Succindialdehyde supplier | CasNO.638-37-9

Name
SUCCINALDEHYDE
EINECS 211-333-8
CAS No. 638-37-9
Article Data124
CAS DataBase
Density 0.965 g/cm³
Solubility
Melting Point
Formula C₄H₆O₂
Boiling Point 154.1 °C at 760 mmHg
Molecular Weight 86.0904
Flash Point 50.4 °C
Transport Information
Appearance
Safety 36/37
Risk Codes 40
Molecular Structure
Hazard Symbols Xn
Synonyms Succinaldehyde(6CI,8CI);1,4-Butanedial;1,4-Butanedione;4-Oxobutyraldehyde;NSC 11057;Butanedial;Succinic aldehyde;Succinic dialdehyde;β-Formylpropionaldehyde;
PSA 34.14000
LogP 0.16440

Synthetic route

: 5259-72-3, 10060-40-9, 111-78-4
1,5-dicyclooctadiene

: 638-37-9
butanedial

Conditions

Conditions	Yield
Stage #1: cyclo-octa-1,5-diene With ozone In ethanol; dichloromethane at -78℃; Stage #2: With triphenylphosphine In ethanol; dichloromethane at -78 - 20℃;	98%
Stage #1: cyclo-octa-1,5-diene With oxygen; ozone In dichloromethane at -78℃; Stage #2: With triphenylphosphine In dichloromethane at -78 - 20℃;	98%
Stage #1: cyclo-octa-1,5-diene With ozone In dichloromethane at -78℃; Stage #2: With triphenylphosphine In dichloromethane at -78 - 20℃; Inert atmosphere;

: 110-15-6
succinic acid

: 638-37-9
butanedial

Conditions

Conditions	Yield
With thexylbromoborane dimethyl sulfide complex In carbon disulfide; dichloromethane at -20 - 20℃; for 1h;	93%

: 612-14-6
phthalyl alcohol

A: 87-41-2
2-benzofuran-1(3H)-one

B: 638-37-9
butanedial

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; [2,2]bipyridinyl; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; 9-azabicyclo<3.3.1>nonane-N-oxyl In acetonitrile at 22℃; for 2h;	A 92% B 8%

: 110-82-7
cyclohexane

: 85684-59-9
percarbonate de O,O-t-butyle et O-vinyle

A: 625-34-3
3-oxobutyraldehyde

B: 638-37-9
butanedial

C: 92-51-3
cyclohexylcyclohexane

D: 5664-21-1
cyclohexylacetaldehyde

E: 67-64-1
acetone

F: 75-65-0
tert-butyl alcohol

Conditions

Conditions	Yield
at 140℃; for 3.5h; Product distribution; Mechanism; sealed tube;	A 7% B 4% C n/a D 25% E 5% F 90%

...Expand

: 110-63-4
Butane-1,4-diol

: 638-37-9
butanedial

Conditions

Conditions	Yield
With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In dichloromethane; water at 0 - 10℃; for 1h;	88.6%
With pivaloyl chloride; dimethyl sulfoxide; triethylamine In dichloromethane at -78 - 20℃; for 1h;	86%
With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane at -10 - 0℃; for 2.5h;
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene In dichloromethane at 35℃; for 0.075h; Flow reactor; chemoselective reaction;	91 %Chromat.

: 696-59-3
cis,trans-2,5-dimethoxytetrahydrofuran

: 638-37-9
butanedial

Conditions

Conditions	Yield
With hydrogenchloride; water at 20℃; for 0.25h;	87%
With hydrogenchloride In water at 90℃; for 1h;	77%
With hydrogenchloride; water; sodium carbonate for 10h;	70%

: 6922-39-0
succinaldehyde bis(dimethyl acetal)

: 638-37-9
butanedial

Conditions

Conditions	Yield
With acetic acid In water for 1h;	85%

: C9H20O4

: 638-37-9
butanedial

Conditions

Conditions	Yield
With acetic acid In water for 1h;	82%

: C10H20O4

: 638-37-9
butanedial

Conditions

Conditions	Yield
With acetic acid In water for 1h;	82%

: 98-82-8
Isopropylbenzene

: 85684-59-9
percarbonate de O,O-t-butyle et O-vinyle

A: 625-34-3
3-oxobutyraldehyde

B: 638-37-9
butanedial

C: 1889-67-4
dicumene

D: 75-07-0
acetaldehyde

E: 67-64-1
acetone

F: 75-65-0
tert-butyl alcohol

Conditions

Conditions	Yield
at 140℃; for 3.5h; Product distribution; Mechanism; sealed tube;	A 15% B 10% C n/a D n/a E 25% F 69%

...Expand

: 98-82-8
Isopropylbenzene

: 85684-59-9
percarbonate de O,O-t-butyle et O-vinyle

A: 625-34-3
3-oxobutyraldehyde

B: 638-37-9
butanedial

C: 67-64-1
acetone

D: 75-65-0
tert-butyl alcohol

Conditions

Conditions	Yield
at 140℃; for 3.5h; sealed tube;	A 15% B 10% C 25% D 69%

...Expand

: 696-59-3
cis,trans-2,5-dimethoxytetrahydrofuran

: 67-56-1
methanol

: 638-37-9
butanedial

Conditions

Conditions	Yield
Stage #1: cis,trans-2,5-dimethoxytetrahydrofuran In water at 75℃; for 4h; Stage #2: methanol In water at 115℃;	69%

: 3320-90-9
2,5-diethoxytetrahydrofurane

: 638-37-9
butanedial

Conditions

Conditions	Yield
With sulfuric acid In water Reflux; Inert atmosphere;	56%
With hydrogenchloride
With hydrogenchloride

: 280-53-5
2,3-dioxabicyclo<2.2.2>octane

A: 74-85-1
ethene

B: 638-37-9
butanedial

C: 637-88-7
1,4-Cyclohexanedione

Conditions

Conditions	Yield
at 450℃; under 0.001 Torr; Product distribution; Mechanism;	A n/a B 56% C 42%

...Expand

: 280-53-5
2,3-dioxabicyclo<2.2.2>octane

A: 638-37-9
butanedial

B: 637-88-7
1,4-Cyclohexanedione

Conditions

Conditions	Yield
at 450℃;	A 56% B 42%

: 280-53-5
2,3-dioxabicyclo<2.2.2>octane

A: 74-85-1
ethene

B: 638-37-9
butanedial

C: 931-71-5
cis-1,4-cyclohexanediol

D: 13482-22-9
4-hydroxycyclohexanone

Conditions

Conditions	Yield
With tris(triphenylphosphine)ruthenium(II) chloride In dichloromethane at 50℃; for 2h; Product distribution; ruthenium(II) catalyzed reaction of 1,4-endoperoxide;	A 43% B 19% C 17% D 11%
With tris(triphenylphosphine)ruthenium(II) chloride In dichloromethane at 50℃; for 2h; Title compound not separated from byproducts;	A 43 % Chromat. B 19 % Spectr. C 17 % Chromat. D 11 % Chromat.

...Expand

: 2,5-dihydro-4-(1-methylethyl)-5-oxo-2-oxazol-propionic aldehyde

A: 638-37-9
butanedial

B: 759-05-7
3-methyl-2-ketobutanoic acid

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran Ambient temperature;	A 38% B n/a

: 50-00-0
formaldehyd

: 1552-12-1, 111-78-4
1,5-cis,cis-cyclooctadiene

A: 638-37-9
butanedial

B: 3-(1,2,4-trioxolan-3-yl)propanal

C: 3-[2-(1,2,4-trioxolane-3-yl)ethyl]-1,2,4-trioxolane

D: (Z)-7-(1,2,4-trioxolan-3-yl)-4-heptenal

Conditions

Conditions	Yield
With ozone In dichloromethane at -78℃;	A 8% B 25% C 15% D 30%

...Expand

: 280-53-5
2,3-dioxabicyclo<2.2.2>octane

A: 638-37-9
butanedial

B: 931-71-5
cis-1,4-cyclohexanediol

C: 13482-22-9
4-hydroxycyclohexanone

D: 637-88-7
1,4-Cyclohexanedione

Conditions

Conditions	Yield
With cobalt(II) 5,10,15,20-tetraphenylporphyrin In chloroform at 60℃; for 11h; Further byproducts given;	A 21% B 28% C 17% D 5%

...Expand

: 1552-12-1, 111-78-4
1,5-cis,cis-cyclooctadiene

: 631-57-2
Acetyl cyanide

A: 638-37-9
butanedial

B: 3-methyl-5-(3-oxopropyl)-1,2,4-trioxolane-3-carbonitrile

C: (Z)-3-methyl-5-[7-oxohept-3-enyl]-1,2,4-trioxolane-3-carbonitrile

D: 5-cyano-3-[2-(5-cyano-5-methyl-1,2,4-trioxolane-3-yl)ethyl]-5-methyl-1,2,4-trioxolane

Conditions

Conditions	Yield
With ozone In dichloromethane at -78℃;	A 8% B 27% C 25% D 14%

...Expand

: 109-99-9
tetrahydrofuran

: 638-37-9
butanedial

Conditions

Conditions	Yield
With oxygen; silver at 350℃;
With oxygen; copper at 350℃;

: 6117-80-2
1,4-butenediol

A: 638-37-9
butanedial

B: 28341-54-0
4-(4-nitrophenoxy)butanoic acid

Conditions

Conditions	Yield
With hydrogen; copper at 250℃;

: 2580-71-4
succinaldehyde dioxime

: 638-37-9
butanedial

Conditions

Conditions	Yield
With cis-nitrous acid
With water unter Kuehlung mit den nitrosen Gasen, die man aus Arsenik und Salpetersaeure;
With water ueber mehrere Stufen;

: 3975-13-1
1,1,4,4-tetraethoxy-butane

: 638-37-9
butanedial

Conditions

Conditions	Yield
With mineral acid

: 13544-77-9
2,5-dihydroxyadipic acid

: 638-37-9
butanedial

Conditions

Conditions	Yield
With water; dihydrogen peroxide; iron(II) sulfate

: 52190-10-0
N,N'-dimethyl-N,N'-diphenylsuccinamide

: 638-37-9
butanedial

Conditions

Conditions	Yield
With tetrahydrofuran; lithium aluminium tetrahydride

: 103397-76-8
1,2-bis-(1,3-diphenyl-imidazolidin-2-yl)-ethane

: 638-37-9
butanedial

Conditions

Conditions	Yield
With hydrogenchloride

: 109-94-4
formic acid ethyl ester

: 123-25-1
succinic acid diethyl ester

: 638-37-9
butanedial

Conditions

Conditions	Yield
With sodium; toluene anschliessend Behandeln mit wss.Oxalsaeure;

: 37612-79-6
3,5,3',5'-tetramethyl-1H,1'H-1,1'-succinyl-bis-pyrazole

: 638-37-9
butanedial

Conditions

Conditions	Yield
With lithium aluminium tetrahydride

: 557-93-7
2-bromoprop-1-ene

: 638-37-9
butanedial

: 26947-10-4
2,7-dimethylocta-1,7-diene-3,6-diol

Conditions

Conditions	Yield
Stage #1: 2-bromoprop-1-ene With magnesium In tetrahydrofuran at 40℃; for 2h; Inert atmosphere; Stage #2: butanedial In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;	100%
(i) Mg, (ii) /BRN= 1735656/; Multistep reaction;

: 638-37-9
butanedial

: 62-53-3
aniline

: 635-90-5
1-phenylpyrrole

Conditions

Conditions	Yield
With ionic liquid-supported SiO2*CF3SO3(1-) In ethanol at 20℃; for 0.166667h; Paal-Knorr Furan Synthesis; Green chemistry;	98%
With calcium(II) nitrate tetrahydrate In neat (no solvent) Reflux;

: 638-37-9
butanedial

: 62-53-3
aniline

: 4096-21-3
N-phenylpyrrolidine

Conditions

Conditions	Yield
With potassium hydroxide; iron pentacarbonyl; carbon monoxide In ethanol; water for 5h; Ambient temperature;	96%

: 95-14-7
1,2,3-Benzotriazole

: 638-37-9
butanedial

: (S)-1-(α-aminobenzyl)-2-naphthol L-(+)-tartrate

: 667870-41-9
(7aR,10R,12S)-10-(1H-benzotriazol-1-yl)-7a,8,9,10-tetrahydro-12-phenyl-12H-naphtho[1,2-e]pyrrolo[2,1-b][1,3]oxazine

Conditions

Conditions	Yield
In dichloromethane at -5 - 0℃; for 5h;	93%
In dichloromethane; water at 0℃; for 4h;	93%

...Expand

: 638-37-9
butanedial

: 504-02-9
1,3-cylohexanedione

: 3,4,5,6,9,10-hexahydro-2H-2,6-epoxybenzo[b]oxocin-7(8H)-one

Conditions

Conditions	Yield
With L-proline In 1,2-dichloro-ethane at 20℃; Inert atmosphere;	93%

: 638-37-9
butanedial

: 112402-14-9
5-Bromo-2,2-dimethyl-1-(tetrahydropyranyloxy)-pentane

: 738606-57-0
1,14-bis(tetrahydropyran-2-yloxy)-2,2,13,13-tetramethyltetradecan-6,9-diol

Conditions

Conditions	Yield
Stage #1: 5-Bromo-2,2-dimethyl-1-(tetrahydropyranyloxy)-pentane With magnesium In tetrahydrofuran for 2h; Heating; Stage #2: butanedial In tetrahydrofuran at 20℃;	92%
Stage #1: 5-Bromo-2,2-dimethyl-1-(tetrahydropyranyloxy)-pentane With magnesium In tetrahydrofuran for 2h; Heating / reflux; Stage #2: butanedial In tetrahydrofuran at 0 - 20℃; Stage #3: With hydrogenchloride In tetrahydrofuran; water pH=1 - 2;	92%

: 638-37-9
butanedial

: 95-54-5
1,2-diamino-benzene

: 91-19-0
2,3-diethynylquinoxaline

Conditions

Conditions	Yield
With indium In water at 60℃; under 1241.19 - 2585.81 Torr; for 0.00416667h; Microwave irradiation; Green chemistry; chemoselective reaction;	92%

: 638-37-9
butanedial

: 97188-21-1
3-nitro-1-(phenylsulfonyl)-1H-pyrrole

: 1035344-89-8
C14H12N2O2S

Conditions

Conditions	Yield
With tin; acetic acid In methanol	91%

: 638-37-9
butanedial

: 1217-89-6
1-benzylisatin

: 75-64-9
tert-butylamine

: 1-benzyl-3-(1-(tert-butyl)-1H-pyrrol-3-yl)-3-hydroxyindolin-2-one

Conditions

Conditions	Yield
With ytterbium(III) triflate In ethanol at 20℃; for 3h; Paal-Knorr Furan Synthesis;	91%

...Expand

: 638-37-9
butanedial

: 86302-43-4
(tert-Butoxycarbonylmethylene)triphenylphosphorane

: 679436-07-8
(2E,6E)-octa-2,6-diendioic acid di-tert-butyl diester

Conditions

Conditions	Yield
In dichloromethane at 20℃; Wittig reaction; Inert atmosphere;	90%

: 638-37-9
butanedial

: 21204-67-1
methyl (triphenylphosphoranylidene)acetate

A: 32347-20-9
(2Z,6Z)-octa-2,6-dienedioic acid dimethyl ester

B: 26505-44-2
dimethyl (E,E)-octa-2,6-diendioate

Conditions

Conditions	Yield
In dichloromethane at 20℃; Wittig reaction; Inert atmosphere;	A n/a B 90%

...Expand

: 638-37-9
butanedial

: 91-56-5
indole-2,3-dione

: 109-73-9
N-butylamine

: 3-(1-butyl-1H-pyrrol-3-yl)-3-hydroxyindolin-2-one

Conditions

Conditions	Yield
With ytterbium(III) triflate In ethanol at 20℃; for 5h; Paal-Knorr Furan Synthesis;	90%

...Expand

: 638-37-9
butanedial

: 91-56-5
indole-2,3-dione

: 75-64-9
tert-butylamine

: 3-(1-(tert-butyl)-1H-pyrrol-3-yl)-3-hydroxyindolin-2-one

Conditions

Conditions	Yield
With ytterbium(III) triflate In ethanol at 20℃; for 2h; Paal-Knorr Furan Synthesis;	90%

...Expand

: 638-37-9
butanedial

: 2570-98-1
4-aminobenzonitrile hydrochloride

: 934236-05-2
1-(2-chloro-5-pyridylmethyl)-2-nitromethyleneimidazolidine

: 4-(1-((6-chloropyridin-3-yl)methyl)-9-nitro-2,3,5,6,7,8-hexahydro-1H-5,8-epiminoimidazo[1,2-a]azepin-10-yl)benzonitrile

Conditions

Conditions	Yield
In acetonitrile at 0℃; for 1.5h;	89.4%

...Expand

: 638-37-9
butanedial

: 74-89-5
methylamine

: 96-54-8
N-Methylpyrrole

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at -5 - 45℃; for 14h; Temperature; Reagent/catalyst; Inert atmosphere;	89.3%

: 638-37-9
butanedial

: 591-51-5
phenyllithium

A: 2085-90-7
1,4-diphenyl-1,4-butanediol

B: 36866-66-7
5-phenyloxolan-2-ol

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether; cyclohexane at -40℃; Temperature;	A 7% B 88%

...Expand

: 107-10-8
propylamine

: 638-37-9
butanedial

: 91-56-5
indole-2,3-dione

: 3-hydroxy-3-(1-propyl-1H-pyrrol-3-yl)indolin-2-one

Conditions

Conditions	Yield
With ytterbium(III) triflate In ethanol at 20℃; for 4h; Paal-Knorr Furan Synthesis;	88%

...Expand

: 638-37-9
butanedial

: 91-56-5
indole-2,3-dione

: 2393-23-9
4-methoxy-benzylamine

: 3-hydroxy-3-(1-(4-methoxybenzyl)-1H-pyrrol-3-yl)indolin-2-one

Conditions

Conditions	Yield
With ytterbium(III) triflate In ethanol at 20℃; for 7h; Paal-Knorr Furan Synthesis;	88%

...Expand

: 638-37-9
butanedial

: 1217-89-6
1-benzylisatin

: 109-73-9
N-butylamine

: 1-benzyl-3-(1-butyl-1H-pyrrol-3-yl)-3-hydroxyindolin-2-one

Conditions

Conditions	Yield
With ytterbium(III) triflate In ethanol at 20℃; for 4h; Paal-Knorr Furan Synthesis;	88%

...Expand

: 638-37-9
butanedial

: 106-47-8
4-chloro-aniline

: 4280-30-2
1-(4-chlorophenyl)pyrrolidine

Conditions

Conditions	Yield
With potassium hydroxide; iron pentacarbonyl; carbon monoxide In ethanol; water for 12h; Ambient temperature;	87%

: 638-37-9
butanedial

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 71778-56-8
ethyl (2E)-6-oxohex-2-enoate

Conditions

Conditions	Yield
In dichloromethane for 24h;	87%
In dichloromethane for 48h;	58%
In dichloromethane at 0℃; for 48h;	58%
In dichloromethane at 20℃; for 48h;	6.3 g

: 638-37-9
butanedial

: 52159-62-3
2'-Hydroxy-6'-methoxy-2-(methylsulfinyl)acetophenon

: C13H12O4

Conditions

Conditions	Yield
With N-methylcyclohexylamine; water In N,N-dimethyl-formamide at 140℃; for 5h;	86%

Succindialdehyde Specification

The Succindialdehyde, with the CAS registry number 638-37-9, is also known as β-Formylpropionaldehyde. Its EINECS number is 211-333-8. This chemical's molecular formula is C₄H₆O₂ and molecular weight is 86.09. What's more, its IUPAC name is butanedial. It is highly reactive. Usually, it is handled as the hydrates or methanol-derived acetal. It is used as a crosslinking agent but is less widely used than the related dialdehyde glutardialdehyde.

Physical properties of Succindialdehyde are: (1)ACD/LogP: -0.22; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.22; (4)ACD/BCF (pH 5.5): 1; (5)ACD/KOC (pH 5.5): 18.05; (6)#H bond acceptors: 2; (7)#H bond donors: 0; (8)#Freely Rotating Bonds: 3; (9)Polar Surface Area: 34.14 Å²; (10)Index of Refraction: 1.386; (11)Molar Refractivity: 20.95 cm³; (12)Molar Volume: 89.1 cm³; (13)Polarizability: 8.3×10^-24cm³; (14)Surface Tension: 30.1 dyne/cm; (15)Density: 0.965 g/cm³; (16)Flash Point: 50.4 °C; (17)Enthalpy of Vaporization: 39.09 kJ/mol; (18)Boiling Point: 154.1 °C at 760 mmHg; (19)Vapour Pressure: 3.22 mmHg at 25°C.

Preparation of Succindialdehyde: this chemical can be prepared by succinic acid at the temperature of -20 - 20 °C. This reaction will need reagent thexylbromoborane-dimethylsulfide and solvents CS₂, CH₂Cl₂ with the reaction time of 1 hour. The yield is about 93%.

Succindialdehyde can be prepared by succinic acid at the temperature of -20 - 20 °C.

Uses of Succindialdehyde: it can be used to produce 3-benzyl-2-methylimino-thiazolidin-5-one at the ambient temperature. It will need reagents ironpentacarbonyl, 1 M potassium hydroxide, carbon monoxide and solvents ethanol, H₂O with the reaction time of 20 hours. The yield is about 85%.

Succindialdehyde can be used to produce 3-benzyl-2-methylimino-thiazolidin-5-one at the ambient temperature.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C(CC=O)C=O
(2)InChI: InChI=1S/C4H6O2/c5-3-1-2-4-6/h3-4H,1-2H2
(3)InChIKey: PCSMJKASWLYICJ-UHFFFAOYSA-N

Product Name

SUCCINALDEHYDE

Synthetic route

Succindialdehyde Specification

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