C.I. Pigment Violet 23

Base Information

• Chemical Name: C.I. Pigment Violet 23
• CAS No.: 215247-95-3
• Deprecated CAS: 12698-54-3,2093372-45-1,2300088-79-1,62140-14-1,65381-32-0,790240-45-8,856452-92-1
• Molecular Formula: C34H22 Cl2 N4 O2
• Molecular Weight: 589.48
• European Community (EC) Number: 606-790-9
• DSSTox Substance ID: DTXSID501019724
• Nikkaji Number: J1.543.132F
• Mol file: 215247-95-3.mol

Synonyms:215247-95-3;2,20-Dichloro-13,31-diethyl-4,22-dioxa-13,18,31,36-tetrazanonacyclo[19.15.0.03,19.05,17.06,14.07,12.023,35.024,32.025,30]hexatriaconta-1(36),2,5(17),6(14),7,9,11,15,18,20,23(35),24(32),25,27,29,33-hexadecaene;9,19-Dichloro-5,15-diethyl-5,15-dihydrocarbazolo[3',4':5,6][1,4]oxazino[2,3-b]indolo[3,2-h]phenoxazine;SCHEMBL4651948;C.I. Pigment Violet 23;DTXSID501019724;MFCD00281166;AKOS025311120;2, 20-dichloro-13, 31-diethyl-4, 22-dioxa-13, 18, 31, 36-tetrazanonacyclo[19.15.0.03, 19.05, 17.06, 14.07, 12.023, 35.024, 32.025, 30]hexatriaconta-1(36), 2, 5(17), 6(14), 7, 9, 11, 15, 18, 20, 23(35), 24(32), 25, 27, 29, 33-hexadecaene

Chemical Property of C.I. Pigment Violet 23

Chemical Property:

• Melting Point: 385 oC (dec.)
• Density: 1.53
• XLogP3: 8.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 588.1119813
• Heavy Atom Count: 42
• Complexity: 1180

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1C2=C(C3=CC=CC=C31)C4=C(C=C2)N=C5C(=C(C6=NC7=C(C8=C(C=C7)N(C9=CC=CC=C98)CC)OC6=C5Cl)Cl)O4

Technology Process of C.I. Pigment Violet 23

There total 2 articles about C.I. Pigment Violet 23 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:

2,5-bis(9-ethyl-9H-carbazol-3-ylamino)-3,6-dichlorocyclohexa-2,5-diene-1,4-dione (80546-37-8) → 8,18-dichloro-5,15-diethyl-5,15-dihydrodiindolo (3,2-b: 3',2'-m)triphenodioxazine (215247-95-3) + 8,18-dichloro-5,15-diethyl-5,15-dihydrodiindolo<3,2-b:3',2'-m>triphenodioxazine (6358-30-1)

Guidance literature:

With sulfuric acid; chloranil; at 120 ℃; Overall yield = 84.8 %; Overall yield = 150 mg; Microwave irradiation;

Reference yield:

9-ethyl-9H-carbazol-3-ylamine (132-32-1) + chloranil (118-75-2) → 8,18-dichloro-5,15-diethyl-5,15-dihydrodiindolo (3,2-b: 3',2'-m)triphenodioxazine (215247-95-3) + 8,18-dichloro-5,15-diethyl-5,15-dihydrodiindolo<3,2-b:3',2'-m>triphenodioxazine (6358-30-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium acetate / ethanol / 3 h / 45 - 60 °C

2: chloranil; sulfuric acid / 120 °C / Microwave irradiation

With sulfuric acid; sodium acetate; chloranil; In ethanol;

Reference yield: 39.0%

8,18-dichloro-5,15-diethyl-5,15-dihydrodiindolo (3,2-b: 3',2'-m)triphenodioxazine (215247-95-3) + 4-(diphenylamino)phenyl boronic acid (201802-67-7) → 4,4'-(5,15-diethyl-5,15-dihydrocarbazolo[3',4':5,6][1,4]oxazino[2,3-b]indolo[3,2-h]phenoxazine-9,19-diyl)bis(N,N-diphenylaniline)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; water; palladium diacetate; cesium fluoride; cyclo-octa-1,5-diene; at 120 ℃; for 1.5h; Milling;

DOI:10.1021/jacs.1c00906

upstream raw materials:

2,5-bis(9-ethyl-9H-carbazol-3-ylamino)-3,6-dichlorocyclohexa-2,5-diene-1,4-dione

9-ethyl-9H-carbazol-3-ylamine

chloranil

Refernces