4,6-Diaminoresorcinol dihydrochloride

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CAS:16523-31-2
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4,6-Diaminoresorcinol dihydrochloride manufacturers

4,6-Diaminoresorcinol dihydrochloride Basic information
Product Name:4,6-Diaminoresorcinol dihydrochloride
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 dihydrochloride;4,6-diamino-1,3-benzenediol hydrochloride
CAS:16523-31-2
MF:C6H10Cl2N2O2
MW:213.06
EINECS:
Product Categories:Fluorenes, etc. (reagent for high-performance polymer research);Functional Materials;Reagent for High-Performance Polymer Research;Organic Building Blocks;Oxygen Compounds;Polyols;Benzene derivates;API intermediates;Aromatic Phenols
Mol File:16523-31-2.mol
4,6-Diaminoresorcinol dihydrochloride Structure
4,6-Diaminoresorcinol dihydrochloride Chemical Properties
Melting point 254 °C (dec.)(lit.)
storage temp. 2-8°C
form Crystalline Solid
color Gray-brown
Water Solubility almost transparency
InChIInChI=1S/C6H8N2O2.2ClH/c7-3-1-4(8)6(10)2-5(3)9;;/h1-2,9-10H,7-8H2;2*1H
InChIKeyKUMOYHHELWKOCB-UHFFFAOYSA-N
SMILESC1(N)=CC(=C(O)C=C1O)N.Cl.Cl
CAS DataBase Reference16523-31-2(CAS DataBase Reference)
EPA Substance Registry System1,3-Benzenediol, 4,6-diamino-, dihydrochloride (16523-31-2)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 37/39-26-24/25
WGK Germany 3
TSCA TSCA listed
HS Code 29222990
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
4,6-Diaminoresorcinol dihydrochloride Usage And Synthesis
Chemical Propertiesgrey-brown crystalline solid
Uses4,6-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
Resorcinol

108-46-3

4,6-Diaminoresorcinol dihydrochloride

16523-31-2

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
4,6-Diaminoresorcinol dihydrochloride Preparation Products And Raw materials
Raw materials1,3-Benzenediol, 4,6-diamino-2-chloro--->Resorcinol-->Hydroxylamine hydrochloride-->Hydrochloric acid
Tag:4,6-Diaminoresorcinol dihydrochloride(16523-31-2) Related Product Information
3-DIMETHYLAMINOPROPIOPHENONE HYDROCHLORIDE 2-DIETHYLAMINOETHANOL HYDROCHLORIDE 4-AMINOAZOBENZENE HYDROCHLORIDE D-Glucosamine hydrochloride RESORCINOL-FORMALDEHYDE RESIN 4,6-Diaminoresorcinol 1,3-Dimethoxybenzene Resorcinol Dihydrochloride 4-Amino-6-nitroresorcinol hydrochloride AKOS BB-9505 4,6-Diaminoresorcinol dihydrochloride

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