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154:
835:"Synthesis of Quinolines by Electrophilic Cyclization of N-(2-Alkynyl)Anilines: 3-Iodo-4-Phenylquinoline"
661:
949:
860:
592:
576:
Propargyl bromide can also be used as an intermediate for the synthesis of organic compounds, including
391:
39:
932:"Diels-Alder Reaction of 1,2,4,5-Hexatetraene: Tetramethylparacyclophane-4,5,12,13-tetracarboxylate"
893:
229:
82:
706:
936:
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565:
564:. It has a lachrymatory effect, like related compounds. The compound is used as a reagent in
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561:
882:"Zn Mediated Regioselective Barbier Reaction of Propargylic Bromides in THF/aq. NH
764:
Franz Müller and Arnold P. Applebyki "Weed
Control, 2. Individual Herbicides" in
180:
931:
785:
685:
668:
At low temperatures, upon treatment with magnesium, propargyl bromide gives the
493:
26:
381:
318:
127:
916:
851:
834:
819:
773:
701:
552:
Br. A colorless liquid, it is a halogenated organic compound consisting of
480:
473:
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439:
646:
557:
553:
339:
167:
907:
806:
P. D. Howes, C. J. M. Stirling (1973). "3-Acetyl-2,4-Dimethylfuran".
518:
Except where otherwise noted, data are given for materials in their
115:
105:
584:. In the 1960s, it was used in a soil fumigant called Trizone.
217:
930:
451:
587:
Propargyl bromide may be produced by the treatment of
833:
Yu Chen, Anton
Dubrovskiy, Richard C. Larock (2012).
645:It also alkylates even weakly basic amines such as
179:
672:formally derived from allenyl bromide, i.e., CH
603:Propargyl bromide is an alkylating agent. With
455:
91:
766:Ullmann's Encyclopedia of Industrial Chemistry
8:
954:: CS1 maint: multiple names: authors list (
865:: CS1 maint: multiple names: authors list (
754:Institute for Occupational Safety and Health
652:Aldehydes react with propargyl bromide in a
354:−61.1 °C (−78.0 °F; 212.1 K)
232:
157:
135:
18:
906:
850:
786:"Process for Producing Propargyl Bromide"
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858:
512:324 °C (615 °F; 597 K)
148:
364:89 °C (192 °F; 362 K)
7:
880:Artur Jõgi & Uno Mäeorg (2001).
498:18 °C (64 °F; 291 K)
434:Highly Flammable, Toxic, Corrosive
170:
14:
660:
548:with the chemical formula HC≡CCH
305:
257:InChI=1S/C3H3Br/c1-2-3-4/h1H,3H2
25:
522:(at 25 °C , 100 kPa).
311:
421:Occupational safety and health
299:
1:
386:Soluble in organic solvents
656:to yield alkynyl alcohols:
572:Applications and production
1025:
965:, vol. 7, p. 485
750:GESTIS Substance Database
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418:
413:
286:
266:
244:
75:
50:
38:
33:
24:
852:10.15227/orgsyn.089.0294
820:10.15227/orgsyn.053.0001
774:10.1002/14356007.o28_o01
607:, it reacts to give the
684:Propargyl bromide is a
462:
654:Barbier-type reaction
593:phosphorus tribromide
461:
444:(fire diamond)
40:Preferred IUPAC name
1009:Propargyl compounds
978:"3-Bromo-1-Propyne"
560:substituent on the
371:Solubility in water
326: g·mol
21:
707:Propargyl chloride
542:3-bromo-prop-1-yne
526:Infobox references
463:
344:1.57 g/mL (20 °C)
334:colourless liquid
66:2-Propynyl bromide
20:Propargyl bromide
19:
963:Collected Volumes
937:Organic Syntheses
839:Organic Syntheses
808:Organic Syntheses
712:Propargyl alcohol
589:propargyl alcohol
566:organic synthesis
538:Propargyl bromide
534:Chemical compound
532:
531:
213:CompTox Dashboard
117:Interactive image
68:Propargyl bromide
59:1-Bromo-2-propyne
53:3-Bromo-1-propyne
44:3-Bromoprop-1-yne
16:Chemical compound
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690:alkylating agent
670:Grignard reagent
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546:organic compound
540:, also known as
483:
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469:
454:
409:72 mbar (20 °C)
325:
313:
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294:Chemical formula
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119:
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70:Propynyl bromide
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22:
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901:(12): 964–968.
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1004:Organobromides
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628:→ [HCCCH
609:sulfonium salt
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64:-Bromoallylene
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717:Allyl bromide
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578:agrochemicals
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360:Boiling point
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149:ECHA InfoCard
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981:. Retrieved
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962:
950:cite journal
941:
935:
925:
898:
892:
886:Cl Solution"
875:
861:cite journal
842:
838:
828:
811:
807:
801:
789:. Retrieved
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765:
760:
683:
667:
651:
644:
602:
586:
575:
562:methyl group
541:
537:
536:
505:Autoignition
440:
430:Main hazards
419:
393:
76:Identifiers
61:
55:Bromopropyne
51:Other names
983:November 3,
791:November 7,
686:lachrymator
676:=C=CHMgBr.
620:Br + S(CH
507:temperature
494:Flash point
424:(OHS/OSH):
331:Appearance
287:Properties
155:100.003.135
998:Categories
723:References
382:Solubility
376:insoluble
319:Molar mass
201:F3H7ZXK9ZU
128:ChemSpider
104:3D model (
83:CAS Number
917:1420-3049
894:Molecules
702:Propargyl
599:Reactions
768:, 2010,
696:See also
544:, is an
441:NFPA 704
414:Hazards
93:106-96-7
845:: 294.
752:of the
748:in the
746:Record
688:and an
647:aniline
558:bromine
556:with a
554:propyne
340:Density
324:118.961
168:PubChem
915:
680:Safety
399:1.179
278:BrCC#C
271:SMILES
34:Names
889:(PDF)
814:: 1.
616:HCCCH
591:with
249:InChI
106:JSmol
62:gamma
985:2012
956:link
944:: 41
913:ISSN
867:link
793:2012
632:S(CH
580:and
392:log
192:UNII
181:7842
137:7554
903:doi
847:doi
816:doi
770:doi
640:]Br
218:EPA
171:CID
1000::
960:;
952:}}
948:{{
942:60
940:.
934:.
911:.
897:.
891:.
863:}}
859:{{
843:89
841:.
837:.
812:53
810:.
730:^
692:.
649:.
611::
595:.
568:.
312:Br
987:.
967:.
958:)
919:.
905::
899:6
884:4
869:)
855:.
849::
822:.
818::
795:.
772::
674:2
638:2
636:)
634:3
630:2
626:2
624:)
622:3
618:2
550:2
482:4
475:3
468:3
394:P
309:3
306:H
303:3
300:C
220:)
216:(
108:)
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