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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

Molecular Weight:: 137.14

MOL File:: 14268-66-7.mol

MSDS File:: SDS

Modify Date:: 2023/11/30 11:25:50

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3,4-(Methylenedioxy)aniline Properties

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
form	Low Melting Solid
pka	4.78±0.20(Predicted)
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)

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS06

Signal word

Warning

Hazard statements

H302-H312-H315-H319-H331

Precautionary statements

P261-P280-P304+P340-P305+P351+P338-P405-P501a

Hazard Codes

Risk Statements

36/37/38

Safety Statements

26-36

WGK Germany

Hazard Note

Irritant

TSCA

Yes

HazardClass

6.1

HS Code

29329970

NFPA 704

	1
2		0

3,4-(Methylenedioxy)aniline price More Price(9)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich(India)	161497	3,4-(Methylenedioxy)aniline 97%	14268-66-7	10G	₹8151.23	2022-06-14	Buy
Sigma-Aldrich(India)	161497	3,4-(Methylenedioxy)aniline 97%	14268-66-7	50G	₹23111.38	2022-06-14	Buy
ALFA India	ALF-A12975-30	3,4-(Methylenedioxy)aniline, 98+%	14268-66-7	250g	₹13545	2022-05-26	Buy
ALFA India	ALF-A12975-18	3,4-(Methylenedioxy)aniline, 98+%	14268-66-7	50g	₹7792	2022-05-26	Buy
ALFA India	ALF-A12975-09	3,4-(Methylenedioxy)aniline, 98+%	14268-66-7	10g	₹2356	2022-05-26	Buy

Product number	Packaging	Price	Buy
161497	10G	₹8151.23	Buy
161497	50G	₹23111.38	Buy
ALF-A12975-30	250g	₹13545	Buy
ALF-A12975-18	50g	₹7792	Buy
ALF-A12975-09	10g	₹2356	Buy

3,4-(Methylenedioxy)aniline Chemical Properties,Uses,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

3,4-METHYLENEDIOXYPHENYLBORONIC ACID 1,2-(Methylenedioxy)-4-nitrobenzene 3,4-Methylenedioxyacetophenone 4-Bromo-1,2-(methylenedioxy)benzene 5-CHLORO-1,3-BENZODIOXOLE

Sesamol 1-IODO-3,4-METHYLENEDIOXYBENZENE 1,3-Benzodioxole

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Preparation Products

3,4-(METHYLENEDIOXY)PHENYL ISOCYANATE 5,6-METHYLENEDIOXYINDOLE N-Ethyl-3,4-(methylenedioxy)aniline 4-(BENZO[1,3]DIOXOL-5-YLCARBAMOYL)-BUTYRIC ACID Benzamide, 2-amino-N-1,3-benzodioxol-5-yl- (9CI)

1-(1,3-BENZODIOXOL-5-YL)PIPERIDIN-4-ONE ASISCHEM N35536 Carbamic acid, 1,3-benzodioxol-5-yl-, 1,1-dimethylethyl ester (9CI)

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3,4-(Methylenedioxy)aniline Suppliers

Global( 292)Suppliers

Supplier	Tel	Country	ProdList	Advantage	Inquiry
CNS CHEMICALS	+91-9381957258 +91-9381957258	Telangana, India	354	58	Inquiry
OCEAN TRADING CORPORATION	+91(22) 24921669	New Delhi, India	6211	58	Inquiry
Dr Prem's Molecules Pvt. Ltd.	+91 9825310038	New Delhi, India	547	50	Inquiry
TCI Chemicals (India) Pvt. Ltd.	1800 425 7889	New Delhi, India	6778	58	Inquiry
Otto Chemie Pvt. Ltd.	+91 9820041841	Mumbai, India	5873	58	Inquiry
Alfa Aesar	1 800 209 7001	Maharashtra, India	6913	58	Inquiry
Central Drug House(P) Ltd.	91-11-49404040	New Delhi, India	6160	58	Inquiry
Aastrid Life Sciences Pvt., Ltd.	91-22-40072626 Extn. 629	Maharashtra, India	60	58	Inquiry
Shivam Pharma Chemicals	91-22-26403900	Maharashtra, India	656	58	Inquiry
Synth Services	09925850270	Vadodara, India	96	58	Inquiry

Supplier	Advantage
CNS CHEMICALS	58
OCEAN TRADING CORPORATION	58
Dr Prem's Molecules Pvt. Ltd.	50
TCI Chemicals (India) Pvt. Ltd.	58
Otto Chemie Pvt. Ltd.	58
Alfa Aesar	58
Central Drug House(P) Ltd.	58
Aastrid Life Sciences Pvt., Ltd.	58
Shivam Pharma Chemicals	58
Synth Services	58

3,4-(Methylenedioxy)aniline Spectrum

3,4-(Methylenedioxy)aniline(14268-66-7)MS 3,4-(Methylenedioxy)aniline(14268-66-7)¹HNMR 3,4-(Methylenedioxy)aniline(14268-66-7)¹³CNMR 3,4-(Methylenedioxy)aniline(14268-66-7)IR1 3,4-(Methylenedioxy)aniline(14268-66-7)IR2

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5-Amino-1,3-benzodioxole 98% 1,3-Benzodioxol-5-amine, 3,4-(Methylenedioxy)aniline 5-Amino-1,3-benzodioxole 4-Amino-1,2-methylenedioxybenzene 3,4-METHYLENEDIOXYANILINE (STABILISED WI 3,4-(Methylenedioxy)aniline, 97% 10GR 3,4-(Methylenedioxy)aniline, 97% 50GR 4-aMino-1,3-benzodioxole 3,4-(Methylenedioxy)aniline, 98+%, 98+% 3,4-Methylendioxyaniline 3,4-Methylenedioxyaniline 1,3-Benzodioxol-5-amine (BENZO[1,3]DIOXOL-5-YL)AMINE 1-Amino-3,4-dimethylenedioxybenzene 1-Amino-3,4-methylenedioxybenzene AKOS BBS-00004239 5-AMINO-1,3-BENZODIOXOLE 4-AMINO-1,2-METHYLENEDIOXYBENZENE 3,4-(METHYLENEDIOXY)ANILINE 5-Aminobenzodioxole Aniline, 3,4-(methylenedioxy)- 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% 3,4－（methylenediocy）aniline Paroxetine Impurity 62 3,4-Methylenedioxyaniline> enedioxy)aniL 5-Amino-1,3-benzodioxo benzo[d][1,3]dioxol-5-amine 1,3-BENZODIOXOL-5-AMINE 14268-66-7 4268-66-7 AMINE Organic Building Blocks Nitrogen Compounds C7 Building Blocks Amines Anilines, Aromatic Amines and Nitro Compounds