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1,4-BENZODIOXAN-6-CARBOXALDEHYDE

CAS No.
29668-44-8
Chemical Name:
1,4-BENZODIOXAN-6-CARBOXALDEHYDE
Synonyms
AKOS BBS-00002725;TIMTEC-BB SBB003914;7-Formyl-1,4-benzodioxane;6-FORMYL-1,4-BENZODIOXANE;1,4-Benzodioxane-6-aldehyde;3,4-ETHYLENEDIOXYBENZALDEHYDE;Benzodioxalane-6-carbaldehyde;1,4-BENZODIOXAN-6-CARBALDEHYDE;1,4-Benzodioxane-6-carbaldehyde;1,4-BENZODIOXAN-6-CARBOXALDEHYDE
CBNumber:
CB8249771
Molecular Formula:
C9H8O3
Molecular Weight:
164.16
MDL Number:
MFCD00010092
MOL File:
29668-44-8.mol
MSDS File:
SDS
Last updated:2026-01-13 11:21:14
Product description Number Pack Size Price
1,4-Benzodioxan-6-carboxaldehyde 98% 264598 5g $36
3,4-Ethylenedioxybenzaldehyde >98.0%(GC) B2019 1g $17
3,4-Ethylenedioxybenzaldehyde >98.0%(GC) B2019 5g $55
2,3-Dihydro-1,4-benzodioxine-6-carbaldehyde 97% 081722 5g $21
1,4-Benzodioxan-6-carbaldehyde J94781 5g $22
More product size

1,4-BENZODIOXAN-6-CARBOXALDEHYDE Properties

Melting point 50-52 °C(lit.)
Boiling point 105 °C15 mm Hg(lit.)
Density 1.2132 (rough estimate)
refractive index 1.5380 (estimate)
Flash point >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)
FDA UNII 92TK3MD2XP
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H332-H335
Precautionary statements  P261-P280-P305+P351+P338
PPE Eyeshields, Gloves, type N95 (US)
Hazard Codes  Xi
Safety Statements  24/25
WGK Germany  3
Hazard Note  Irritant
HS Code  29329990
Storage Class 11 - Combustible Solids
NFPA 704
1
2 0

1,4-BENZODIOXAN-6-CARBOXALDEHYDE price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 264598 1,4-Benzodioxan-6-carboxaldehyde 98% 29668-44-8 5g $36 2023-01-07 Buy
TCI Chemical B2019 3,4-Ethylenedioxybenzaldehyde >98.0%(GC) 29668-44-8 1g $17 2026-03-19 Buy
TCI Chemical B2019 3,4-Ethylenedioxybenzaldehyde >98.0%(GC) 29668-44-8 5g $55 2026-03-19 Buy
Matrix Scientific 081722 2,3-Dihydro-1,4-benzodioxine-6-carbaldehyde 97% 29668-44-8 5g $21 2021-12-16 Buy
AK Scientific J94781 1,4-Benzodioxan-6-carbaldehyde 29668-44-8 5g $22 2021-12-16 Buy
Product number Packaging Price Buy
264598 5g $36 Buy
B2019 1g $17 Buy
B2019 5g $55 Buy
081722 5g $21 Buy
J94781 5g $22 Buy

1,4-BENZODIOXAN-6-CARBOXALDEHYDE Chemical Properties,Uses,Production

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.

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.

Uses

1,4-Benzodioxan-6-carboxaldehyde finds its uses as building block in the synthesis of tetrahydroisoquinolinones, in the preparation of benzofuran analog, a potential inhibitor of CAMP-specific phosphodiesterase type IV, in the synthesis of (5Z)-5-(2,3-dihydro-1,4-benzodioxan-6-ylmethylene)-1-methyl-2-thioxoimidazolidin-4-one. It 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 intermediate 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.

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.

106-93-4
139-85-5
29668-44-8
Synthesis of 1,4-BENZODIOXAN-6-CARBOXALDEHYDE from 1,2-Dibromoethane and Protocatechualdehyde
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View Lastest Price from 1,4-BENZODIOXAN-6-CARBOXALDEHYDE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1,4-BENZODIOXAN-6-CARBOXALDEHYDE pictures 2026-04-10 1,4-BENZODIOXAN-6-CARBOXALDEHYDE
29668-44-8
US $0.00 / kg 1kg 98% Customise Hefei Lbao Physical & Chemical Science Co.,Ltd
1,4-BENZODIOXAN-6-CARBOXALDEHYDE pictures 2025-04-04 1,4-BENZODIOXAN-6-CARBOXALDEHYDE
29668-44-8
US $0.00-0.00 / KG 1KG 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
1,4-BENZODIOXAN-6-CARBOXALDEHYDE pictures 2019-07-06 1,4-BENZODIOXAN-6-CARBOXALDEHYDE
29668-44-8
US $1.00 / kg 1kg 95%-99% 100kg Career Henan Chemical Co
2,3-DIHYDRO-BENZO[1,4]DIOXINE-6-CARBALDEHYDE 2,3-DIHYDRO-1,4-BENZODIOXINE-6-CARBOXALDEHYDE 2,3-DIHYDRO-1,4-BENZODIOXINE-6-CARBALDEHYDE 2,3-DIHYDRO-1,4-BENZODIOXIN-6-CARBALDEHYDE 3,4-ETHYLENEDIOXYBENZALDEHYDE 6-FORMYL-1,4-BENZODIOXANE 2,3-Dihydro-1,4-benzodioxan-6-carbaldehyde 1,4-Benzodioxin-6-carboxaldehyde, 2,3-dihydro- 7-Formyl-1,4-benzodioxane 1,4-BENZODIOXAN-6-CARBALDEHYDE 1,4-BENZODIOXAN-6-CARBOXALDEHYDE 1,4-BENZODIOXAN-6-CARBOXYALDEHYDE 1,4-BENZODIOXANE-6-CARBOXALDEHYDE 1,4-Benzodioxane-6-aldehyde/2,3-Dihydro-1,4-benzodioxan-6-carboxaldehyde JR-8285, 1,4-Benzodioxan-6-carboxaldehyde, 97% AKOS BBS-00002725 TIMTEC-BB SBB003914 3,4-ETHYLENEDIOXYBENZALDEHYDE 97+% 1,4-Benzodioxane-6-carbaldehyde 6-Formyl-2,3-dihydro-1,4-benzodioxin 1,4-Benzodioxin-6-carboxaldehyde 1,4-Benzodioxan-6-carboxaldehyde,98% 1,4-Benzodioxane-6-aldehyde 1,4-Benzodioxane-6-carboxaldehyde 6-Formyl-1,4-benzodioxane 2,3-dihydro-1,4-benzodioxine-7-carbaldehyde 2,3-dihydro-1,4-benzodioxine-7-carboxaldehyde Benzodioxalane-6-carbaldehyde 1,4-Benzodioxan-6-carboxaldehyde 98% 3,4-Ethylenedioxybenzaldehyde > 1,4-Benzodioxane-6-carboxaldehyde, 99%, 2,3-Dihydro-1,4-benzodioxine-6-carbaldehyd 2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde 2,3-dihydro-1,4-Benzodioxin-6-carboxaldehyde 29668-44-8 Benzodioxanes Building Blocks Heterocyclic Building Blocks Benzodioxanes Building Blocks Carbonyl Compounds Chemical Synthesis Heterocyclic Building Blocks Organic Building Blocks Aldehydes BenzodioxanesCarbonyl Compounds Building Blocks C9 Heterocyclic Building Blocks Aromatic Aldehydes & Derivatives (substituted) Benzodioxan Series