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CAS No.: | 130-00-7 |
---|---|
Name: | Benz[cd]indol-2(1H)-one |
Article Data: | 63 |
Molecular Structure: | |
Formula: | C11H7NO |
Molecular Weight: | 169.183 |
Synonyms: | Naphthostyril(6CI,7CI);1,8-Naphtholactam;2(1H)-Perinaphthazolone;2(1H)-peri-Naphthazolone;Naphtholactam; |
EINECS: | 204-973-4 |
Density: | 1.327 g/cm3 |
Melting Point: | 173-178 °C(lit.) |
Boiling Point: | 234.7 °C at 760 mmHg |
Flash Point: | 128.9 °C |
Appearance: | light yellow powder |
Hazard Symbols: | Xn |
Risk Codes: | 22 |
Safety: | 24/25 |
PSA: | 32.86000 |
LogP: | 2.11910 |
1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl 4-methylbenzenesulfonate
1,8-naphtholactam
Conditions | Yield |
---|---|
Stage #1: 1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl 4-methylbenzenesulfonate With sodium hydroxide In ethanol; water for 3h; Reflux; Stage #2: With hydrogenchloride In water at 75℃; Stage #3: In ethanol; water for 3h; Reflux; | 94% |
With sodium hydroxide In ethanol; water at 20℃; for 3h; Reflux; | 83% |
With sodium hydroxide In ethanol; water for 3h; Reflux; | 83% |
Stage #1: 1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl 4-methylbenzenesulfonate With sodium hydroxide In ethanol; water for 3h; Reflux; Stage #2: With hydrogenchloride In ethanol; water at 20℃; for 0.5h; | 82% |
With water; sodium hydroxide In ethanol for 3h; Reflux; | 82% |
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol; water for 3h; Reflux; | 94% |
With sodium hydroxide In water for 2h; Reflux; | 91.7% |
With p-toluenesulfonyl chloride for 1h; Heating; | 1.38 g |
Multi-step reaction with 2 steps 1.1: 1 h / 95 °C 2.1: sodium hydroxide / ethanol; water / 3 h / Reflux 2.2: 0.5 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
Stage #1: 1,8-Naphthalic anhydride With hydroxylamine hydrochloride In pyridine for 1h; Heating; Stage #2: With p-toluenesulfonyl chloride In pyridine for 1h; Heating; Further stages.; | 91% |
With hydroxylamine; p-toluenesulfonyl chloride In pyridine Beckmann rearrangement; | 64% |
Multi-step reaction with 2 steps 1.1: hydroxylamine hydrochloride; pyridine / 1 h / Reflux 1.2: 1 h / 80 °C / Reflux 2.1: sodium hydroxide / ethanol; water / 3 h / Reflux 2.2: 75 °C 2.3: 3 h / Reflux View Scheme |
1,8-naphtholactam
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 2h; | 87% |
Conditions | Yield |
---|---|
AlCl3 In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; water | 80% |
1,8-naphtholactam
Conditions | Yield |
---|---|
With lithium hydroxide monohydrate; dihydrogen peroxide In tetrahydrofuran; water at 0 - 20℃; for 24h; | 80% |
N-(1-naphthalen-1-yl)pyrazine-2-carboxamide
1,8-naphtholactam
Conditions | Yield |
---|---|
With triethylamine; silver carbonate; cobalt(II) chloride; Trimethylacetic acid In 1,4-dioxane at 130℃; for 20h; Inert atmosphere; Sealed tube; | 47% |
8-nitro-1-naphthalenecarboxylic acid
acetic acid
A
1,8-naphtholactam
B
2-methylnaphtho[1,2-d]oxazole-9-carboxylic acid
C
2-oxo-1,2-dihydrobenzo[c,d]indol-6-yl acetate
Conditions | Yield |
---|---|
With zinc for 1h; Reflux; | A 46% B 12% C 27% |
Conditions | Yield |
---|---|
With sodium hydroxide; sodium hypochlorite | |
Multi-step reaction with 2 steps 1: aqueous NaOH; NaClO 2: NaOH-solution; water / und Erhitzen der Reaktionsloesung mit Essigsaeure View Scheme |
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Molecular Structure of Benz[cd]indol-2(1H)-one (CAS NO.130-00-7):
Chemical Name: Benz[cd]indol-2(1H)-one
CAS No.: 130-00-7
EINECS: 204-973-4
RTECS: DE3202000
Molecular Formula: C11H7NO
Molecular Weight: 169.18 g/mol
Melting Point: 173-178 °C(lit.)
Density: 1.327 g/cm3
Flash Point: 128.9 °C
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 0
Polar Surface Area: 20.31Å2
Index of Refraction: 1.723
Molar Refractivity: 50.52 cm3
Molar Volume: 127.4 cm3
Surface Tension: 57.3 dyne/cm
Enthalpy of Vaporization: 47.15 kJ/mol
Vapour Pressure: 0.0521 mmHg at 25°C
Boiling Point: 234.7 °C at 760 mmHg
InChI
InChI=1/C11H7NO/c13-11-8-5-1-3-7-4-2-6-9(12-11)10(7)8/h1-6H,(H,12,13)
Smiles
O=C1Nc2c3c(ccc2)cccc13
EINECS: 204-973-4
Product Categories: Intermediates of Dyes and Pigments; Fused Ring Systems; Building Blocks; Heterocyclic Building Blocks; Indoles
Product Categories about 1,8-NAPHTHOLACTAM (130-00-7) are Intermediates of Dyes and Pigments ; Fused Ring Systems ; Building Blocks ; Heterocyclic Building Blocks ; Indoles
mammal (species unspecified) | LD50 | oral | 2700mg/kg (2700mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(1), Pg. 82, 1986. |
mouse | LD50 | oral | 1gm/kg (1000mg/kg) | BEHAVIORAL: ATAXIA | Collection of Czechoslovak Chemical Communications. Vol. 50, Pg. 1888, 1985. |
Reported in EPA TSCA Inventory.
Moderately toxic by an unspecified route. Slightly toxic by ingestion. When heated to decomposition it emits toxic vapors of NOx.
Hazard Codes: Xn
Risk Statements: 22
R22:Harmful if swallowed.
WGK Germany: 2
RTECS: DE3202000
Benz[cd]indol-2(1H)-one , with CAS number of 130-00-7, can be called 1-Naphthalenecarboxylic acid, 8-amino-, lactam ; 1,8-Naphtholactam ; Naphtholactam ; Naftostiril . Benz[cd]indol-2(1H)-one (CAS NO.130-00-7) is mainly used as intermediate for the synthesis of vat dyes and organic pigments.