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106-96-7 - Propargyl bromide, 97%, 80% w/w in toluene, stab. with magnesium oxide - 3-Bromo-1-propyne - L10595 - Alfa Aesar

L10595 Propargyl bromide, 97%, 80% w/w in toluene, stab. with magnesium oxide

Número CAS
106-96-7
Nombre Alternativo
3-Bromo-1-propyne

Tamaño Precio ($) Cantidad Disponibilidad
25g 32,71
100g 92,50
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Propargyl bromide, 97%, 80% w/w in toluene, stab. with magnesium oxide

MDL
MFCD00000241
EINECS
203-447-1

Propiedades químicas

Fórmula
C3H3Br
Peso molecular
118.97
Punto de fusión
-61°
Punto de ebullición
88-90°
Punto de inflamabilidad
3°(37°F)
Densidad
1.335
Índice de refracción
1.4940
Sensibilidad
Light Sensitive
Solubilidad
Miscible with ethanol, ether, benzene, carbon tetrachloride and chloroform. Immiscible with water.

Aplicaciones

Propargyl bromide is used as an alkylating agent as well as an intermediate for the synthesis of organic compounds, agrochemicals and pharmaceuticals. It reacts with magnesium in presence of ether to get a Grignard reagent namely allenylmagnesium bromide, which on further reaction with propargyl bromide prepares bis-allene 1,2,4,5-hexatetraene. Also, used as metal brightening agents, corrosion inhibitor and soil fumigant.

Notas

Light sensitive. Store in a cool place. Incompatible withbases, strong oxidizing agents, copper, peroxides, silver, silver oxides, mercury and mercury oxides.

Referencias documentales

With Mg in ether, generates allenylmagnesium bromide which can be coupled with a further molecule of propargyl bromide to give the bis-allene 1,2,4,5-hexatetraene: Org. Synth. Coll., 7, 485 (1990). Diels-Alder reaction of the product with Dimethyl­ acetyl­enedicarboxyl­ate, A11437 leads to a para-cyclophane.

Barbier-type reaction with aldehydes in aqueous THF gives the secondary alcohols in moderate to good yields: Synth. Commun., 25, 2923 (1995); partial rearrangement to the allene could occur; cf Allyl­ bromide, A11766, for similar reactions. For reaction with aldehydes in the presence of Zn in THF, and transformation of the resulting secondary alcohols into pyruvate esters, see: J. Chem. Chem. Commun ., 1289 (1991).

For conversion to dimethyl-2-propynylsulfonium bromide and condensation with 2,4-pentanedione and other active methylene compounds in a versatile, high-yield synthesis of substituted furans, see: J. Chem. Soc., Perkin 1, 65 (1973); Org. Synth. Coll ., 6, 31 (1988).

For diastereoselective propargylation of ɑ -alkoxy aldehydes and application in the synthesis of oxygenated acyclic natural products, see: J. Org. Chem., 60, 3257 (1995).

Zhou, C.; Gao, Y.; Chen, D. Investigation of pyridine/propargyl bromide reaction and strong fluorescence enhancements of the resultant poly (propargyl pyridinium bromide). J. Phys. Chem. B 2012, 116 (37), 11552-11559.

Musalova, M. V.; Musalov, M. V.; Potapov, V. A.; Amosova, S. V. Selective synthesis of allenyl aryl tellurides from diaryl ditellurides and propargyl bromide. Russ. J. Org. Chem. 2012, 48 (12), 1569-1570.

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H225-H301-H335-H336-H304-H361-H373-H314

Highly flammable liquid and vapour. Toxic if swallowed. May cause respiratory irritation. May cause drowsiness or dizziness. May be fatal if swallowed and enters airways. Suspected of damaging fertility or the unborn child. May cause damage to organs through prolonged or repeated exposure. Causes severe skin burns and eye damage.

Indicaciones de precaución: P210-P260-P201-P261-P301+P310-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Avoid breathing dust/fume/gas/mist/vapours/spray. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Otras referencias

Beilstein
605309
Clase de peligro
3
Grupo de embalaje
II
Código de tarifa arancelaria unificado
2903.39
TSCA
Yes
RTECS
UK4375000

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