ChemicalBook > CAS DataBase List > 1,4-Benzodioxan-6-amine

1,4-Benzodioxan-6-amine

Product Name
1,4-Benzodioxan-6-amine
CAS No.
22013-33-8
Chemical Name
1,4-Benzodioxan-6-amine
Synonyms
2,3-dihydrobenzo[b][1,4]dioxin-6-amine;2,3-DIHYDRO-1,4-BENZODIOXIN-6-AMINE;AKOS AUF02030;AKOS BBS-00000780;LABOTEST-BB LT00012696;-Amino-1,4-benzodioxan;3,4-ETHYLENDIOXYANILINE;6-AMINO-1,4-BENZODIOXAN;1,4-BENZODIOXAN-6-AMINE;3,4-ETHYLENEDIOXYANILINE
CBNumber
CB1727515
Molecular Formula
C8H9NO2
Formula Weight
151.16
MOL File
22013-33-8.mol
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1,4-Benzodioxan-6-amine Property

Melting point:
29-31 °C (lit.)
Boiling point:
116-118°C 3mm
Density 
1.231 g/mL (lit.)
refractive index 
n20/D 1.599(lit.)
Flash point:
>230 °F
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
form 
Viscous Liquid After Melting
pka
4.83±0.20(Predicted)
Specific Gravity
1.231
color 
Brown to black
Water Solubility 
insoluble
Sensitive 
Light Sensitive
BRN 
6447
InChI
InChI=1S/C8H9NO2/c9-6-1-2-7-8(5-6)11-4-3-10-7/h1-2,5H,3-4,9H2
InChIKey
BZKOZYWGZKRTIB-UHFFFAOYSA-N
SMILES
O1C2=CC=C(N)C=C2OCC1
CAS DataBase Reference
22013-33-8(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
20/21/22-36/37/38-38
Safety Statements 
26-37/39-36/37-36
RIDADR 
2810
WGK Germany 
3
Hazard Note 
Harmful
HazardClass 
6.1
PackingGroup 
III
HS Code 
29329995
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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
193232
Product name
1,4-Benzodioxan-6-amine
Purity
≥98%
Packaging
10g
Price
$80.8
Updated
2025/07/31
Sigma-Aldrich
Product number
193232
Product name
1,4-Benzodioxan-6-amine
Purity
≥98%
Packaging
50g
Price
$311
Updated
2023/06/20
TCI Chemical
Product number
E0385
Product name
3,4-Ethylenedioxyaniline
Purity
>98.0%(GC)(T)
Packaging
25mL
Price
$138
Updated
2025/07/31
Usbiological
Product number
160780
Product name
3,4-Ethylenedioxyaniline
Packaging
1g
Price
$418
Updated
2021/12/16
TRC
Product number
E678600
Product name
3,4-Ethylenedioxyaniline
Packaging
10g
Price
$1055
Updated
2021/12/16
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1,4-Benzodioxan-6-amine Chemical Properties,Usage,Production

Chemical Properties

brown to black viscous liquid after melting

Uses

1,4-Benzodioxan-6-amine was used in the synthesis of N-(2-hydroxy-ethyl)-2,3-didehydroazapodophyllotoxins having anti-tumor activity and dioxanoacridinones.

Uses

3,4-Ethylenedioxyaniline is a probe fragment screened to identify its ability to induce a conformation in HIV-1 transactivation response element (TAR) RNA in efforts to develop TAR-binding antiviral d rugs.

Synthesis

16498-20-7

22013-33-8

(3) In a 2L autoclave, 102.0 g (0.54 mol) of 6-nitro-2,3-dihydrobenzo[b][1,4]dioxane (Intermediate 2) and 3.7 g of palladium/carbon catalyst were added, 700 g of tetrahydrofuran (THF), and the reaction was carried out at a temperature of 40~45°C and a pressure of 5~7 atm of hydrogen for 10 h. Upon completion of the reaction, the palladium/carbon catalyst was filtered and recovered. After the reaction, the filtrate was distilled under reduced pressure to remove THF to give 62.2 g of reddish brown oily liquid (Intermediate 3) in 76.3% yield.

References

[1] Catalysis Science and Technology, 2016, vol. 6, # 1, p. 152 - 160
[2] Chemical Communications, 2012, vol. 48, # 64, p. 7982 - 7984
[3] Dalton Transactions, 2016, vol. 45, # 17, p. 7421 - 7426
[4] Patent: CN105859678, 2016, A. Location in patent: Paragraph 0078; 0079
[5] Russian Chemical Bulletin, 2009, vol. 58, # 6, p. 1233 - 1240

1,4-Benzodioxan-6-amine Preparation Products And Raw materials

Raw materials

Preparation Products

2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL ISOTHIOCYANATE
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1,4-Benzodioxan-6-amine Suppliers

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View Lastest Price from 1,4-Benzodioxan-6-amine manufacturers

R&D Scientific Inc.
Product
2,3-dihydro-1,4-benzodioxin-6-amine 22013-33-8
Price
US $1500.00/g
Min. Order
1g
Purity
99 %
Supply Ability
500 Kg
Release date
2024-11-15
Career Henan Chemical Co
Product
1,4-Benzodioxan-6-amine 22013-33-8
Price
US $3.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
200KG
Release date
2020-01-08

22013-33-8, 1,4-Benzodioxan-6-amineRelated Search:

Triethanolamine Sulfanilamide 4-Aminobenzoic acid Sulfanilic acid Glycine Dibenzylamine 3-Aminophenol 6-Aminocaproic acid p-Anisidine 4-Dimethylaminobenzaldehyde 4,4'-Methylenedianiline Bis(2-ethylhexyl)amine Aniline Triallylamine ALTRENOGEST Tris(hydroxymethyl)aminomethane Anthranilic acid 2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL ISOTHIOCYANATE

  • LABOTEST-BB LT00012696
  • 6-AMINO-1,4-BENZODIOXAN
  • 6-AMINO-1,4-BENZODIOXANE
  • 2,3-DIHYDRO-1,4-BENZODIOXIN-6-AMINE
  • AKOS AUF02030
  • AKOS BBS-00000780
  • 3,4-ETHYLENDIOXYANILINE
  • 3,4-ETHYLENEDIOXYANILINE
  • 1,4-BENZODIOXAN-6-AMINE
  • 1,4-BENZODIOXAN-6-YLAMINE
  • 6-Amino-1,4-benzodioxane~1,4-Benzodioxan-6-amine
  • 1,4-Benzodioxane-6-amine
  • 1,4-Benzodioxin-6-amine, 2,3-dihydro-
  • 1,4-BENZODIOXAN-6-AMINE 99%
  • 2,3-Dihydro-1,4-benzodioxin-7-amine
  • 3,4-Ethylenedioxyaniline ,99%
  • 6-Amino-2,3-dihydro-1,4-benzodioxin
  • 1,4-Benzodioxan-6-amine,99%
  • 2,3-Dihydrobenzo[1,4]dioxin-6-ylamine
  • -Amino-1,4-benzodioxan
  • 2,3-dihydrobenzo[b][1,4]dioxin-6-amine
  • 6-Amino-2,3-dihydro-1,4-benzodioxine
  • 6-Amino-1,4-benzodioxan,3,4-(Ethylenedioxy)aniline
  • 3,4-Ethylenedioxyaniline, 2,3-Dihydro-1,4-benzodioxin-6-amine, 6-Amino-1,4-benzodioxane
  • 1,4-Benzodioxan-6-aMine, 99% 50GR
  • 1,4-Benzodioxan-6-aMine, 99% 5GR
  • 6-AMINO-1,4-BENZODIOXANE FOR SYNTHESIS
  • 1,4-Benzodioxan-6-amine >=98%
  • 2,3,4a,8a-tetrahydro-1,4-benzodioxin-6-amine
  • 3,4-Ethylenedioxyaniline&gt
  • 3,4-Ethylenedioxyaniline, 95%
  • 22013-33-8
  • 22013-38-6
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  • Anilines, Aromatic Amines and Nitro Compounds