ChemicalBook > CAS DataBase List > 1,4-BENZODIOXAN-6-CARBOXALDEHYDE

1,4-BENZODIOXAN-6-CARBOXALDEHYDE

Product Name
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
Formula Weight
164.16
MOL File
29668-44-8.mol
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1,4-BENZODIOXAN-6-CARBOXALDEHYDE Property

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)
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Safety

Hazard Codes 
Xi
Safety Statements 
24/25
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29329990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
264598
Product name
1,4-Benzodioxan-6-carboxaldehyde
Purity
98%
Packaging
5g
Price
$36
Updated
2023/01/07
TCI Chemical
Product number
B2019
Product name
3,4-Ethylenedioxybenzaldehyde
Purity
>98.0%(GC)
Packaging
1g
Price
$29
Updated
2025/07/31
TCI Chemical
Product number
B2019
Product name
3,4-Ethylenedioxybenzaldehyde
Purity
>98.0%(GC)
Packaging
5g
Price
$81
Updated
2025/07/31
Matrix Scientific
Product number
081722
Product name
2,3-Dihydro-1,4-benzodioxine-6-carbaldehyde
Purity
97%
Packaging
5g
Price
$21
Updated
2021/12/16
AK Scientific
Product number
J94781
Product name
1,4-Benzodioxan-6-carbaldehyde
Packaging
5g
Price
$22
Updated
2021/12/16
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1,4-BENZODIOXAN-6-CARBOXALDEHYDE Chemical Properties,Usage,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-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.

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

106-93-4

139-85-5

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.

1,4-BENZODIOXAN-6-CARBOXALDEHYDE Preparation Products And Raw materials

Raw materials

Preparation Products

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1,4-BENZODIOXAN-6-CARBOXALDEHYDE Suppliers

Americas 1 Belgium 1 Canada 2 China 196 Europe 2 France 1 Germany 6 India 33 Japan 3 Lithuania 1 Switzerland 3 The Netherlands 2 Ukraine 1 United Kingdom 20 United States 44 Global 316
GLR Innovations
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View Lastest Price from 1,4-BENZODIOXAN-6-CARBOXALDEHYDE manufacturers

Hefei Lbao Physical & Chemical Science Co.,Ltd
Product
1,4-BENZODIOXAN-6-CARBOXALDEHYDE 29668-44-8
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
Customise
Release date
2025-10-09
Henan Aochuang Chemical Co.,Ltd.
Product
1,4-BENZODIOXAN-6-CARBOXALDEHYDE 29668-44-8
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1Ton
Release date
2022-10-13
Career Henan Chemical Co
Product
1,4-BENZODIOXAN-6-CARBOXALDEHYDE 29668-44-8
Price
US $1.00/kg
Min. Order
1kg
Purity
95%-99%
Supply Ability
100kg
Release date
2018-12-20

29668-44-8, 1,4-BENZODIOXAN-6-CARBOXALDEHYDERelated Search:

6-Fluoro-4H-1,3-benzodioxine-8-carbaldehyde 6-CHLOROACETYL-1 4-BENZODIOXANE 97 4-[3,4-(ETHYLENEDIOXY)PHENYL]-4-OXOBUTYRIC ACID Proroxan 1,4-BENZODIOXAN-6-CARBOXALDEHYDE 2-BROMO-1-(2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)ETHAN-1-ONE 6-Acetyl-1,4-benzodioxane 1,4-Benzodioxan-5-carboxaldehyde 1,4-Benzodioxan (7-BROMO-2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)(4-METHYLPHENYL)METHANONE (7-BROMO-2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)(PHENYL)METHANONE (7-BROMO-2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)(4-CHLOROPHENYL)METHANONE 1-(7-BROMO-2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)-2-PHENYLETHAN-1-ONE (7-BROMO-2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)(4-NITROPHENYL)METHANONE 2-BROMO-4,5-ETHYLENEDIOXYACETOPHENONE (7-BROMO-2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)(4-BROMOPHENYL)METHANONE (E)-1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-phenylprop-2-en-1-one (7-BROMO-2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)(2-METHOXYPHENYL)METHANONE

  • 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 &gt
  • 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