Phenylselenenyl chloride

Base Information

• Chemical Name: Phenylselenenyl chloride
• CAS No.: 5707-04-0
• Molecular Formula: C6H5ClSe
• Molecular Weight: 191.519
• Hs Code.: 29319090
• European Community (EC) Number: 227-196-2
• DSSTox Substance ID: DTXSID00205679
• Nikkaji Number: J81.084C
• Wikidata: Q83079302
• ChEMBL ID: CHEMBL3335712
• Mol file: 5707-04-0.mol

Synonyms:5707-04-0;Phenylselenenyl chloride;Phenylselenyl chloride;Benzeneselenenyl chloride;phenyl selenohypochlorite;Benzeneselenyl chloride;Chloroselenobenzene;PhSeCl;(phenylselanyl)chlorane;CHEMBL3335712;EINECS 227-196-2;Phenylselenium chloride;Chlorophenylselenium;Phenylselenium monochloride;phenylselenenylchloride;chloroselanylbenzene;Phenylseleno chloride;MFCD00000478;phenylselanyl chloride;C6H5ClSe;phenyl selenium chloride;phenyl selenenyl chloride;C6-H5-Cl-Se;SCHEMBL29416;Phenylselenyl chloride, 98%;WJCXADMLESSGRI-UHFFFAOYSA-;DTXSID00205679;AMY18430;selenohypochlorous acid phenyl ester;BDBM50028968;AKOS015840367;CS-0017812;P1091;D78353;EN300-131834;A831301;Z1255485131

Chemical Property of Phenylselenenyl chloride

Chemical Property:

• Appearance/Colour: crystalline solid
• Vapor Pressure: 0.0722mmHg at 25°C
• Melting Point: 59-62 °C(lit.)
• Boiling Point: 236.6 °C at 760 mmHg
• Flash Point: 96.9 °C
• PSA: 0.00000
• LogP: 1.16990
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Solubility.: Soluble in methanol.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 191.92450
• Heavy Atom Count: 8
• Complexity: 59.5

Purity/Quality:

97% ^*data from raw suppliers

Phenylselenyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T； N
• Hazard Codes: T,N
• Statements: 23/25-33-50/53
• Safety Statements: 20/21-28-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[Se]Cl
• Uses: Phenylselenenyl chloride is used in the preparation of (cyclobut-1-enylselanyl)benzene. It is an important versatile reagent used in organic synthesis. Further, it serves as a useful synthon for 2-amino alcohols.

Technology Process of Phenylselenenyl chloride

There total 9 articles about Phenylselenenyl chloride 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: 100.0%

diphenyl diselenide (1666-13-3) + phenylselenium trichloride (42572-42-9) → Phenylselenyl chloride (5707-04-0)

Guidance literature:

In tetrachloromethane; at 20 ℃; for 2h;

Reference yield: 94.0%

diphenyl diselenide (1666-13-3) → Phenylselenyl chloride (5707-04-0)

Guidance literature:

diphenyl diselenide; With thionyl chloride; In tetrachloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

In tetrachloromethane; at -20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.jfluchem.2019.02.008

Reference yield:

Benzeneselenol (645-96-5) → Phenylselenyl chloride (5707-04-0)

Guidance literature:

With N-chloro-succinimide; In nitromethane; at 20 ℃; for 0.5h; Sealed tube;

DOI:10.1039/d0ob00050g

upstream raw materials:

chloroform

diphenyl diselenide

phenylselenium trichloride

N-phenyldichloroselenobenzeneseleninimidoyl chloride

Downstream raw materials:

O,O-diethyl Se-phenyl phosphoroselenoate

Selenophosphorsaeure-Se-phenyl-O,O-dipropylester

2-RS,3-RS-3-chlorobutyl-2-phenyl selenide

3-Chlor-2,3-dimethylbutyl-2-benzolselenid

Refernces

LITHIATION OF 5,6-DIHYDROURIDINE: A NEW ROUTE TO 5-SUBSTITUTED URIDINES

10.1016/S0040-4020(01)96481-6

The research focuses on the development of a new synthetic route to S-substituted uridines, which are important modified nucleosides found in transfer RNA. The purpose of the study was to devise a method for the transformation of uridine into these substituted derivatives, leveraging the use of lithiation, a technique that has gained recognition in nucleoside chemistry for carbon-carbon bond forming reactions. The researchers found that 2’,3’-O-isopropylidene-5’-O-methoxymethyl-5,6-dihydrouridine could serve as an "amide α-anion" upon lithiation with lithium diisopropylamide (LDA). Through a series of reactions involving anion formation, acylation, phenylselenation, and oxidative elimination, they successfully synthesized S-acyluridines and S-alkyluridines. Key chemicals used in the process included butyllithium, acid chlorides, phenylselenyl chloride, and various alkylating agents. The conclusions of the research provide a new entry to S-substituted uridines and demonstrate the effectiveness of the developed synthetic routes, offering a practical and efficient method for the preparation of these compounds.

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