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Name	6-Methoxy-2-methyl-1H-benz[de]isoquinoline-1,3(2H)-dione	EINECS	221-895-6
CAS No.	3271-05-4	Density	1.335g/cm³
PSA	48.30000	LogP	1.49830
Solubility	N/A	Melting Point	197-201 °C
Formula	C14H11 N O3	Boiling Point	431.7°Cat760mmHg
Molecular Weight	241.246	Flash Point	214.9°C
Transport Information	N/A	Appearance	N/A
Safety	Low toxicity by ingestion and intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic vapors of NO_x.	Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	Naphthalimide,4-methoxy-N-methyl- (7CI,8CI); 4-Methoxy-N-methyl-1,8-naphthalimide;4-Methoxynaphthalene-1,8-dicarboxylic methylimide; C.I. 56190; C.I. FluorescentBrightener 162; C.I. Fluorescent Brightening Agent 162; Fluorescent Brightener162; Fluorescent Brightening Agent 162; Mikawhite AT; Mikawhite AT CONC;N-Methyl-4-methoxy-1,8-naphthalimide	Article Data	8

6-Methoxy-2-methyl-1H-benz[de]isoquinoline-1,3(2H)-dione Synthetic route

: 67-56-1
methanol

: 39061-36-4
4-nitro-N-methyl-1,8-naphthalimide

: 3271-05-4
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

Conditions

Conditions	Yield
With potassium carbonate sonication;	97%

: 124-41-4
sodium methylate

: 4118-33-6
4-chloro-N-methyl-1,8-naphthalimide

: 3271-05-4
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

Conditions

Conditions	Yield
copper(II) sulfate In methanol for 12h; Heating;	86%

: 4116-90-9
4-bromo-N-methyl-1,8-naphthalimide

: 124-41-4
sodium methylate

: 3271-05-4
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

Conditions

Conditions	Yield
With copper(ll) sulfate pentahydrate In methanol Reflux;	81%
With copper(ll) sulfate pentahydrate In methanol Reflux;

: 81-86-7
4-bromo-1,8-naphthalenedicarboxylic anhydride

: 3271-05-4
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethanol / 8 h / 80 °C 2: copper(ll) sulfate pentahydrate / methanol / Reflux View Scheme
Multi-step reaction with 2 steps 1: ethanol / 55 °C 2: copper(ll) sulfate pentahydrate / methanol / Reflux View Scheme

: 3271-05-4
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

: 784-03-2
6-hydroxy-2-methyl-1H-benz[d,e]isoquinoline-1,3(2H)-dione

Conditions

Conditions	Yield
With hydrogen iodide for 3h; Heating;	81%
With pyridine hydrochloride at 190℃; for 0.583333h; demethylation;	45%
With hydrogen iodide In water at 130℃; Inert atmosphere;
With hydrogen iodide at 140℃;

: 3271-05-4
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

: 146774-97-2
2,3,6-trimethylfuro<2,3-b><1>naphtho<4a,7a-e,f>pyrida-5,7-dione

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 81 percent / 57percent HI / 3 h / Heating 2: K2CO3 / butan-2-one / 72 h / Heating 3: 53 percent / 98percent H2SO4 / 10 h / Ambient temperature View Scheme

: 3271-05-4
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

: 146774-96-1
2-methyl-6-(2'-oxobutan-3'-yl)-naphtho<3a,9a-c,d>pyrida-1,3-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 81 percent / 57percent HI / 3 h / Heating 2: K2CO3 / butan-2-one / 72 h / Heating View Scheme

: 3271-05-4
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

: 146774-98-3
2-methyl-6-acetoxy-5-acetyl-naphtho<3a,9a-c,d>pyrida-1,3-dione

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 81 percent / 57percent HI / 3 h / Heating 2: K2CO3 / butan-2-one / 72 h / Heating 3: 53 percent / 98percent H2SO4 / 10 h / Ambient temperature 4: 84 percent / O2, TPP / CH2Cl2 / 0.5 h / -10 °C / Irradiation View Scheme

: 3271-05-4
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

: 6-hydroxy-2-methyl-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinoline-5-carbaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: hydrogen iodide / water / 130 °C / Inert atmosphere 2.1: trifluoroacetic acid / 10 h / 0 - 120 °C 2.2: 2 h / Reflux View Scheme
Multi-step reaction with 2 steps 1.1: hydrogen iodide / 140 °C 2.1: trifluoroacetic acid / 120 °C / Cooling with ice 2.2: Heating View Scheme

: 3271-05-4
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

: C20H12N2O3S

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: hydrogen iodide / water / 130 °C / Inert atmosphere 2.1: trifluoroacetic acid / 10 h / 0 - 120 °C 2.2: 2 h / Reflux 3.1: dihydrogen peroxide; hydrogenchloride / ethanol; water / 20 °C View Scheme
Multi-step reaction with 3 steps 1.1: hydrogen iodide / 140 °C 2.1: trifluoroacetic acid / 120 °C / Cooling with ice 2.2: Heating 3.1: hydrogenchloride; dihydrogen peroxide / ethanol; water / 0.5 h / 20 °C View Scheme

6-Methoxy-2-methyl-1H-benz[de]isoquinoline-1,3(2H)-dione Chemical Properties

Molecular Formula: C₁₄H₁₁NO₃
Molar mass: 241.242 g/mol
EINECS: 221-895-6
Density: 1.335 g/cm³
Flash Point: 214.9 °C
Index of Refraction: 1.662
Boiling Point: 431.7 °C at 760 mmHg
Vapour Pressure: 1.18E-07 mmHg at 25°C
Structure of 4-Methoxy-N-methylnaphthalimide (3271-05-4):

SMILES: O=C2c1c3c(c(OC)cc1)cccc3C(=O)N2C
InChI: InChI=1/C14H11NO3/c1-15-13(16)9-5-3-4-8-11(18-2)7-6-10(12(8)9)14(15)17/h3-7H,1-2H3
InChIKey: CNUWYNDMLFVRBU-UHFFFAOYAR
Std. InChI: InChI=1S/C14H11NO3/c1-15-13(16)9-5-3-4-8-11(18-2)7-6-10(12(8)9)14(15)17/h3-7H,1-2H3
Std. InChIKey: CNUWYNDMLFVRBU-UHFFFAOYSA-N

6-Methoxy-2-methyl-1H-benz[de]isoquinoline-1,3(2H)-dione Toxicity Data With Reference

1.	bfa-rat:sat 12600 mg/kg/7D-C	AECTCV Archives of Environmental Contamination and Toxicology. 16 (1987),119.
2.	orl-rat LDLo:15 g/kg	ESKHA5 Eisei Shikenjo Hokoku. Bulletin of the National Hygiene Sciences.(101)(1983),152.
3.	ipr-mus LD50:7700 mg/kg	OKEHDW Osaka-furitsu Koshu Eisei Kenkyusho Kenkyu Hokoku, Koshu Eisei Hen. Research Reports of the Osaka Prefectural Institute of Public Health, Public Health Section. 20 (1982),95.

6-Methoxy-2-methyl-1H-benz[de]isoquinoline-1,3(2H)-dione Consensus Reports

Reported in EPA TSCA Inventory.

6-Methoxy-2-methyl-1H-benz[de]isoquinoline-1,3(2H)-dione Safety Profile

Low toxicity by ingestion and intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic vapors of NO_x.

6-Methoxy-2-methyl-1H-benz[de]isoquinoline-1,3(2H)-dione Specification

4-Methoxy-N-methylnaphthalimide (3271-05-4) also can be called 4-Methoxy-1,8-naphthalic acid-N-methylimide ; 6-Methoxy-2-methyl-1H-benz(de)isoquinoline-1,3(2H)-dione ; 1H-Benz[de]isoquinoline-1,3(2H)-dione, 6-methoxy-2-methyl- ; and Naphthalimide, 4-methoxy-N-methyl- .

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