- 2-Naphthylhydrazine
- 2-Naphthylhydrazine hydrochloride
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Cas Database |
| Name |
2-Naphthylhydrazine hydrochloride |
EINECS | N/A |
| CAS No. | 2243-58-5 | Density | 1.215g/cm3 |
| PSA | 38.05000 | LogP | 3.70070 |
| Solubility | N/A | Melting Point |
123 °C |
| Formula | C10H10N2.HCl | Boiling Point | 362.9 °C at 760 mmHg |
| Molecular Weight | 194.664 | Flash Point | 203.9 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | Risk Codes | R36/37/38 | |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
Hydrazine,(2-naphthyl)-, hydrochloride (6CI,7CI,8CI);Hydrazine, 2-naphthalenyl-,monohydrochloride (9CI);2-Hydrazinonaphthalene monohydrochloride;2-naphthalenyl hydrazine hydrochloride; |
Article Data | 8 |
2-Naphthylhydrazine hydrochloride Synthetic route
| Conditions | Yield |
|---|---|
| Stage #1: 2-bromonaphthalene With potassium phosphate; copper(l) iodide; N,N′-bis(2,6-dimethylphenyl)oxalamide; cetyltrimethylammonim bromide In water at 80℃; for 0.25h; Schlenk technique; Inert atmosphere; Sealed tube; Stage #2: With hydrazine hydrate In water at 80℃; Inert atmosphere; Schlenk technique; Sealed tube; Stage #3: With hydrogenchloride In water pH=3 - 4; Inert atmosphere; Schlenk technique; Sealed tube; | 70% |
| Multi-step reaction with 2 steps 1.1: s-BuLi / tetrahydrofuran; cyclohexane / 0.5 h / -78 °C 1.2: tetrahydrofuran; cyclohexane / -78 - 20 °C 2.1: HCl / dioxane; propan-2-ol / 0.5 h / 60 °C View Scheme |
| Conditions | Yield |
|---|---|
| Stage #1: naphthalen-2-ylamine With hydrogenchloride; sodium nitrite In water for 1h; Cooling with ice; Stage #2: With tin(ll) chloride In water for 3.5h; Cooling with ice; | 63% |
| With hydrogenchloride; tin(ll) chloride; sodium nitrite 1.) -5 deg C to 0 deg C, 0.75 h, 2.) 1 h; Multistep reaction; | |
| Stage #1: naphthalen-2-ylamine With hydrogenchloride; sodium nitrite In water at 0℃; for 0.416667h; Stage #2: With hydrogenchloride; tin(ll) chloride In water at 0℃; for 0.5h; | |
| Stage #1: naphthalen-2-ylamine With hydrogenchloride; sodium nitrite In water at -5 - 0℃; for 0.5h; Stage #2: With tin(ll) chloride In water at 0 - 20℃; |
- 868394-40-5
di-tert-butyl 1-(naphthalene-2-yl)hydrazine-1,2-dicarboxylate
- 2243-58-5
2-naphthylhydrazine hydrochloride
| Conditions | Yield |
|---|---|
| With hydrogenchloride In 1,4-dioxane; isopropyl alcohol at 60℃; for 0.5h; |
| Conditions | Yield |
|---|---|
| With hydrazine hydrate for 20h; Reflux; | 296.5 g |
- 1356907-02-2
2-(2,4-dimethyl-1,3-dioxolan-2-yl)acetic acid
- 2243-58-5
2-naphthylhydrazine hydrochloride
- 1192140-15-0
5-methyl-1-(naphthalen-2-yl)-1H-pyrazol-3-ol
| Conditions | Yield |
|---|---|
| Stage #1: 2-(2,4-dimethyl-1,3-dioxolan-2-yl)acetic acid With chloroformic acid ethyl ester; triethylamine In dichloromethane at 0℃; for 0.333333h; Stage #2: 2-naphthylhydrazine hydrochloride With triethylamine In dichloromethane at 20℃; for 3h; Product distribution / selectivity; | 97% |
| Conditions | Yield |
|---|---|
| With acetic acid In ethanol for 1h; Reflux; | 96% |
| Conditions | Yield |
|---|---|
| With oxygen; potassium acetate; copper(I) bromide In acetone at 20℃; for 12h; Schlenk technique; | 88% |
| Conditions | Yield |
|---|---|
| With diamminedichloropalladium(II); copper(II) choride dihydrate; potassium carbonate In water at 25℃; for 12h; Suzuki Coupling; Green chemistry; | 87% |
| Conditions | Yield |
|---|---|
| With 4-methylbenzenesulfonic acid-based ionic liquid supported on silica gel In ethanol at 20℃; for 5h; Fischer Indole Synthesis; | 86% |
| With acetic acid at 100℃; for 3h; Fischer Indole Synthesis; Inert atmosphere; |
| Conditions | Yield |
|---|---|
| With acetic acid In ethanol for 3h; Heating; | 85% |
2-Naphthylhydrazine hydrochloride Specification
The Hydrazine,2-naphthalenyl-, hydrochloride (1:1), with the CAS registry number 2243-58-5, has the systematic name and IUPAC name of naphthalen-2-ylhydrazine hydrochloride (1:1). It is a kind of organics, and should be stored in the dry and cool environment. And the molecular formula of the chemical is C10H10N2.HCl.
The characteristics of Hydrazine,2-naphthalenyl-, hydrochloride (1:1) are as followings: (1)ACD/LogP: 2.48; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.01; (4)ACD/LogD (pH 7.4): 2.47; (5)ACD/BCF (pH 5.5): 15.35; (6)ACD/BCF (pH 7.4): 44.13; (7)ACD/KOC (pH 5.5): 180.87; (8)ACD/KOC (pH 7.4): 519.92; (9)#H bond acceptors: 2; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 6.48 Å2; (13)Flash Point: 203.9 °C; (14)Enthalpy of Vaporization: 60.89 kJ/mol; (15)Boiling Point: 362.9 °C at 760 mmHg; (16)Vapour Pressure: 1.87E-05 mmHg at 25°C.
Uses of Hydrazine,2-naphthalenyl-, hydrochloride (1:1): It can react with (5a)-17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride to produce 17-(cyclopropylmethyl)-6,7-dehydro-4,5a-epoxy-3,14-dihydroxy-5',6'-benz-6,7-2',3'-indolomorphinan. This reaction will need reagent glacial acetic acid. The reaction time is 4 hours with heating, and the yield is about 60%.
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Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: Cl.c12ccccc1ccc(NN)c2
(2)InChI: InChI=1/C10H10N2.ClH/c11-12-10-6-5-8-3-1-2-4-9(8)7-10;/h1-7,12H,11H2;1H
(3)InChIKey: OXOQKRNEPBHINU-UHFFFAOYAA
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