1-Brom-2-phenylethan

Bezeichnung:1-Brom-2-phenylethan

CAS-Nr103-63-9

Englisch Name:(2-Bromoethyl)benzene

CBNumberCB0427485

SummenformelC8H9Br

Molgewicht185.06

MOL-Datei103-63-9.mol

Synonyma

1-Brom-2-phenylethan

1-Brom-2-phenylethan physikalisch-chemischer Eigenschaften

Schmelzpunkt	-56 °C
Siedepunkt	220-221 °C(lit.)
Dichte	1.355 g/mL at 25 °C(lit.)
Brechungsindex	n20/D 1.556(lit.)
Flammpunkt	193 °F
storage temp.	2-8°C
Löslichkeit	0.039g/l
Aggregatzustand	Liquid
Farbe	Clear colorless to pale yellow
Wasserlöslichkeit	INSOLUBLE
BRN	507487
Stabilität	Stable. Incompatible with strong oxidizing agents.
InChIKey	WMPPDTMATNBGJN-UHFFFAOYSA-N
CAS Datenbank	103-63-9(CAS DataBase Reference)
NIST chemische Informationen	1-Bromo-2-phenylethane(103-63-9)
EPA chemische Informationen	Benzene, (2-bromoethyl)- (103-63-9)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22-36-36/37/38
S-Sätze:	26-37/39-39
RIDADR	UN 1993 / PGIII
WGK Germany	3
RTECS-Nr.	CY9032000
TSCA	Yes
HS Code	29036990
Giftige Stoffe Daten	103-63-9(Hazardous Substances Data)

Gefahreninformationscode (GHS)

(2-Bromoethyl)benzene Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36:Reizt die Augen.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Beschreibung
Phenethylbromide is an analytical reference material that is structurally categorized as an organobromide. It is used in the synthesis of a variety of compounds, including fentanyl. Phenethylbromide is combined with 4-piperidinone to produce N-phenethyl-4-piperidone, which, as a precursor in the synthesis of fentanyl, is scheduled as a List I chemical in the United States. Phenethylbromide may be found as in impurity in samples of fentanyl produced using this pathway.
Chemische Eigenschaften
colourless to yellow liquid. It is miscible with ether and benzene, but insoluble in water.
Verwenden
(2-Bromoethyl)benzene is used in the preparation of phenelzine by reacting with hydrazine. It is also used as a starting material to prepare various beta-phenethyl derivatives, active pharmaceutical ingredients, and fragrances. It finds application as a flame retardant.
Verwenden
(2-Bromoethyl)benzene is an important starting material for the production of various b-phenethyl derivatives, pharmaceuticals, fragrances, and other fine chemicals.
synthetische
(2-Bromoethyl)benzene is synthesized by the reaction of phenethyl alcohol with hydrogen bromide.
Reaction: The phenethyl alcohol was heated to 110°C, hydrogen bromide was slowly introduced, and the reaction was refluxed. The reaction was completed, cooled, washed with water, 10% sodium carbonate solution, and water in turn. After drying with anhydrous potassium carbonate, fractional distillation under reduced pressure was carried out to collect fractions at 97-99°C (2.0 kPa) with a yield of over 90%.
Synthesis Reference(s)
The Journal of Organic Chemistry, 29, p. 2317, 1964 DOI: 10.1021/jo01031a051
Synthetic Communications, 20, p. 2349, 1990 DOI: 10.1080/00397919008053179
Sicherheit(Safety)
Store at 2-8° C in a tightly closed container in a dry, well-ventilated place. Containers that are opened must be carefully resealed and kept upright to prevent leakage. (2-Bromoethyl)benzene is incompatible with strong oxidizing agents. This chemical is harmful if swallowed and causes severe eye irritation.
Synthese
Phenethylbromide is commonly synthesized through the addition of HBr to styrene via a free-radical reaction. This process is typically carried out in a glasslined reactor by introducing gaseous HBr into a solution of styrene in an inert solvent that contains a free-radical initiator. The reaction, which is fast and releases a moderate amount of heat, can be managed by introducing HBr at a rate that matches its consumption. Once all the styrene has been converted, any remaining excess HBr can be reclaimed using different methods before the solvent and product are recovered through distillation.
läuterung methode
Wash the bromide with conc H2SO4, water, aqueous 10% Na2CO3 and water again, then dry it with CaCl2 and fractionally distil it just before use. [Beilstein 5 IV 907.]
Einzelnachweise
1. Shukla, P.; Sharma, A.; Pallavi, B.; Cheng, C. H. Nickel-catalyzed reductive Heck type coupling of saturated alkyl halides with acrylates and oxabenzonorbornadiene. Tetrahedron 2015, 71 (15), 2260-2266. DOI:10.1016/J.TET.2015.02.067
2. Huang, Y. B.; Yan, L.; Chen, M. Y.; Guo, Q. X.; Fu, Y. Selective hydrogenolysis of phenols and phenyl ethers to arenes through direct C-O cleavage over ruthenium-tungsten bifunctional catalysts. Green Chem. 2015, 17 (5), 3010-3017. DOI:10.1039/C5GC00326A
3. Justice, D.E.A.D.o. Control of a chemical precursor used in the illicit manufacture of fentanyl as a List I chemical. Final rule. Federal Register 73(144), 43355-43357 (2008). PMID: 18949877

(2-Bromoethyl)benzene Upstream-Materialien And Downstream Produkte

1-Brom-2-phenylethan Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

103-63-9, (2-Bromoethyl)benzene Verwandte Suche:

Send Inquriy