| Identification | More | [Name]
4,6-Diaminoresorcinol dihydrochloride | [CAS]
16523-31-2 | [Synonyms]
4,6-DIAMINO-BENZENE-1,3-DIOL 2HCL SALT
4,6-DIAMINORESORCINOL DIHYDROCHLORIDE
4,6-DIAMINORESORCINOL HCL
4,6-DIAMINO RESORCINOL HYDROCHLORIDE
4,6-DIHYDROXY-1,3-PHENYLENEDIAMINE DIHYDROCHLORIDE
4,6-Diamino-1,3-Benzenediol HCl
4,6-diamino-1,3-benzenediol hydrochloride
DIHYDROXY-3-PHENYLENEDIAMINEDIHYDROCHLORIDE
4,6-Diamino-1,3-benzenediol dihydrochloride | [Molecular Formula]
C6H10Cl2N2O2 | [MDL Number]
MFCD06804593 | [Molecular Weight]
213.06 | [MOL File]
16523-31-2.mol |
| Chemical Properties | Back Directory | [Appearance]
grey-brown crystalline solid | [Melting point ]
254 °C (dec.)(lit.)
| [storage temp. ]
2-8°C | [form ]
Crystalline Solid | [color ]
Gray-brown | [Water Solubility ]
almost transparency | [InChI]
InChI=1S/C6H8N2O2.2ClH/c7-3-1-4(8)6(10)2-5(3)9;;/h1-2,9-10H,7-8H2;2*1H | [InChIKey]
KUMOYHHELWKOCB-UHFFFAOYSA-N | [SMILES]
C1(N)=CC(=C(O)C=C1O)N.Cl.Cl | [CAS DataBase Reference]
16523-31-2(CAS DataBase Reference) | [EPA Substance Registry System]
16523-31-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [TSCA ]
TSCA listed | [HS Code ]
29222990 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
grey-brown crystalline solid | [Uses]
4,6-Diaminoresorcinol dihydrochloride may be used as a precursor in the synthesis of:
- poly(p-phenylene benzobisoxazole) (PBO)
- poly(2,6-naphthalenebenzobisoxazole) (Naph-2,6-PBO)
- poly(1,5-naphthalenebenzobisoxazole) (Naph-1,5-PBO)
| [Synthesis]
The general procedure for the synthesis of 4,6-diaminoresorcinol dihydrochloride from resorcinol was as follows: the reaction was carried out by the one-pot method under the molar ratio of phosphorus pentoxide/methanesulfonic acid/hydroxylamine hydrochloride/acetic acid/resorcinol of 0:4:2:2:1. The specific operation was as follows: first, resorcinol (5.50 g) and acetic acid (6.00 g) were added to a 100 mL three-necked flask, followed by the addition of methanesulfonic acid (13 mL, 0.2 mol), and the reaction system was warmed up to 100 °C after stirring until complete dissolution. Next, hydroxylamine hydrochloride (7.00 g) was slowly added and the reaction was continued at this temperature for 4 hours. Upon completion of the reaction, 6 mol/L hydrochloric acid (40 mL) was added to the system and stirring was continued. The reaction mixture was cooled at 100 °C for 2 h, during which time crystals precipitated. The crystals were collected by filtration, washed sequentially with hydrochloric acid and ethanol, and finally dried under vacuum to afford the target product 4,6-diaminoresorcinol dihydrochloride in 5.0% yield. | [References]
[1] Patent: CN108191678, 2018, A. Location in patent: Paragraph 0016-0021
[2] Patent: CN103724216, 2016, B
[3] Patent: CN104098590, 2016, B |
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