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
- MDL Number:
- MFCD00005832
- MOL File:
- 14268-66-7.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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 |
| Cosmetics Ingredients Functions | HAIR DYEING |
| InChI | 1S/C7H7NO2/c8-5-1-2-6-7(3-5)10-4-9-6/h1-3H,4,8H2 |
| InChIKey | XGNXYCFREOZBOL-UHFFFAOYSA-N |
| SMILES | Nc1ccc2OCOc2c1 |
| 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) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
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 | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36 | |||||||||
| WGK Germany | 3 | |||||||||
| Hazard Note | Irritant | |||||||||
| TSCA | TSCA listed | |||||||||
| HazardClass | 6.1 | |||||||||
| HS Code | 29329970 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| NFPA 704 |
|
3,4-(Methylenedioxy)aniline price More Price(50)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 161497 | 3,4-(Methylenedioxy)aniline 97% | 14268-66-7 | 10g | $133 | 2026-04-30 | Buy |
| Sigma-Aldrich | 161497 | 3,4-(Methylenedioxy)aniline 97% | 14268-66-7 | 50g | $150 | 2026-04-30 | Buy |
| TCI Chemical | M0741 | 3,4-Methylenedioxyaniline >98.0%(GC)(T) | 14268-66-7 | 25g | $91 | 2026-04-30 | Buy |
| TCI Chemical | M0741 | 3,4-Methylenedioxyaniline >98.0%(GC)(T) | 14268-66-7 | 100g | $271 | 2026-04-30 | Buy |
| Biosynth | FM32311 | 3,4-Methylenedioxyaniline | 14268-66-7 | 0.1kg | $900 | 2026-06-04 | 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
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Preparation Products
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| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shaoxing Fangxiao Chemical Co., LTD | +86-13456999252; 13456999252 | shellyhouse39@126.com | China | 41 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Beijing Ouhe Technology Co., Ltd | 13552068683 13522913783 | 2355560935@qq.com | China | 11777 | 60 |
| Shanghai Sinch Parmaceuticals Tech. Co. Ltd. | +86-21-54098501 | sales@sinch.com.cn | China | 11592 | 64 |
| Accela ChemBio Co.,Ltd. | 021-50795510 4000665055 | marketing@accelachem.com | China | 10972 | 64 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
View Latest Price from 3,4-(Methylenedioxy)aniline manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2019-07-06 | 3,4-(Methylenedioxy)aniline
14268-66-7
|
$1.00 | 1kg | 98%min | Career Henan Chemical Co |
-
- 3,4-(Methylenedioxy)aniline
14268-66-7
- $1.00
- 98%min
- Career Henan Chemical Co
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