3,4-(Methylenedioxy)aniline

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

Hebei Duling International Trade Co. LTD

Product: 3,4-(Methylenedioxy)aniline 14268-66-7
Price: US $100.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 100 tons
Release date: 2022-12-06

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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benzo[d][1,3]dioxol-5-amine

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Methylenedioxyaniline

3,4-(Methylenedioxy)aniline, 98+%

(BENZO[1,3]DIOXOL-5-YL)AMIN

3,4-Methylenedioxyaniline 98%

3,4-methylendioxy-analin

3,4-(Methylenedioxy)aniline,97%

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Paroxetine Impurity 62

3,4-Methylenedioxyaniline&gt

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14268-66-7

4268-66-7

AMINE

Organic Building Blocks

Nitrogen Compounds

Building Blocks

Amines

Anilines, Aromatic Amines and Nitro Compounds