ChemicalBook > CAS DataBase List > 3,4-(Methylenedioxy)aniline

3,4-(Methylenedioxy)aniline

Product Name
3,4-(Methylenedioxy)aniline
CAS No.
14268-66-7
Chemical Name
3,4-(Methylenedioxy)aniline
Synonyms
benzo[d][1,3]dioxol-5-amine;1,3-BENZODIOXOL-5-AMINE;enedioxy)aniL;AKOS BBS-00004239;5-Aminobenzodioxole;Methylenedioxyaniline;Paroxetine Impurity 62;5-Amino-1,3-benzodioxo;4-aMino-1,3-benzodioxole;3,4-Methylendioxyaniline
CBNumber
CB7695555
Molecular Formula
C7H7NO2
Formula Weight
137.14
MOL File
14268-66-7.mol
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3,4-(Methylenedioxy)aniline Property

Melting point:
39-41 °C(lit.)
Boiling point:
144 °C16 mm Hg(lit.)
Density 
1.2528 (rough estimate)
refractive index 
1.5030 (estimate)
Flash point:
289 °F
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
pka
4.78±0.20(Predicted)
form 
Low Melting Solid
color 
Dark brown to black
Water Solubility 
slightly soluble
Sensitive 
Air & Light Sensitive
BRN 
4919
CAS DataBase Reference
14268-66-7(CAS DataBase Reference)
NIST Chemistry Reference
1,3-Benzodioxol-5-amine(14268-66-7)
EPA Substance Registry System
1,3-Benzodioxol-5-amine (14268-66-7)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
Hazard Note 
Irritant
TSCA 
Yes
HazardClass 
6.1
HS Code 
29329970
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H331Toxic if inhaled

Precautionary statements

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

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

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
161497
Product name
3,4-(Methylenedioxy)aniline
Purity
97%
Packaging
10g
Price
$121
Updated
2024/03/01
Sigma-Aldrich
Product number
161497
Product name
3,4-(Methylenedioxy)aniline
Purity
97%
Packaging
50g
Price
$137
Updated
2024/03/01
TCI Chemical
Product number
M0741
Product name
3,4-Methylenedioxyaniline
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$73
Updated
2024/03/01
TCI Chemical
Product number
M0741
Product name
3,4-Methylenedioxyaniline
Purity
>98.0%(GC)(T)
Packaging
100g
Price
$218
Updated
2024/03/01
Alfa Aesar
Product number
A12975
Product name
3,4-(Methylenedioxy)aniline, 98+%
Packaging
10g
Price
$30.65
Updated
2024/03/01
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3,4-(Methylenedioxy)aniline Chemical Properties,Usage,Production

Chemical Properties

dark brown to black low melting solid

Uses

3,4-(Methylenedioxy)aniline is an pharmaceutically important aniline derivative. It undergoes N-alkylation with cyclic secondary alkylamines in the presence of Shvo catalyst to yield N-arylpyrrolidines. 3,4-(Methylenedioxy)aniline was used in the synthesis of γ-glutamylanilides.

Synthesis

A 10mL-sealed tube was charged with 5-bromobenzo[d][1,3]dioxole (1mmol), CuI (19mg, 0.1mmol), and DMEDA (13mg/16μL, 0.15mmol) in NH4OH (1.5mL, 27% NH3 in H2O) and DMSO (0.5mL). The tube was flushed with Ar gas before being capped. The solution was stirred at 130°C or 110°C for the given times. The resulting suspension was cooled to room temperature, and saturated aqueous Na2SO4 solution (5mL) was added. The resulting solution was extracted with EtOAc (20mL×3). The organic layer was separated, dried over MgSO4, filtered, and concentrated. The residue was purified by flash column chromatography to give 3,4-(Methylenedioxy)aniline.

Purification Methods

Crystallise the base from pet ether and/or distil it in a vacuum. The hydrochloride has m 198o(dec). [Sonn & Benirschke Chem Ber 54 1734 1921, Beilstein 19 H 328, 19 II 341, 19 III/IV 4056.]

3,4-(Methylenedioxy)aniline Preparation Products And Raw materials

Raw materials

Preparation Products

3,4-(METHYLENEDIOXY)PHENYL ISOCYANATE
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3,4-(Methylenedioxy)aniline Suppliers

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View Lastest Price from 3,4-(Methylenedioxy)aniline manufacturers

Career Henan Chemical Co
Product
3,4-(Methylenedioxy)aniline 14268-66-7
Price
US $1.00/kg
Min. Order
1kg
Purity
98%min
Supply Ability
as request
Release date
2018-12-23

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