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193232

Sigma-Aldrich

1,4-Benzodioxan-6-amine

≥98%

Synonym(s):

6-Amino-1,4-benzodioxan

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About This Item

Empirical Formula (Hill Notation):
C8H9NO2
CAS Number:
22013-33-8
Molecular Weight:
151.16
EC Number:
244-718-4
MDL number:
MFCD00006824
UNSPSC Code:
12352100
PubChem Substance ID:
24851588
NACRES:
NA.22

Assay

≥98%

refractive index

n20/D 1.599 (lit.)

mp

29-31 °C (lit.)

density

1.231 g/mL (lit.)

SMILES string

Nc1ccc2OCCOc2c1

InChI

1S/C8H9NO2/c9-6-1-2-7-8(5-6)11-4-3-10-7/h1-2,5H,3-4,9H2

InChI key

BZKOZYWGZKRTIB-UHFFFAOYSA-N

Application

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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2, 3-Dihydrodioxin [2, 3-b] acridin-11 (6H)-one.
Karolak-Wojciechowska J, et al.
Acta Crystallographica Section C, Crystal Structure Communications, 54(11), 1689-1690 (1998)
Ajay Kumar et al.
Journal of heterocyclic chemistry, 47(6), 1275-1282 (2011-01-05)
Novel arylamino alcohols were synthesized and these alcohols were used to prepare 12 novel N-(2-hydroxy-ethyl)-2,3-didehydroazapodophyllotoxins, in one step, by simple reflux in ethanol. Isolated yields in the range of 50-70% were obtained.

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