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3,4-(Methylenedioxy)aniline

3,4-(Methylenedioxy)aniline structure

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

MDL Number:: MFCD00005832

MOL File:: 14268-66-7.mol

MSDS File:: SDS

Last updated: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)
FDA UNII	2Q750587K8
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(26)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	161497	3,4-(Methylenedioxy)aniline 97%	14268-66-7	10g	$121	2024-03-01	Buy
Sigma-Aldrich	161497	3,4-(Methylenedioxy)aniline 97%	14268-66-7	50g	$137	2024-03-01	Buy
TCI Chemical	M0741	3,4-Methylenedioxyaniline >98.0%(GC)(T)	14268-66-7	25g	$73	2024-03-01	Buy
TCI Chemical	M0741	3,4-Methylenedioxyaniline >98.0%(GC)(T)	14268-66-7	100g	$218	2024-03-01	Buy
Alfa Aesar	A12975	3,4-(Methylenedioxy)aniline, 98+%	14268-66-7	10g	$30.65	2024-03-01	Buy

Product number	Packaging	Price	Buy
161497	10g	$121	Buy
161497	50g	$137	Buy
M0741	25g	$73	Buy
M0741	100g	$218	Buy
A12975	10g	$30.65	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 synthesis

Synthesis of 3,4-(Methylenedioxy)aniline from 1,2-(Methylenedioxy)-4-nitrobenzene

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( 291)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Jiangxi Huihe Chemical Co., Ltd.	+86-19189228086 +8618858568638	wuzhouding@huihecrop.com	China	886	58
Shaoxing Fangxiao Chemical Co., LTD	+86-13456999252 +86-13868192239	kenny@fangxiaochem.com	China	50	58
Capot Chemical Co.,Ltd.	571-85586718 +8613336195806	sales@capotchem.com	China	29797	60
ATK CHEMICAL COMPANY LIMITED	+undefined-21-51877795	ivan@atkchemical.com	China	32480	60
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
Jinan Shengqi pharmaceutical Co,Ltd	86+18663751872	christine@shengqipharm.com	CHINA	491	58
Accela ChemBio Inc.	(+1)-858-699-3322	info@accelachem.com	United States	19965	58
Standardpharm Co. Ltd.	86-714-3992388	overseasales1@yongstandards.com	United States	14336	58
Chongqing Chemdad Co., Ltd	+86-023-61398051 +8613650506873	sales@chemdad.com	China	39916	58
Alchem Pharmtech,Inc.	8485655694	sales@alchempharmtech.com	United States	63711	58

Supplier	Advantage
Jiangxi Huihe Chemical Co., Ltd.	58
Shaoxing Fangxiao Chemical Co., LTD	58
Capot Chemical Co.,Ltd.	60
ATK CHEMICAL COMPANY LIMITED	60
career henan chemical co	58
Jinan Shengqi pharmaceutical Co,Ltd	58
Accela ChemBio Inc.	58
Standardpharm Co. Ltd.	58
Chongqing Chemdad Co., Ltd	58
Alchem Pharmtech,Inc.	58

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

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2022-10-19	3,4-(Methylenedioxy)aniline 14268-66-7	US $100.00 / kg	1kg	0.99	100 tons	Hebei Duling International Trade Co. LTD
	2019-07-06	3,4-(Methylenedioxy)aniline 14268-66-7	US $1.00 / kg	1kg	98%min	as request	Career Henan Chemical Co

3,4-(Methylenedioxy)aniline
14268-66-7
US $100.00 / kg
0.99
Hebei Duling International Trade Co. LTD

3,4-(Methylenedioxy)aniline
14268-66-7
US $1.00 / kg
98%min
Career Henan Chemical Co

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