10-Chloro-5,10-dihydrophenarsazine

Base Information

• Chemical Name: 10-Chloro-5,10-dihydrophenarsazine
• CAS No.: 578-94-9
• Molecular Formula: C12H9 As Cl N
• Molecular Weight: 277.585
• European Community (EC) Number: 209-433-1
• NSC Number: 86138
• UN Number: 1698
• UNII: QI287G628L
• DSSTox Substance ID: DTXSID6041890
• Nikkaji Number: J7.428D
• Wikipedia: Adamsite
• Wikidata: Q233052
• Mol file: 578-94-9.mol

Synonyms:10-chloro-5,10-dihydroarsacridine;adamsite;diphenylaminochloroarsine;phenarsazine chloride

Chemical Property of 10-Chloro-5,10-dihydrophenarsazine

Chemical Property:

• Melting Point: 195°
• Boiling Point: 401.6°Cat760mmHg
• PKA: -3.26±0.20(Predicted)
• Flash Point: 196.7°C
• PSA: 12.03000
• Density: g/cm³
• LogP: 2.22610
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 276.963947
• Heavy Atom Count: 15
• Complexity: 214
• Transport DOT Label: Poison

Purity/Quality:

Safty Information:

• Pictogram(s): Toxic by inhalation and ingestion, strong irritant.
• Hazard Codes: Toxic by inhalation and ingestion, strong irritant.

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Chemical Weapons
• Canonical SMILES: C1=CC=C2C(=C1)NC3=CC=CC=C3[As]2Cl
• Description: Adamsite (DM) was first synthesized in 1915 by a German chemist Heinrich Wieland, and again in 1918 by a US chemist Robert Adams who named it adamsite. DM is a yellow-green, odorless crystalline solid at room temperature with low volatility. It is insoluble in water and relatively insoluble in organic solvents.
• Uses: As war gas, dispersed in air in the form of minute particles. For riots in combination with tear gas (chloroacetophenone). In the formulation of wood-treating solutions, against marine borers and similar pests. DM has been used as a vomiting agent and as a riot-control agent. It is considered insufficiently toxic for use in war, but too potent for control of civilian disturbances. Thus, it was banned in 1930 for use against civilians. Adverse health effects due to exposure are generally self-limiting, resolving within 30 min, and do not require specific therapy. Prolonged exposure or exposure to high concentrations may result in more severe adverse health effects, serious illness, or death. DM has found extensive use as a pesticide for treatment of wood against insects.

Technology Process of 10-Chloro-5,10-dihydrophenarsazine

There total 14 articles about 10-Chloro-5,10-dihydrophenarsazine 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:

1,1-Diphenylhydrazine (530-50-7) → adamsite (578-94-9)

Guidance literature:

With arsenic trichloride; langsames Erhitzen auf 210grad;

Reference yield:

diphenylamine (122-39-4) → adamsite (578-94-9)

Guidance literature:

With arsenic trichloride;

Reference yield:

cis-dichloro(2-chlorovinyl) arsine (34461-56-8) + diphenylamine (122-39-4) → adamsite (578-94-9)

Guidance literature:

upstream raw materials:

diphenylamine hydrochloride

cis-dichloro(2-chlorovinyl) arsine

diphenylamine

dichlorophenylarsine

Downstream raw materials:

10-ethyl-5,10-dihydrophenarsazine

5-Methyl-5,10-dihydrophenarsazine

arsenic trichloride

diphenylamine

Refernces

• 1、 Gavrilov, V. I.,Pilishkina, L. M.,Rakhmatullin, R. R.. "MECHANISM OF ARSENATION OF DIPHENYLAMINE BY ARSENIC TRICHLORIDE". . p. 2217 - 2219. Retrieved 2007/10/02.