Dibenz[b,f][1,4]oxazepine

Base Information

• Chemical Name: Dibenz[b,f][1,4]oxazepine
• CAS No.: 257-07-8
• Molecular Formula: C13H9 N O
• Molecular Weight: 195.221
• Hs Code.: 2934999090
• European Community (EC) Number: 607-782-8
• NSC Number: 293779
• UN Number: 3448
• UNII: C1Q77A87V1
• DSSTox Substance ID: DTXSID8059764
• Nikkaji Number: J34.837F
• Wikipedia: CR_gas
• Wikidata: Q417922
• Pharos Ligand ID: KGP73GL5K73F
• ChEMBL ID: CHEMBL1085100
• Mol file: 257-07-8.mol

Synonyms:CR irritant;dibenz(b,f)(1,4)oxazepine

Chemical Property of Dibenz[b,f][1,4]oxazepine

Chemical Property:

• Vapor Pressure: 0.000342mmHg at 25°C
• Refractive Index: 1.6060 (estimate)
• Boiling Point: 329.3°Cat760mmHg
• Flash Point: 125°C
• PSA: 21.59000
• Density: 1.16g/cm³
• LogP: 2.97850
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 195.068413911
• Heavy Atom Count: 15
• Complexity: 251
• Transport DOT Label: Poison

Purity/Quality:

99%, ^*data from raw suppliers

DIBENZO[B,F][1,4]OXAZEPINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=NC3=CC=CC=C3O2
• Description: Agent CR, dibenz-(b,f)-1,4-oxazepine, is a pale-yellow, crystalline solid, which has a melting point of 163°F (72°C). It has a pepper-like odor and is only used in solution for dissemination in liquid dispensers. Solutions consist of 0.1% of CR in 80 parts of propylene glycol and 20 parts water. CR is an eye irritant in organic solutions at concentrations of 0.0025% or lower. Agent CR is less toxic when inhaled, but has more profound skin effects, which are longer lasting. It is a persistent agent when released in the environment and deposited on clothing.

Technology Process of Dibenz[b,f][1,4]oxazepine

There total 28 articles about Dibenz[b,f][1,4]oxazepine 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%

2-Fluorobenzaldehyde (446-52-6) + 2-amino-phenol (95-55-6) → dibenz[b,f][1,4]oxazepine (257-07-8)

Guidance literature:

With poly(ethylene glycol)-400; potassium carbonate; at 100 ℃; for 8h; Further Variations:; Reagents; Solvents; Temperatures; time; Product distribution;

DOI:10.1016/j.tetlet.2007.12.115

Reference yield: 87.0%

2-chloro-benzaldehyde (89-98-5) + 2-amino-phenol (95-55-6) → dibenz[b,f][1,4]oxazepine (257-07-8)

Guidance literature:

With potassium hydroxide; In N,N-dimethyl-formamide; at 120 ℃; for 0.1h; Temperature; Reagent/catalyst; Microwave irradiation;

DOI:10.1002/jhet.1548

Reference yield: 82.0%

phenylacetylene (536-74-3) + 2-amino-phenol (95-55-6) → dibenz[b,f][1,4]oxazepine (257-07-8)

Guidance literature:

With tetrabutylammonium acetate; palladium diacetate; 1,2-diamino-benzene; In N,N-dimethyl-formamide; at 120 ℃; Microwave irradiation;

DOI:10.1016/j.tetlet.2009.04.126

upstream raw materials:

N-(2-phenoxyphenyl)formamide

2-phenoxybenzamide

2-Fluorobenzaldehyde

2-amino-phenol

Downstream raw materials:

10-formyl-10H-phenoxazine

2-(2-Hydroxyphenyl)benzoxazole

10H-dibenzo[b,f][1,4]oxazepin-11-one

Refernces

• 1、 Narasimhan,Chandrachood. "-". . p. 589. Retrieved 1979.
• 2、 Jorapur, Yogesh R.,Rajagopal, Gurusamy,Saikia, Prakash J.,Pal, Ravindra R.. "Poly(ethylene glycol) (PEG) as an efficient and recyclable reaction medium for the synthesis of dibenz[b,f]-1,4-oxazepine". . p. 1495 - 1497. Retrieved 2008.
• 3、 Noskov,Kalinina,Noskova,Kruglyak,Strukov,Bezrukov,Kurochkin. "11H-dibenzo[b,e]azepines. Part 1. Synthesis and IR spectra of dibenzo[b,f][1,4]oxazepines". . p. 431 - 434. Retrieved 1997.
• 4、 -. "Dibenzooxyazepine derivative and preparation method thereof". Paragraph 0031-0033; 0048-0049. . Retrieved 2021/07/08.
• 5、 Luo, Yun,Xu, Jiaxi. "Annulation of Diaryl(aryl)phosphenes and Cyclic Imines to Access Benzo-δ-phospholactams". supporting information. p. 7780 - 7785. Retrieved 2020/11/02.