzyl alcohol acetate

C

terephthalaldehyde,
623-27-8

terephthalaldehyde,

D

p-Toluic acid
99-94-5

p-Toluic acid

Conditions
ConditionsYield
With oxygen; manganese(II) acetate; cobalt(II) bromide In acetic acid at 189.85℃; under 15200 Torr; for 3h; Further byproducts given;A 82.7%
B 0.7%
C 0.6%
D 3.8%
1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With triethylsilane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium acetate In acetonitrile at 60℃; for 16h; Schlenk technique; Inert atmosphere;82%
4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With thexylbromoborane dimethyl sulfide complex In carbon disulfide; dichloromethane at -20 - 20℃; for 1h;81%
4-chloromethylbenzaldehyde
73291-09-5

4-chloromethylbenzaldehyde

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With 4Na(1+)*6H(1+)*NiMo6O24(10-)=Na4H6NiMo6O24; oxygen In water; acetonitrile at 20℃; under 760.051 Torr; for 12h; Irradiation;80%
4-methyloxymethylhydroxymethylhydroxymethylcyclohexane
62172-89-8

4-methyloxymethylhydroxymethylhydroxymethylcyclohexane

A

4-(methoxymethyl)benzaldehyde
93943-06-7

4-(methoxymethyl)benzaldehyde

B

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With nitric acid In dichloromethane at 20℃; for 1h;A 79%
B 8%
terephthalaldehyde,
623-27-8

terephthalaldehyde,

benzylamine
100-46-9

benzylamine

1,4-bis(benzyliminomethyl)benzene
20941-14-4

1,4-bis(benzyliminomethyl)benzene

Conditions
ConditionsYield
In methanol at 20℃;100%
In methanol at 20℃;80%
N,N'-diacetylpiperazin-2,5-dione
3027-05-2

N,N'-diacetylpiperazin-2,5-dione

terephthalaldehyde,
623-27-8

terephthalaldehyde,

3,6-di(4-carboxybenzylidene)piperazine-2,5-dione
117563-31-2

3,6-di(4-carboxybenzylidene)piperazine-2,5-dione

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 25℃; for 2h; 2:1 excess of dialdehyde;100%
terephthalaldehyde,
623-27-8

terephthalaldehyde,

phenethylamine
64-04-0

phenethylamine

N,N'-Bis-2-phenylethyl-p-phenylendimethanimin

N,N'-Bis-2-phenylethyl-p-phenylendimethanimin

Conditions
ConditionsYield
In methanol at 20℃; for 48h;100%
90%
terephthalaldehyde,
623-27-8

terephthalaldehyde,

N-phenylphenylene-1,4-diamine
101-54-2

N-phenylphenylene-1,4-diamine

N,N’-(1,4-phenylenebis(methanylylidene))bis(N-phenylbenzene-1,4-diamine)

N,N’-(1,4-phenylenebis(methanylylidene))bis(N-phenylbenzene-1,4-diamine)

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 10h; Reflux; Dean-Stark;100%
In methanol for 0.5h; Heating;
terephthalaldehyde,
623-27-8

terephthalaldehyde,

terephthalaldehyde oxime
69386-99-8, 18705-39-0

terephthalaldehyde oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride100%
With sodium hydroxide; hydroxylamine hydrochloride In ethanol at 0℃; for 1h;98%
With hydroxylamine hydrochloride96%
terephthalaldehyde,
623-27-8

terephthalaldehyde,

E,E-terephthalaldoxime

E,E-terephthalaldoxime

Conditions
ConditionsYield
With pyridine; hydroxylamine hydrochloride In ethanol100%
With sodium hydroxide; hydroxylamine hydrochloride In ethanol; water at 20℃; for 2h;89%
With hydroxylamine hydrochloride; sodium carbonate In ethanol at 20℃;80%
With pyridine; hydroxylamine hydrochloride In ethanol Condensation;
1,2-Dihydro-N-methylcyclohepta[b]pyrrol-2-one
3336-87-6

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

terephthalaldehyde,
623-27-8

terephthalaldehyde,

1,4-bis[bis(1,2-dihydro-2-oxo-N-methylcyclohepta[b]pyrrol-3-yl)methyl]benzene

1,4-bis[bis(1,2-dihydro-2-oxo-N-methylcyclohepta[b]pyrrol-3-yl)methyl]benzene

Conditions
ConditionsYield
In dichloromethane; trifluoroacetic acid at 20℃; for 48h;100%
terephthalaldehyde,
623-27-8

terephthalaldehyde,

2-hydrazino-2-imidazoline hydrobromide
55959-84-7

2-hydrazino-2-imidazoline hydrobromide

1,4-bis((E)-(2-(4,5-dihydro-1H-imidazol-2-yl)hydrazono)methyl)benzene dihydrobromide

1,4-bis((E)-(2-(4,5-dihydro-1H-imidazol-2-yl)hydrazono)methyl)benzene dihydrobromide

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 2h; Heating;100%
terephthalaldehyde,
623-27-8

terephthalaldehyde,

ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

z-bis-ethyl[1,4-phenylene]-bis-(3-propenoate)

z-bis-ethyl[1,4-phenylene]-bis-(3-propenoate)

Conditions
ConditionsYield
In dichloromethane at 20℃; for 48h; Heating / reflux;100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

terephthalaldehyde,
623-27-8

terephthalaldehyde,

N,N′-(1,4-phenylenebis(methylene))bis(1-(pyridin-2-yl)methanamine)
297771-20-1

N,N′-(1,4-phenylenebis(methylene))bis(1-(pyridin-2-yl)methanamine)

Conditions
ConditionsYield
Stage #1: 2-(Aminomethyl)pyridine; terephthalaldehyde, In benzene Heating / reflux;
Stage #2: With hydrogen; palladium 10% on activated carbon In methanol under 1551.49 Torr; for 20h;
100%
C44H66N4O6
1078738-89-2

C44H66N4O6

terephthalaldehyde,
623-27-8

terephthalaldehyde,

C104H136N8O12

C104H136N8O12

Conditions
ConditionsYield
In chloroform at 60℃; for 12h; Inert atmosphere;100%
2-methylquinoline
91-63-4

2-methylquinoline

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With acetic anhydride for 6h; Reflux;100%
With acetic anhydride for 6h; Reflux;100%
C14H24N2O2Si
1000297-54-0

C14H24N2O2Si

terephthalaldehyde,
623-27-8

terephthalaldehyde,

C36H50N4O4Si2
1166847-47-7

C36H50N4O4Si2

Conditions
ConditionsYield
In toluene at 145℃; Inert atmosphere;100%
3,6-dioxa-1,8-diaminooctane
929-59-9

3,6-dioxa-1,8-diaminooctane

terephthalaldehyde,
623-27-8

terephthalaldehyde,

cyclobis(paraquat-1,4-phenylene) tetrakis(hexafluorophosphate)
117271-77-9

cyclobis(paraquat-1,4-phenylene) tetrakis(hexafluorophosphate)

C28H36N4O4*C36H32N4(4+)*4F6P(1-)

C28H36N4O4*C36H32N4(4+)*4F6P(1-)

Conditions
ConditionsYield
In [D3]acetonitrile at 20℃; for 2h;100%
p-Trifluoromethylbenzylamine
3300-51-4

p-Trifluoromethylbenzylamine

terephthalaldehyde,
623-27-8

terephthalaldehyde,

α,α'-bis(4-trifluoromethylbenzylimino)-p-xylene
1276692-19-3

α,α'-bis(4-trifluoromethylbenzylimino)-p-xylene

Conditions
ConditionsYield
In toluene Reflux;100%
t-butoxycarbonylhydrazine
870-46-2

t-butoxycarbonylhydrazine

terephthalaldehyde,
623-27-8

terephthalaldehyde,

(2E,2'E)-di-tert-butyl 2,2'-(1,4-phenylenebis(methan-1-yl-1-ylidene))bis(hydrazinecarboxylate)
1338091-72-7

(2E,2'E)-di-tert-butyl 2,2'-(1,4-phenylenebis(methan-1-yl-1-ylidene))bis(hydrazinecarboxylate)

Conditions
ConditionsYield
at 20℃; for 1.5h; Neat (no solvent); Ball-milling;100%
1,3-dimethylbarbituric acid
769-42-6

1,3-dimethylbarbituric acid

terephthalaldehyde,
623-27-8

terephthalaldehyde,

dimedone
126-81-8

dimedone

diethylamine
109-89-7

diethylamine

4-((6-hydroxy-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)(2-hydroxy-4,4-dimethyl-6-oxocyclohex-1-en-1-yl)methyl)benzaldehyde diethylaminium salt
1621511-22-5

4-((6-hydroxy-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)(2-hydroxy-4,4-dimethyl-6-oxocyclohex-1-en-1-yl)methyl)benzaldehyde diethylaminium salt

Conditions
ConditionsYield
In water at 20℃; Inert atmosphere;100%
With water at 20℃; Green chemistry;90%
1,3-dimethylbarbituric acid
769-42-6

1,3-dimethylbarbituric acid

terephthalaldehyde,
623-27-8

terephthalaldehyde,

diethylamine
109-89-7

diethylamine

4-(bis(6-hydroxy-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl)benzaldehyde diethylaminium salt
1621511-09-8

4-(bis(6-hydroxy-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl)benzaldehyde diethylaminium salt

Conditions
ConditionsYield
In water at 20℃; Inert atmosphere;100%
With water; dimedone at 20℃; Green chemistry;92%
4-methyl-morpholine
109-02-4

4-methyl-morpholine

terephthalaldehyde,
623-27-8

terephthalaldehyde,

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

A

tetraethyl 3,3'-(1,4-phenylene)bis(1,2-dicyanocyclopropane-1,2-dicarboxylate)

tetraethyl 3,3'-(1,4-phenylene)bis(1,2-dicyanocyclopropane-1,2-dicarboxylate)

B

C5H11NO*C5H6BrNO2

C5H11NO*C5H6BrNO2

Conditions
ConditionsYield
With bromocyane In ethanol at 0 - 20℃; for 0.00138889h; Michael Addition; Sealed tube; stereoselective reaction;A 100%
B n/a
BARBITURIC ACID
67-52-7

BARBITURIC ACID

terephthalaldehyde,
623-27-8

terephthalaldehyde,

dimedone
126-81-8

dimedone

diethylamine
109-89-7

diethylamine

C4H11N*C20H20N2O6

C4H11N*C20H20N2O6

Conditions
ConditionsYield
In water at 20℃; Inert atmosphere;100%
terephthalaldehyde,
623-27-8

terephthalaldehyde,

dimedone
126-81-8

dimedone

diethylamine
109-89-7

diethylamine

C24H28O5*C4H11N

C24H28O5*C4H11N

Conditions
ConditionsYield
In water at 20℃; Inert atmosphere;100%
BARBITURIC ACID
67-52-7

BARBITURIC ACID

1,3-dimethylbarbituric acid
769-42-6

1,3-dimethylbarbituric acid

terephthalaldehyde,
623-27-8

terephthalaldehyde,

diethylamine
109-89-7

diethylamine

C4H11N*C18H16N4O7

C4H11N*C18H16N4O7

Conditions
ConditionsYield
In water at 20℃; Inert atmosphere;100%
terephthalaldehyde,
623-27-8

terephthalaldehyde,

allyl-trimethyl-silane
762-72-1

allyl-trimethyl-silane

1,4-Bis-(1-trimethylsilanyloxy-but-3-enyl)-benzene

1,4-Bis-(1-trimethylsilanyloxy-but-3-enyl)-benzene

Conditions
ConditionsYield
Stage #1: terephthalaldehyde, With Al-MCM-41 In dichloromethane at 35℃; for 0.0833333h; Inert atmosphere;
Stage #2: allyl-trimethyl-silane In dichloromethane at 35℃; for 0.416667h; Inert atmosphere;
100%
4-Bromophenylacetonitrile
16532-79-9

4-Bromophenylacetonitrile

terephthalaldehyde,
623-27-8

terephthalaldehyde,

1,4-bis-(4-bromo-α-cyanostyryl)benzene

1,4-bis-(4-bromo-α-cyanostyryl)benzene

Conditions
ConditionsYield
With sodium ethanolate In ethanol at 40℃; for 1h; Knoevenagel Condensation;100%
With sodium methylate In methanol; ethanol at 20℃; for 0.166667h;98%
terephthalaldehyde,
623-27-8

terephthalaldehyde,

malononitrile
109-77-3

malononitrile

2-cyano-3-[4-(2,2-dicyanovinyl)phenyl]acrylonitrile
17239-69-9

2-cyano-3-[4-(2,2-dicyanovinyl)phenyl]acrylonitrile

Conditions
ConditionsYield
With sulfuric acid-modified polyethyleneglycol-6000 In neat (no solvent) at 70℃; for 0.0333333h; Knoevenagel Condensation; Green chemistry;99%
With 3-(2-(piperidin-1-yl)ethylthio)propyl-modified silica In ethanol; water at 20℃; for 0.2h; Knoevenagel condensation;97%
With 2,4-Dinitro-phenol; compound with 1-methyl-piperidine In ethanol at 20℃; for 0.0833333h; Knoevenagel Condensation; Green chemistry;95%
terephthalaldehyde,
623-27-8

terephthalaldehyde,

diethyl malonate
105-53-3

diethyl malonate

tetraethyl-2,2′-[1,4-phenylenebis(methanylylidene)]dimalonate
6337-43-5

tetraethyl-2,2′-[1,4-phenylenebis(methanylylidene)]dimalonate

Conditions
ConditionsYield
With sulfuric acid-modified polyethyleneglycol-6000 at 70℃; for 0.0333333h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; Knoevenagel Condensation; Green chemistry;99%
With formic acid; triethylamine at 40℃; for 3h;96.9%
With methylamine hydrochloride; sodium acetate In methanol at 20℃; for 25h; Knoevenagel condensation;71%
With piperidine; acetic acid In ethanol Knoevenagel Condensation; Inert atmosphere; Reflux;48.2%
terephthalaldehyde,
623-27-8

terephthalaldehyde,

p-xylylene glycol
589-29-7

p-xylylene glycol

Conditions
ConditionsYield
With C48H43ClN2P2Ru; ammonium formate In water; toluene at 90℃; for 10h; Catalytic behavior; Schlenk technique;99%
Stage #1: terephthalaldehyde, With [HC{(Me)CN(2,6-iPr2C6H3)}2MgnBu]; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In toluene at 20℃; for 8h; Inert atmosphere;
Stage #2: With hydrogenchloride; water In methanol; toluene for 1h; Inert atmosphere; Reflux;
97%
With hydrogen In methanol at 130℃; under 11251.1 Torr; for 2h; Catalytic behavior; Autoclave;96.3%
terephthalaldehyde,
623-27-8

terephthalaldehyde,

4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

Conditions
ConditionsYield
With copper acetylacetonate; oxygen; sodium hydroxide; 1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene In water at 50℃; under 760.051 Torr; for 12h; Sealed tube;99%
With 4H3N*4H(1+)*CuMo6O18(OH)6(4-); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 12h;99%
With carbon dioxide; potassium carbonate; 1,3-bis(mesityl)imidazolium chloride In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 72h;95%

623-27-8Relevant articles and documents

4-(dibromomethyl)benzaldehyde and its reactions with primary amines

Gazizov,Ivanova, S. Yu.,Bagauva,Karimova,Ibragimov, Sh. N.,Musin

, p. 2209 - 2211 (2015)

-

Metal nanoparticles decorated MIL-125-NH2 and MIL-125 for efficient photocatalysis

Qiu, Jianhao,Yang, Lvye,Li, Ming,Yao, Jianfeng

, p. 297 - 306 (2019)

Metal nanoparticles (NPs) decorated MOFs for photocatalysis has drawn enormous attention in the past decade. Here, a series of M/Ti-MOFs (M = Pt and Au, Ti-MOFs = MIL-125-NH2 and MIL-125) has been synthesized through a facile post-synthetic method and the metal NPs highly dispersed on surface of MOFs with major sizes of 3–9 nm. Light absorption edges of scaffolds are crucial in the photocatalytic oxidation of benzyl alcohol over M/MIL-125-NH2 and M/MIL-125. The conversion of benzyl alcohol over Pt/MIL-125-NH2 is 2.4 times and 1.9 times higher than that of pristine MIL-125-NH2 and Au/MIL-125-NH2, respectively. Besides, Pt/MIL-125-NH2 photocatalyst also exhibited good activity for Cr(VI) reduction compared to that of MIL-125-NH2. The enhanced photocatalytic activity of Pt/MIL-125-NH2 is contributed to the rapid transfer of photo-induced electrons and decreased recombination of electron-hole pairs, which is verified by measurements of photocurrent and Electrochemical Impedance Spectroscopy. We hope that this study will provide worthy information for designing metal/MOFs or metal/MOFs-NH2 photocatalysts.

Nano–silica functionalized with thiol–based dendrimer as a host for gold nanoparticles: An efficient and reusable catalyst for chemoselective oxidation of alcohols

Haghshenas Kashani, Sara,Landarani-Isfahani, Amir,Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah,Mohammadpoor-Baltork, Iraj

, (2018)

In this paper, we present the synthesis of Au nanoparticles supported on nanosilica thiol based dendrimer, nSTDP. The catalyst was prepared by reduction of HAuCl4 with NaBH4 in the presence of nSTDP. The resulting Aunp–nSTDP materials were characterized by FT–IR and UV–vis spectroscopic methods, SEM, TEM, TGA, XPS and ICP analyses. The characterization of the catalyst showed that Au nanoparticles with the size of 2–6?nm are homogeneously distributed on the nSTDP dendrimer with a catalyst loading of about 0.19?mmol/g of catalyst. The Aunp–nSTDP catalyst was used in the oxidation of alcohols with tert–butyl hydroperoxide (TBHP) as oxidant. The influence of vital reaction parameters such as solvent, oxidant and amount of catalyst on the oxidation of alcohols was investigated. These reactions were best performed in an acetonitrile/water mixture (3:2) in the presence of 0.76?mol% of the catalyst on the basis of the Au content at 80?°C under atmospheric pressure of air to afford the desired products in high yields (80–93% for benzyl alcohols). The Aunp–nSTDP catalyst exhibited a high selectivity toward the corresponding aldehyde and ketone (up to 100%). Reusabiliy and stability tests demonstrated that the Aunp–nSTDP catalyst can be recycled with a negligible loss of its activity. Also this catalytic exhibited a good chemoselectivity in the oxidation of alcohols.

Samarium-based Grignard-type addition of organohalides to carbonyl compounds under catalysis of CuI

Liu, Chen,Liu, Yongjun,Qi, Yan,Song, Bin,Wang, Liang,Xiao, Shuhuan

, p. 6169 - 6172 (2021/06/30)

Grignard-type additions were readily achieved under the mediation of CuI (10 mol%) and samarium (2 equiv.) by employing various organohalides,e.g.benzyl, aryl, heterocyclic and aliphatic halides (Cl, Br or I), and diverse carbonyl compounds (e.g.carbonic esters, carboxylic esters, acid anhydrides, acyl chlorides, ketones, aldehydes, propylene epoxides and formamides) to afford alcohols, ketones and aldehydes, respectively, with high efficiency and chemoselectivity, in which the organosamarium intermediate might be involved.

Method for preparing aldehyde ketone compound through olefin oxidation

-

Paragraph 0019, (2021/04/07)

The invention provides a method for preparing an aldehyde ketone compound by olefin oxidation, which relates to an olefin oxidative cracking reaction in which oxygen participates. The method comprises the following specific steps: in the presence of a solvent and an oxidant, carrying out oxidative cracking on an olefin raw material to obtain a corresponding aldehyde ketone product. Compared with the traditional method, the method does not need to add any catalyst or ligand, does not need to use high-pressure oxygen, has the advantages of simple and mild reaction conditions, environment friendliness, low cost, high atom economy and the like, is wide in substrate application range and high in yield, and has a wide application prospect in the aspects of synthesis of aldehyde ketone medical intermediates and chemical raw materials.

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