3-Amino-1,2-benzenediol
- Product Name
- 3-Amino-1,2-benzenediol
- CAS No.
- 20734-66-1
- Chemical Name
- 3-Amino-1,2-benzenediol
- Synonyms
- 3-Amino-1,2-benzenediol;3-aMinobenzene-1,2-diol;1,2-Benzenediol, 3-aMino-;3-Amino benzene-1,2-diol / 3-Amino catechol hydrochloride
- CBNumber
- CB62528751
- Molecular Formula
- C6H7NO2
- Formula Weight
- 125.13
- MOL File
- 20734-66-1.mol
3-Amino-1,2-benzenediol Property
- Melting point:
- 142-145 °C
- Boiling point:
- 297.0±25.0 °C(Predicted)
- Density
- 1.412±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- solubility
- DMF: 5 mg/ml; DMSO: 5 mg/ml; Ethanol: 10 mg/ml; PBS (pH 7.2): 1 mg/ml
- form
- A solid
- pka
- 9.59±0.10(Predicted)
Safety
- HazardClass
- IRRITANT
- HS Code
- 2908190090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- A603283
- Product name
- 3-Aminocatechol
- Packaging
- 50mg
- Price
- $155
- Updated
- 2021/12/16
- Product number
- A603283
- Product name
- 3-Aminocatechol
- Packaging
- 1g
- Price
- $1515
- Updated
- 2021/12/16
- Product number
- 054481
- Product name
- 3-Amino-1,2-benzenediol
- Purity
- >95%
- Packaging
- 500mg
- Price
- $362
- Updated
- 2021/12/16
- Product number
- CHM0388986
- Product name
- 3-AMINOBENZENE-1,2-DIOL
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $498.07
- Updated
- 2021/12/16
- Product number
- 0618AB
- Product name
- 3-Aminobenzene-1,2-diol
- Packaging
- 500mg
- Price
- $538
- Updated
- 2021/12/16
3-Amino-1,2-benzenediol Chemical Properties,Usage,Production
Uses
Degradation of Acid Black 1 reveals the formation of 3-Aminocatechol as one of the intermediates.
Synthesis
6299-67-8
20734-66-1
2,3-Dimethoxyaniline (438 μL, 3.26 mmol) was used as raw material and dissolved in dichloromethane (5.0 mL). A 1 mol/L solution of boron tribromide/dichloromethane (11.4 mL, 11.4 mmol) was slowly added dropwise at -78 °C under argon protection. After the dropwise addition, the reaction system was slowly warmed to room temperature and stirred overnight. Upon completion of the reaction, the reaction was quenched with saturated aqueous sodium bicarbonate solution and subsequently neutralized with saturated aqueous ammonium chloride solution. The reaction mixture was extracted with ethyl acetate and the organic phase was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate) to afford the target product 3-aminobenzene-1,2-diol (67 mg, 16% yield).
IC 50
MMP-2: 20 μM (IC50); MMP-8: 26 μM (IC50); MMP-9: 16 μM (IC50); MMP-14: 16.3 μM (IC50)
References
[1] Patent: JP2016/124812, 2016, A. Location in patent: Paragraph 0098
[2] Patent: US2003/65018, 2003, A1
[3] Patent: WO2007/71434, 2007, A1. Location in patent: Page/Page column 60-61
3-Amino-1,2-benzenediol Preparation Products And Raw materials
Raw materials
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