3-Brompropin

Bezeichnung:3-Brompropin

CAS-Nr106-96-7

Englisch Name:propargyl bromide

CBNumberCB3162370

SummenformelC3H3Br

Molgewicht118.96

MOL-Datei106-96-7.mol

Synonyma

3-Brompropin

3-Brompropin physikalisch-chemischer Eigenschaften

Schmelzpunkt	-61°C
Siedepunkt	97 °C
Dichte	1.38 g/mL at 20 °C
Brechungsindex	n20/D 1.494
Flammpunkt	65 °F
storage temp.	2-8°C
Löslichkeit	Chloroform, Methanol (Slightly)
Aggregatzustand	Liquid
Farbe	Colorless - Yellow
Wasserlöslichkeit	Miscible with ethanol, ether, benzene, carbon tetrachloride and chloroform. Immiscible with water.
Sensitive	Light Sensitive
BRN	605309
Expositionsgrenzwerte	ACGIH: TWA 20 ppm OSHA: Ceiling 300 ppm; TWA 200 ppm NIOSH: IDLH 500 ppm; TWA 100 ppm(375 mg/m3); STEL 150 ppm(560 mg/m3)
InChIKey	YORCIIVHUBAYBQ-UHFFFAOYSA-N
CAS Datenbank	106-96-7(CAS DataBase Reference)
NIST chemische Informationen	1-Propyne, 3-bromo-(106-96-7)
EPA chemische Informationen	Propargyl bromide (106-96-7)

Sicherheit

Kennzeichnung gefährlicher	F,T,C
R-Sätze:	60-61-20/21-25-63-36/37/38-11-67-65-48/20
S-Sätze:	53-16-36/37/39-45-37/39-28A-26-62-36/37
RIDADR	UN 2345 3/PG 2
WGK Germany	3
RTECS-Nr.	UK4375000
F	8
Hazard Note	Highly Flammable/Toxic/Corrosive
TSCA	Yes
HazardClass	3
PackingGroup	II
HS Code	29033990
Giftige Stoffe Daten	106-96-7(Hazardous Substances Data)

Gefahreninformationscode (GHS)

propargyl bromide Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R60:Kann die Fortpflanzungsfähigkeit beeinträchtigen.
R61:Kann das Kind im Mutterleib schädigen.
R20/21:Gesundheitsschädlich beim Einatmen und bei Berührung mit der Haut.
R25:Giftig beim Verschlucken.
R63:Kann das Kind im Mutterleib möglicherweise schädigen.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R11:Leichtentzündlich.
R67:Dämpfe können Schläfrigkeit und Benommenheit verursachen.
R65:Gesundheitsschädlich: kann beim Verschlucken Lungenschäden verursachen.
R48/20:Gesundheitsschädlich: Gefahr ernster Gesundheitsschäden bei längerer Exposition durch Einatmen.
S-Sätze Betriebsanweisung:
S53:Exposition vermeiden - vor Gebrauch besondere Anweisungen einholen.
S16:Von Zündquellen fernhalten - Nicht rauchen.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S62:Bei Verschlucken kein Erbrechen herbeiführen. Sofort ärztlichen Rat einholen und Verpackung oder dieses Etikett vorzeigen.
Beschreibung
Propargyl bromide is a Shock sensitive liquid, lachrymator. Supplied as an 80% solution in toluene stabilized with magnesium oxide. Alternative formulations are currently under development.
Chemische Eigenschaften
yellow solution
Verwenden
Propargyl bromide, 80% in toluene is used to prepare betulonic acid-peptide conjugates with anti-inflammatory activity and propargylic amines employed in enyne metathesis. It finds application in the propargylation of spiro ketones, allylic alcohols and enone complexes. In Barbier-type reaction, it reacts with aldehydes to give alkyne alcohols. It is actively involved in the synthesis of polyethylene glycol (PEG) and peptide-grafted polyesters.
Verwenden
Propargyl Bromide is used in the synthesis of betulonic acid-peptide conjugates with anti-inflammatory activity. It is also used in the synthesis of PEG and peptide-grafted polyesters and make propargylic amines employed in enyne metathesis. Additionally, It is Employed in the propargylation of spiro ketones, allylic alcohols, and enone complexes.
synthetische
Add hydrogen bromide and solvent into the reaction flask, in the presence of CuBr and Cu catalyst, add propargyl alcohol dropwise with stirring, after the drop is completed, the temperature is slightly raised to react, and then post-processing, rectification to obtain bromopropane. alkyne. Reaction equation: CH≡C-CH2OH+HBr→CH≡C-CH2Br+H2O or the product can also be obtained by reacting propargyl alcohol with (PhO)3PBr2 in the presence of pyridine.
It is derived from the reaction of propargyl alcohol with phosphorus bromide. The propargyl alcohol was added to pyridine under cooling, and phosphorus tribromide was slowly added dropwise with stirring at -5°C, and the reaction temperature was maintained below 0°C. After the addition was completed, stirring was continued for 15 min. Then, vacuum distillation is performed to collect all the distillate, and fractional distillation is carried out again under normal pressure to obtain the finished product. Or add a small amount of pyridine to dry propargyl alcohol, add phosphorus tribromide and a small amount of pyridine solution dropwise at 0 °C under stirring, stir for 20 min after dropping, and distill under reduced pressure to obtain the product. Reaction equation: CH≡C-CH2OH+PBr3→CH≡C-CH2Br
Synthesis Reference(s)
Tetrahedron Letters, 4, p. 483, 1963 DOI: 10.1039/jr9630005127
Allgemeine Beschreibung
A colorless to light yellow liquid substance with a sharp odor. Flash point 65°F. Denser than water and insoluble in water. Vapors are heavier than air. May be irritating to skin and eyes. Used to make other chemicals. 3-Bromopropyne may decompose explosively with mild shock.
Air & Water Reaktionen
Highly flammable. Insoluble in water.
Reaktivität anzeigen
3-Bromopropyne is soluble in alcohol, ether, chloroform, carbon tetrachloride and carbon disulfide. 3-Bromopropyne is highly flammable and a dangerous fire risk, sensitive to shock. 3-Bromopropyne is used in organic syntheses, preparation of resins and perfume intermediates [Hawley]. There is a high danger of formation of explosive metal acetylides, when 3-Bromopropyne comes in contact with copper, high-copper alloys, mercury, or silver.
Hazard
Flammable, dangerous fire and explosion risk. Irritant.
Health Hazard
3-Bromopropyne is very toxic via the oral route. If inhaled, may be harmful; contact may cause burns to skin and eyes.
Brandgefahr
3-Bromopropyne detonates at 428F or more; ignites by impact. Emits highly toxic fumes of bromides when heated to decomposition. Reacts vigorously with oxidizing materials. Becomes shock-sensitive when mixed with chloropicrin. Unstable, avoid heat, flame, shock, and other chemicals
Pharmakologie
Mode of action is considered to be reaction with nucleophiles in living organisms.
Sicherheitsprofil
A poison by ingestion. A dangerous fire hazard when exposed to heat or flame. The aerated liquid may be ignited by pressure. A dangerous, extremely shock-sensitive explosive. It can detonate when heated to 22O°C, by impact (especially when mixed with chloropicrin), or when heated whde confined. May explode on contact with copper, high copper alloys, mercury, or silver. Mixtures with trichloronitromethane are shockand heat- sensitive explosives. Can react vigorously with oxidizing materials. To fight fire, use water, foam, CO2, dry chemical. When heated to decomposition it emits highly toxic fumes of Br-. See also ACETYLENE COMPOUNDS and BROMIDES.
Stoffwechsel
Reacts slowly with water to yield propargyl alcohol and bromide ion. It is expected to move as a typical fumigant through the soil. Probably not an ozone-depleting substance due to decomposition on absorption of ultraviolet light.

propargyl bromide Upstream-Materialien And Downstream Produkte

3-Brompropin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

106-96-7, propargyl bromide Verwandte Suche:

Send Inquriy