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65-61-2

Basic Information
CAS No.: 65-61-2
Name: ACRIDINE ORANGE
Article Data: 1
Molecular Structure:
Molecular Structure of 65-61-2 (ACRIDINE ORANGE)
Formula: C17H20ClN3
Molecular Weight: 266.366
Synonyms: 3,6-Acridinediamine,N,N,N',N'-tetramethyl-, monohydrochloride (9CI);Acridine Orange R (6CI);Acridine, 3,6-bis(dimethylamino)-, hydrochloride (7CI);Acridine,3,6-bis(dimethylamino)-, monohydrochloride (8CI);3,6-Bis(dimethylamino)acridine hydrochloride;Acridine Orange;Acridine OrangeN;Acridine Orange NO;Acridine Orange NS;Basic Orange 14;Basic Orange 3RN;C.I. 46005;C.I. Basic Orange 14;Rhoduline Orange NO;Sumitomo Acridine OrangeNO;Sumitomo Acridine Orange RK conc;
EINECS: 200-614-0
Density: 1.001 g/mL at 20 °C
Melting Point: 284-287 °C(lit.)
Boiling Point: 468.6 °C at 760 mmHg
Flash Point: 237.2 °C
Appearance: dark orange to brown powder
Safety: 22-24/25
PSA: 19.37000
LogP: 4.32200
Synthetic route
732-26-3

2,4,6-tri-tert-butylphenoxol

A

18995-30-7

2,4,6-tri-tert-butylphenoxide anion

B

65-61-2

acridine orange

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetonitrile / UV-irradiation
2: acetonitrile
View Scheme
3315-32-0, 2525-39-5

2,4,6-tri-tert-butylphenoxyl

C17H22N3

A

18995-30-7

2,4,6-tri-tert-butylphenoxide anion

B

65-61-2

acridine orange

Conditions
ConditionsYield
In acetonitrile Kinetics;
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Chemistry

Molecular Formula: C17H20ClN3
Molar mass: 301.81 g/mol
EINECS: 200-614-0
Flash Point: 237.2 °C
Boiling Point: 468.6 °C at 760 mmHg
Vapour Pressure: 5.92E-09 mmHg at 25°C
Melting point: 284-287 °C(lit.)
Appearance: Dark orange to brown powder
Product categories of Basic Orange 3RN (65-61-2): Toxicant
Structure of Basic Orange 3RN (65-61-2):

H-Bond Donor: 1
H-Bond Acceptor: 3
Systematic Name: N,N,N',N'-tetramethylacridine-3,6-diamine hydrochloride 
SMILES: Cl.n1c3c(cc2c1cc(N(C)C)cc2)ccc(c3)N(C)C 
InChI: InChI=1/C17H19N3.ClH/c1-19(2)14-7-5-12-9-13-6-8-15(20(3)4)11-17(13)18-16(12)10-14;/h5-11H,1-4H3;1H 
InChIKey: VSTHNGLPHBTRMB-UHFFFAOYAW 
Std. InChI: InChI=1S/C17H19N3.ClH/c1-19(2)14-7-5-12-9-13-6-8-15(20(3)4)11-17(13)18-16(12)10-14;/h5-11H,1-4H3;1H 
Std. InChIKey: VSTHNGLPHBTRMB-UHFFFAOYSA-N

Toxicity Data With Reference

1.    

dnd-mus:ast 20 µmol/L

    BBACAQ    Biochimica et Biophysica Acta, 374 (1974),96.
2.    

dnd-mam:lym 10 pph

    BIPMAA    Biopolymers, 11 (1972),2537.
3.    

dnd-sal:spr 40 µmol/L

    BBRCA9    Biochemical and Biophysical Research Communications, 40 (1970),1239.

Consensus Reports

EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory. Zinc and its compounds are on the Community Right-To-Know List.

Safety Profile

Mutation data reported. When heated to decomposition it emits very toxic fumes of HCl, Cl, and NOx. See also ZINC COMPOUNDS.
 

Safety Statements:
22:  Do not breathe dust
24:  Avoid contact with skin
25:  Avoid contact with eyes

Specification

 Basic Orange 3RN (65-61-2) also can be called C.I. Basic Orange 14 ; Rhoduline Orange ; 3,6-acridinediamine, N~3~,N~3~,N~6~,N~6~-tetramethyl-, hydrochloride (1:1) ; 3,6-Acridinediamine, N,N,N',N'-tetramethyl-, monohydrochloride ; N,N,N',N'-Tetramethyl-3,6-acridinediamine hydrochloride (1:1) ;and Acridine Orange N .