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Phenylselenenyl chloride

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Phenylselenenyl chloride Basic information

Product Name:
Phenylselenenyl chloride
Synonyms:
  • PHENYLSELENENYL CHLORIDE
  • PHENYLSELENIUM CHLORIDE
  • PHENYLSELENYL CHLORIDE
  • chloroselenobenzene
  • Phenylselenenylchloride,98%
  • Phenylselenyl chloride, 97+%
  • Benzeneselenenyl chloride, Benzeneselenyl chloride
  • Phenylselenyl chloride, 98% 10GR
CAS:
5707-04-0
MF:
C6H5ClSe
MW:
191.52
EINECS:
227-196-2
Product Categories:
  • Classes of Metal Compounds
  • Se (Selenium) Compounds
  • Semimetal Compounds
  • organoselenides
Mol File:
5707-04-0.mol
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Phenylselenenyl chloride Chemical Properties

Melting point:
59-62 °C (lit.)
Boiling point:
120 °C/20 mmHg (lit.)
Flash point:
120°C/20mm
storage temp. 
Store below +30°C.
solubility 
Soluble in methanol.
form 
crystal
color 
red
Hydrolytic Sensitivity
7: reacts slowly with moisture/water
Sensitive 
Moisture Sensitive
BRN 
1237091
Exposure limits
ACGIH: TWA 0.2 mg/m3
NIOSH: IDLH 1 mg/m3; TWA 0.2 mg/m3
Stability:
Stable, but may be air or moisture sensitive. Incompatible with strong bases, strong oxidizing agents.
InChI
InChI=1S/C6H5ClSe/c7-8-6-4-2-1-3-5-6/h1-5H
InChIKey
WJCXADMLESSGRI-UHFFFAOYSA-N
SMILES
C1([Se]Cl)=CC=CC=C1
CAS DataBase Reference
5707-04-0(CAS DataBase Reference)
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Safety Information

Hazard Codes 
T,N
Risk Statements 
23/25-33-50/53
Safety Statements 
20/21-28-45-60-61
RIDADR 
UN 2928 6.1/PG 2
WGK Germany 
3
10-21
TSCA 
No
HazardClass 
6.1
PackingGroup 
II
HS Code 
29319090
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard Classifications
Acute Tox. 3 Inhalation
Acute Tox. 3 Oral
Aquatic Acute 1
Aquatic Chronic 1
Met. Corr. 1
STOT RE 2

MSDS

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Phenylselenenyl chloride Usage And Synthesis

Chemical Properties

crystalline solid

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.

Application

Phenylselenenyl chloride as a reagent for the facile preparation of cyclic ethers from diolefins[1].

General Description

Phenylselenyl chloride is a synthon for 2-amino alcohols. It is a versatile reagent in organic synthesis.

Purification Methods

Purify it by distillation in a vacuum, and recrystallisation (orange needles) from hexane [Foster J Am Chem Soc 55 822 1933, Foster et al. Recl Trav Chim, Pays-Bas 53 405, 408 1934, Behaghel & Seibert Chem Ber 66 714 1933]. [Beilstein 6 III 1110.] HIGHLY TOXIC.

References

[1] S. Uemura. “Phenylselenenyl chloride as a reagent for the facile preparation of cyclic ethers from diolefins.” Tetrahedron Letters 21 1 (1980): 1533–1536.

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