Product Name

  • Name

    Terephthalaldehyde

  • EINECS 210-784-8
  • CAS No. 623-27-8
  • Article Data271
  • CAS DataBase
  • Density 1.189 g/cm3
  • Solubility 3 g/L (50 °C) in water
  • Melting Point 114-116 °C(lit.)
  • Formula C8H6O2
  • Boiling Point 246.5 °C at 760 mmHg
  • Molecular Weight 134.134
  • Flash Point 101.7 °C
  • Transport Information
  • Appearance white to light yellow crystalline powder
  • Safety 22-24/25-36-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 623-27-8 (Terephthalaldehyde)
  • Hazard Symbols IrritantXi
  • Synonyms Terephtaldehyde;Terephthalic aldehyde;Terephthaldialdehyde;Terephtaldehydes [French];4-Formylbenzaldehyde;Terephthaladehyde (8CI);p-Formylbenzaldehyde;p-Phthalaldehyde;Terephthaladehyde;p-Benzenedicarboxaldehyde;benzene-1,4-dicarbaldehyde;1,4-Benzenedicarboxaldehyde;Terephthaldehyde;1,4-Diformylbenzene;Terephthaldicarboxaldehyde;
  • PSA 34.14000
  • LogP 1.31160

Synthetic 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%
...Expand
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%
dicobalt octacarbonyl
15226-74-1, 61091-28-9, 61117-58-6

dicobalt octacarbonyl

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%
...Expand
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%
...Expand
dicobalt octacarbonyl
15226-74-1, 61091-28-9, 61117-58-6

dicobalt octacarbonyl

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,

A-ST
24346-76-7

A-ST

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%
...Expand
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%
...Expand
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%
...Expand
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
...Expand
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%
...Expand
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%
...Expand
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%
...Expand
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%

1,4-Phthalaldehyde Chemical Properties

Molecular Structure of 1,4-Phthalaldehyde (CAS NO.623-27-8):

IUPAC Name: terephthalaldehyde 
Empirical Formula: C8H6O2
Molecular Weight: 134.132
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 2
Polar Surface Area: 34.14 Å2
Index of Refraction: 1.622
Molar Refractivity: 39.75 cm3
Molar Volume: 112.7 cm3
Surface Tension: 48.3 dyne/cm
Density: 1.189 g/cm3
Flash Point: 101.7 °C
Enthalpy of Vaporization: 48.36 kJ/mol
Boiling Point: 246.5 °C at 760 mmHg
Vapour Pressure: 0.027 mmHg at 25°C
EINECS: 210-784-8
Melting point: 114-116 °C(lit.)
Water Solubility: 3 g/L (50 oC)
Sensitive: Air Sensitive
InChI
InChI=1/C8H6O2/c9-5-7-1-2-8(6-10)4-3-7/h1-6H
Smiles
c1(ccc(C=O)cc1)C=O
EINECS: 210-784-8
Product Categories: Aromatic Aldehydes & Derivatives (substituted); Fluorenes, etc. (reagent for high-performance polymer research); Functional Materials; Reagent for High-Performance Polymer Research

1,4-Phthalaldehyde Toxicity Data With Reference

1.    

unr-mus LDLo:1154 mg/kg

     COREAF    Comptes Rendus Hebdomadaires des Seances de l’Academie des Sciences. 246 (1958),851.

1,4-Phthalaldehyde Consensus Reports

Reported in EPA TSCA Inventory.

1,4-Phthalaldehyde Safety Profile

Moderately toxic by an unspecified route. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
The Hazard Codes of 1,4-Phthalaldehyde (CAS NO.623-27-8):  Xi
The Risk Statements information:
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information:
22:  Do not breathe dust 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
24/25:  Avoid contact with skin and eyes 
WGK Germany: 1

1,4-Phthalaldehyde Specification

  1,4-Phthalaldehyde , with CAS number of 623-27-8, can be called 1,4-Benzenedicarboxaldehyde ; benzene-1,4-dicarbaldehyde ; Benzol-1,4-dicarbaldehyd ; Terephthalaldehyde . It is a white to light yellow crystalline powder.

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