1-Amino-5-chloroanthraquinone

Base Information

• Chemical Name: 1-Amino-5-chloroanthraquinone
• CAS No.: 117-11-3
• Molecular Formula: C14H8ClNO2
• Molecular Weight: 257.676
• Hs Code.: 2922399090
• European Community (EC) Number: 204-174-0
• NSC Number: 4996
• UNII: 8Y5D22IE4S
• DSSTox Substance ID: DTXSID6059447
• Nikkaji Number: J53.416A
• Wikidata: Q27271192
• Mol file: 117-11-3.mol

Synonyms:117-11-3;1-AMINO-5-CHLOROANTHRAQUINONE;1-amino-5-chloroanthracene-9,10-dione;9,10-Anthracenedione, 1-amino-5-chloro-;1-Chloro-5-aminoanthraquinone;Anthraquinone, 1-amino-5-chloro-;5-Chloro-1-aminoanthraquinone;1-Chlor-5-aminoanthrachinon;UNII-8Y5D22IE4S;HSDB 2579;NSC 4996;EINECS 204-174-0;1-Chlor-5-aminoanthrachinon [Czech];BRN 2215893;5-amino-1-chloroanthraquinone;AI3-16447;8Y5D22IE4S;NSC-4996;NSC4996;9, 1-amino-5-chloro-;5-Chloro-1-anthraquinonylamine;1-amino-5-chloro anthraquinone;SCHEMBL7535257;DTXSID6059447;MFCD00019167;STK363002;WLN: L C666 BV IVJ DZ KG;AKOS005453928;1-Amino-5-chloroanthra-9,10-quinone #;AS-77749;LS-20620;1-azanyl-5-chloranyl-anthracene-9,10-dione;CS-0339139;FT-0631667;1-CHLORO-5-AMINOANTHRAQUINONE [HSDB];A803714;W-108571;Q27271192

Chemical Property of 1-Amino-5-chloroanthraquinone

Chemical Property:

• Vapor Pressure: 3.64E-10mmHg at 25°C
• Melting Point: 116-118°C(lit.)
• Refractive Index: 1.711
• Boiling Point: 500.912 °C at 760 mmHg
• PKA: -1.48±0.20(Predicted)
• Flash Point: 256.743 °C
• PSA: 60.16000
• Density: 1.487 g/cm³
• LogP: 3.27880
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 257.0243562
• Heavy Atom Count: 18
• Complexity: 384

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Amino-5-chloroanthracene-9,10-dione 95+% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Dyes -> Anthraquinone Dyes
• Canonical SMILES: C1=CC2=C(C(=C1)N)C(=O)C3=C(C2=O)C(=CC=C3)Cl

Technology Process of 1-Amino-5-chloroanthraquinone

There total 10 articles about 1-Amino-5-chloroanthraquinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

5-chloro-1-nitroanthraquinone (129-40-8) → 1-amino-5-chloroanthracene-9,10-dione (117-11-3)

Guidance literature:

With sodium sulfide; for 1h; Heating;

DOI:10.1021/jm010041l

Reference yield: 54.0%

1,5-Dichloroanthraquinone (82-46-2) → 1,5-diaminoanthraquinone (129-44-2) + 1-amino-5-chloroanthracene-9,10-dione (117-11-3)

Guidance literature:

In ammonia; water;

Reference yield: 35.0%

1,5-Dichloroanthraquinone (82-46-2) → 1-amino-5-chloroanthracene-9,10-dione (117-11-3)

Guidance literature:

With potassium fluoride; ammonia; In dimethyl sulfoxide; at 90 - 100 ℃; for 2h;

DOI:10.1021/jo01298a044

upstream raw materials:

1-chloroanthracene-9,10-dione

5-chloro-1-nitroanthraquinone

N-(5-chloro-9,10-dioxo-9,10-dihydro-[1]anthryl)-toluene-4-sulfonamide

1,5-Dichloroanthraquinone

Downstream raw materials:

1-chloro-5-phenyl-anthraquinone

Sodium; 1-amino-5-chloro-9,10-dioxo-9,10-dihydro-anthracene-2-sulfonate

8-Chloro-3,11b-dibenzyl-2-phenyl-3,11b-dihydroanthra<1,9-de>-1,3-oxazin-7(2H)-one

7-Chloro-1-phenylnaphth<1,2,3-cd>indol-6(2H)one

Refernces

• 1、 Wormser,Sardessai,Abramson. "A facile method for preparing substituted 1-aminoanthraquinones". . p. 3211 - 3222. Retrieved 2007/10/02.
• 2、 Ruediger, Edward H.,Kaldas, Magdy L.,Ghandi. Sham S.,Fedryna, Cristi,Gibson, Martin S.. "Reactions of 1,5-Dichloroanthrachinone with Nucleophiles". . p. 1974 - 1978. Retrieved 2007/10/02.