Product Name

  • Name

    9-METHYLACRIDINE

  • EINECS 210-272-4
  • CAS No. 611-64-3
  • Article Data72
  • CAS DataBase
  • Density 1.155g/cm3
  • Solubility
  • Melting Point 114-119 °C
  • Formula C14H11N
  • Boiling Point 361.9 °C at 760 mmHg
  • Molecular Weight 193.248
  • Flash Point 160 °C
  • Transport Information
  • Appearance Yellow crystalline powder
  • Safety 45-36/37/39-26
  • Risk Codes 68-36/37/38
  • Molecular Structure Molecular Structure of 611-64-3 (9-METHYLACRIDINE)
  • Hazard Symbols HarmfulXn; IrritantXi
  • Synonyms 9-Methylacridine;NSC 1234;
  • PSA 12.89000
  • LogP 3.69640

Synthetic route

C14H12BrN
1433773-40-0

C14H12BrN

9-methyl-acridine
611-64-3

9-methyl-acridine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); lithium tert-butoxide; ruphos In 1,4-dioxane; water at 110℃; for 12h; Inert atmosphere; Microwave irradiation;100%
N'-(1-(2-aminophenyl)ethylidene)-4-methylbenzenesulfonohydrazide
1433772-22-5

N'-(1-(2-aminophenyl)ethylidene)-4-methylbenzenesulfonohydrazide

1,2-dibromobenzene
583-53-9

1,2-dibromobenzene

9-methyl-acridine
611-64-3

9-methyl-acridine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); lithium tert-butoxide; ruphos In 1,4-dioxane; water at 110℃; for 12h; Reagent/catalyst; Temperature; Microwave irradiation; Inert atmosphere;98%
dibenzoazepine
256-96-2

dibenzoazepine

A

9-methyl-acridine
611-64-3

9-methyl-acridine

B

9,10-dihydrodibenzazepine
494-19-9

9,10-dihydrodibenzazepine

Conditions
ConditionsYield
With iodine; hypophosphorous acid In acetic acid for 24h; Heating;A 92%
B 8%
Diphenyliodonium triflate
66003-76-7

Diphenyliodonium triflate

2-aminoacetophenone
551-93-9

2-aminoacetophenone

9-methyl-acridine
611-64-3

9-methyl-acridine

Conditions
ConditionsYield
With copper(l) iodide In 1,2-dichloro-ethane at 65℃; for 12h; Reagent/catalyst; Temperature; Solvent; Friedel-Crafts Alkylation; Inert atmosphere; Sealed tube;92%
With copper(l) iodide In 1,2-dichloro-ethane at 65℃; Temperature; Reagent/catalyst; Sealed tube; Inert atmosphere;92%
1,2-Diiodobenzene
615-42-9

1,2-Diiodobenzene

N'-(1-(2-aminophenyl)ethylidene)-4-methylbenzenesulfonohydrazide
1433772-22-5

N'-(1-(2-aminophenyl)ethylidene)-4-methylbenzenesulfonohydrazide

9-methyl-acridine
611-64-3

9-methyl-acridine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); lithium tert-butoxide; ruphos In 1,4-dioxane; water at 110℃; for 12h; Microwave irradiation; Inert atmosphere;90%
N-(1-phenylethylidene)aniline
1749-19-5

N-(1-phenylethylidene)aniline

Phenyl azide
622-37-7

Phenyl azide

9-methyl-acridine
611-64-3

9-methyl-acridine

Conditions
ConditionsYield
With tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; acetic anhydride In 1,2-dichloro-ethane at 110℃; for 20h; Inert atmosphere;87%
2-aminoacetophenone
551-93-9

2-aminoacetophenone

phenylboronic acid
98-80-6

phenylboronic acid

9-methyl-acridine
611-64-3

9-methyl-acridine

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In 1,1,2,2-tetrachloroethane at 100℃; for 14h; Sealed tube;86%
Stage #1: 2-aminoacetophenone; phenylboronic acid With copper diacetate In 2,2,2-trifluoroethanol at 20℃; for 12h;
Stage #2: With t-butyl bromide In 2,2,2-trifluoroethanol at 20℃; for 24h;		85%
acetic acid
64-19-7

acetic acid

diphenylamine
122-39-4

diphenylamine

9-methyl-acridine
611-64-3

9-methyl-acridine

Conditions
ConditionsYield
With 2,2-dimethoxy-propane; zinc(II) chloride In neat (no solvent) at 100℃; for 0.133333h; Bernthsen Acridine Synthesis; Microwave irradiation; Green chemistry;84%
With zinc(II) chloride at 220℃; for 17h;81%
With zinc(II) chloride at 220℃; for 17h;81%
10-ethyl-9-methylacridinium ethosulfate

10-ethyl-9-methylacridinium ethosulfate

9-methyl-acridine
611-64-3

9-methyl-acridine

Conditions
ConditionsYield
With sodium acetate In ethanol for 2h; Heating;77%
2-chloro-N-(2-vinylphenyl)aniline
1246225-46-6

2-chloro-N-(2-vinylphenyl)aniline

9-methyl-acridine
611-64-3

9-methyl-acridine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 100℃; for 24h; Inert atmosphere;77%
cyclohexanone
108-94-1

cyclohexanone

2-aminoacetophenone
551-93-9

2-aminoacetophenone

9-methyl-acridine
611-64-3

9-methyl-acridine

Conditions
ConditionsYield
With 2-aminopyridine; palladium(II) trimethylacetate; oxygen; citric acid In toluene at 110℃; under 760.051 Torr; for 18h;65%
With 2-aminopyridine; palladium(II) trifluoroacetate; oxygen; citric acid In toluene at 100℃; for 12h;
dibenzoazepine
256-96-2

dibenzoazepine

9-methyl-acridine
611-64-3

9-methyl-acridine

Conditions
ConditionsYield
at 950℃; under 0.009 Torr; for 0.5h;60%
2-bromo-1-chlorobenzene
694-80-4

2-bromo-1-chlorobenzene

N'-(1-(2-aminophenyl)ethylidene)-4-methylbenzenesulfonohydrazide
1433772-22-5

N'-(1-(2-aminophenyl)ethylidene)-4-methylbenzenesulfonohydrazide

9-methyl-acridine
611-64-3

9-methyl-acridine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); lithium tert-butoxide; ruphos In 1,4-dioxane; water at 110℃; for 12h; Microwave irradiation; Inert atmosphere;55%
N'-(1-(2-aminophenyl)ethylidene)-4-methylbenzenesulfonohydrazide
1433772-22-5

N'-(1-(2-aminophenyl)ethylidene)-4-methylbenzenesulfonohydrazide

2-iodophenyltrifluoromethanesulfonic acid
129112-26-1

2-iodophenyltrifluoromethanesulfonic acid

9-methyl-acridine
611-64-3

9-methyl-acridine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); lithium chloride; lithium tert-butoxide; ruphos In 1,4-dioxane; water at 110℃; for 12h; Microwave irradiation; Inert atmosphere;55%
dibenzoazepine
256-96-2

dibenzoazepine

acetic acid
64-19-7

acetic acid

A

9-methyl-acridine
611-64-3

9-methyl-acridine

B

5-acetyliminodibenzyl
13080-75-6

5-acetyliminodibenzyl

C

9-methyl-9,10-dihydroacridine
4217-52-1

9-methyl-9,10-dihydroacridine

D

9,10-dihydrodibenzazepine
494-19-9

9,10-dihydrodibenzazepine

Conditions
ConditionsYield
With iodine; hypophosphorous acid for 96h; Heating;A 18%
B 9%
C 20%
D 47%
...Expand

Acridine, 9-methyl- Specification

The Acridine, 9-methyl-, with CAS registry number 611-64-3, has the systematic name of 9-methylacridine. This chemical is a kind of yellow crystalline powder. And its classification code is Drug / Therapeutic Agent. And the chemical formula of this chemical is C14H11N. What's more, its EINECS is 210-272-4.

Physical properties of Acridine, 9-methyl-: (1)ACD/LogP: 3.86; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.87; (4)ACD/LogD (pH 7.4): 3.81; (5)ACD/BCF (pH 5.5): 51.66; (6)ACD/BCF (pH 7.4): 453.82; (7)ACD/KOC (pH 5.5): 306.46; (8)ACD/KOC (pH 7.4): 2692.22; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 12.89 Å2; (13)Index of Refraction: 1.703; (14)Molar Refractivity: 64.85 cm3; (15)Molar Volume: 167.1 cm3; (16)Polarizability: 25.71×10-24cm3; (17)Surface Tension: 51 dyne/cm; (18)Density: 1.155 g/cm3; (19)Flash Point: 160 °C; (20)Enthalpy of Vaporization: 58.38 kJ/mol; (21)Boiling Point: 361.9 °C at 760 mmHg; (22)Vapour Pressure: 4.19E-05 mmHg at 25°C.

Preparation: this chemical can be prepared by acetic acid and diphenylamine. This reaction will need reagent ZnCl2. The reaction time is 17 hour(s) with reaction temperature of 170 ℃. The yield is about 26.5%.

Uses of Acridine, 9-methyl-: it can be used to produce acridine-9-carbaldehyde. This reaction will need reagents acetic acid, selenium dioxide.

When you are using this chemical, please be cautious about it as the following:
The Acridine, 9-methyl- irritates to eyes, respiratory system and skin. And this chemical has possible risk of irreversible effects. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

You can still convert the following datas into molecular structure:
(1)SMILES: n1c3c(c(c2c1cccc2)C)cccc3
(2)InChI: InChI=1/C14H11N/c1-10-11-6-2-4-8-13(11)15-14-9-5-3-7-12(10)14/h2-9H,1H3
(3)InChIKey: FLDRLXJNISEWNZ-UHFFFAOYAX
(4)Std. InChI: InChI=1S/C14H11N/c1-10-11-6-2-4-8-13(11)15-14-9-5-3-7-12(10)14/h2-9H,1H3
(5)Std. InChIKey: FLDRLXJNISEWNZ-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 subcutaneous 210mg/kg (210mg/kg)   British Journal of Experimental Pathology. Vol. 28, Pg. 1, 1947.

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