Bromaminic acid

Base Information

• Chemical Name: Bromaminic acid
• CAS No.: 116-81-4
• Molecular Formula: C14H8BrNO5S
• Molecular Weight: 382.191
• Hs Code.: 2922399090
• European Community (EC) Number: 204-159-9
• NSC Number: 7574
• UNII: SBZ7FUN4BK
• DSSTox Substance ID: DTXSID5044782
• Nikkaji Number: J5.283C
• Wikidata: Q27289131
• ChEMBL ID: CHEMBL1206406
• Mol file: 116-81-4.mol

Synonyms:1-amino-4-bromo-9,10-dihydro-9,10-dioxo-2-anthracenesulfonic acid;bromamine acid;bromamine acid, sodium salt;bromaminic acid

Chemical Property of Bromaminic acid

Chemical Property:

• Melting Point: ca 280℃
• Refractive Index: 1.737
• PKA: -1.56±0.20(Predicted)
• PSA: 122.91000
• Density: 1.908 g/cm³
• LogP: 3.71540
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 380.93066
• Heavy Atom Count: 22
• Complexity: 601

Purity/Quality:

99% ^*data from raw suppliers

BromaminicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C=C(C(=C3C2=O)N)S(=O)(=O)O)Br
• Uses: 1-Amino-4-bromoanthraquinone-2-sulfonic acid (bromamine acid) [CAS: 116-81-4] is the most important intermediate for manufacturing reactive and acid dyes. Bromaminic acid is used as a dye.

Technology Process of Bromaminic acid

There total 7 articles about Bromaminic acid 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: 96.6%

1-aminoanthraquinone-2-sulfonic acid (83-62-5) → 1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid (116-81-4)

Guidance literature:

With bromine; In water; at 53 - 55 ℃; for 1.5h; Temperature; Large scale;

Reference yield: 92.0%

C14H8BrNO5S*H2O4S → 1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid (116-81-4)

Guidance literature:

With sodium hydroxide; In water; at 90 ℃; for 8h; pH=8;

Reference yield:

1-amino-9,10-anthracenedione (82-45-1) → 1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid (116-81-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper(II) sulfate / 1,2-dichloro-ethane / Large scale

1.2: 3 h / 83 - 85 °C / Large scale

2.1: bromine / water / 1.5 h / 53 - 55 °C / Large scale

With bromine; copper(II) sulfate; In water; 1,2-dichloro-ethane;

upstream raw materials:

phosgene

2-(3-amino-4-sulfo-benzoyl)-benzoic acid

1-aminoanthraquinone-2-sulfonic acid

1-amino-9,10-anthracenedione

Downstream raw materials:

1-amino-9,10-dioxo-4-p-toluidino-9,10-dihydro-anthracene-2-sulfonic acid

1-amino-4-(4-chloro-anilino)-9,10-dioxo-9,10-dihydro-anthracene-2-sulfonic acid

1-amino-4-tosylamino-9,10-anthraquinone-2-sulfonic acid

1-amino-4-(2-chloro-anilino)-9,10-dioxo-9,10-dihydro-anthracene-2-sulfonic acid

Refernces

• 1、 -. "Preparation process for sodium 1-amino-4-bromoanthraquinone-2-sulfonate". Paragraph 0012. . Retrieved 2016/12/26.
• 2、 -. "Process for the preparation of 1-amino-4-bromoanthraquinone-2-sulphonic acid I". . . Retrieved 2008/06/13.