ChemicalBook--->CAS DataBase List--->29668-44-8

29668-44-8

29668-44-8 Structure

29668-44-8 Structure
IdentificationMore
[Name]

1,4-BENZODIOXAN-6-CARBOXALDEHYDE
[CAS]

29668-44-8
[Synonyms]

1,4-BENZODIOXAN-6-CARBALDEHYDE
1,4-BENZODIOXAN-6-CARBOXALDEHYDE
1,4-BENZODIOXAN-6-CARBOXYALDEHYDE
1,4-BENZODIOXANE-6-CARBOXALDEHYDE
2,3-DIHYDRO-1,4-BENZODIOXIN-6-CARBALDEHYDE
2,3-DIHYDRO-1,4-BENZODIOXINE-6-CARBALDEHYDE
2,3-DIHYDRO-1,4-BENZODIOXINE-6-CARBOXALDEHYDE
2,3-DIHYDRO-BENZO[1,4]DIOXINE-6-CARBALDEHYDE
3,4-ETHYLENEDIOXYBENZALDEHYDE
6-FORMYL-1,4-BENZODIOXANE
AKOS BBS-00002725
TIMTEC-BB SBB003914
1,4-Benzodioxin-6-carboxaldehyde, 2,3-dihydro-
7-Formyl-1,4-benzodioxane
3,4-ETHYLENEDIOXYBENZALDEHYDE 97+%
1,4-Benzodioxane-6-carbaldehyde
6-Formyl-2,3-dihydro-1,4-benzodioxin
1,4-Benzodioxin-6-carboxaldehyde
[EINECS(EC#)]

249-763-3
[Molecular Formula]

C9H8O3
[MDL Number]

MFCD00010092
[Molecular Weight]

164.16
[MOL File]

29668-44-8.mol
Chemical PropertiesBack Directory
[Appearance]

Yellowish-beige powder and chunks
[Melting point ]

50-52 °C(lit.)
[Boiling point ]

105 °C15 mm Hg(lit.)
[density ]

1.2132 (rough estimate)
[refractive index ]

1.5380 (estimate)
[Fp ]

>230 °F
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[solubility ]

Solubility in methanol is almost transparent.
[form ]

Chunks and Powder
[color ]

Yellow-beige
[InChI]

InChI=1S/C9H8O3/c10-6-7-1-2-8-9(5-7)12-4-3-11-8/h1-2,5-6H,3-4H2
[InChIKey]

CWKXDPPQCVWXAG-UHFFFAOYSA-N
[SMILES]

O1C2=CC=C(C=O)C=C2OCC1
[CAS DataBase Reference]

29668-44-8(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[Hazard Codes ]

Xi
[Safety Statements ]

24/25
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HS Code ]

29329990
[Storage Class]

11 - Combustible Solids
Questions and Answers (Q&A)Back Directory
[Description]

1,4-benodioxan-6-carboxaldehyde is a kind of aldehyde derivative. It is a useful intermediate in organic synthesis. It can be used as the building bock of the manufacturing tetrahydroisoquinoliones and benzofuran analog (a inhibitor of cAMP-specific phosphodiesterase type IV). It can also be used as an intermediate during the manufacturing of some novel Dopamine D3 and D4 receptor antagonists. It can also be used as the initial material for the manufacturing of some novel chalcone analogues that exhibit strong anti-tumor activity and low toxic side effects.
[References]

https://www.alfa.com/zh-cn/catalog/A18696/
Jiang, Ji Miao, et al. "Study on the synthesis and anti-tumor activity of novel chalcone analogues." Chemical Research & Application 22.11(2010): 1405-1408.
Hazard InformationBack Directory
[Chemical Properties]

Yellowish-beige powder and chunks
[Uses]

1,4-Benzodioxane-6-carboxaldehyde was screened as a fragment for inhibitors of PDEA using enthalpy arrays and X-ray crystallography. 1,4-Benzodioxane-6-carboxaldehyde have also been used as an interme diate in the synthesis of a new class of Dopamine D3 and D4 receptor antagonists.
[Definition]

ChEBI: 2,3-dihydro-1,4-benzodioxine-6-carbaldehyde is a heteroarenecarbaldehyde in which a formyl group is located at position 6 of 2,3-dihydro-1,4-benzodioxine. It is a heteroarenecarbaldehyde and a benzodioxine.
[Synthesis]

1,2-Dibromoethane

106-93-4

Protocatechualdehyde

139-85-5

1,4-BENZODIOXAN-6-CARBOXALDEHYDE

29668-44-8

In this step, 3,4-dihydroxybenzaldehyde was used as the starting material to synthesize the intermediate 2,3-dihydro-1,4-benzodioxane-6-carbaldehyde by nucleophilic substitution reaction with 1,2-dibromoethane under alkaline conditions. The base used in this reaction was potassium hydroxide and the phase transfer catalyst was tetrabutylammonium bromide; the molar ratio of the reactants was 3,4-dihydroxybenzaldehyde:1,2-dibromoethane=1:5; the amount of sodium hydroxide was more than five times that of 3,4-dihydroxybenzaldehyde to ensure that the reaction was carried out under strong basic conditions. The reaction temperature was maintained at reflux temperature.

Spectrum DetailBack Directory
[Spectrum Detail]

1,4-BENZODIOXAN-6-CARBOXALDEHYDE(29668-44-8)MS
1,4-BENZODIOXAN-6-CARBOXALDEHYDE(29668-44-8)1HNMR
1,4-BENZODIOXAN-6-CARBOXALDEHYDE(29668-44-8)13CNMR
1,4-BENZODIOXAN-6-CARBOXALDEHYDE(29668-44-8)IR1
1,4-BENZODIOXAN-6-CARBOXALDEHYDE(29668-44-8)IR2
1,4-BENZODIOXAN-6-CARBOXALDEHYDE(29668-44-8)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

1,4-Benzodioxan-6-carboxaldehyde, 98%(29668-44-8)
[Alfa Aesar]

1,4-Benzodioxane-6-carboxaldehyde, 99%(29668-44-8)
[Sigma Aldrich]

29668-44-8(sigmaaldrich)
[TCI AMERICA]

3,4-Ethylenedioxybenzaldehyde,>98.0%(GC)(29668-44-8)
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