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Barton, Derek H. R.; Elliott, John D.; Géro, Stephen D. (1982). "Synthesis and properties of a series of sterically hindered guanidine bases".
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Reason and imagination : reflections on research in organic chemistry : selected papers of Derek H.R. Barton
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Barton's base can be used in many organic reactions, including in alkylations and in the formation of
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590:. It is often a milder alternative to traditional, strong inorganic bases.
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Except where otherwise noted, data are given for materials in their
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510:. It is named after Nobel Prize-winning British chemist
537:. In 50% water ethanol mixture, the acidity constant (p
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InChI=1S/C9H21N3/c1-9(2,3)10-8(11(4)5)12(6)7/h1-7H3
635:. World Scientific/Imperial College Press. 1996.
514:. Barton and his assistants prepared a series of
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544:) of Barton's base is 14. In acetonitrile its p
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570:. The latter is the reaction product of
559:The base is prepared by the reaction of
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259:Key: YQHJFPFNGVDEDT-UHFFFAOYSA-N
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21:-Butyl-1,1,3,3-tetramethylguanidine
500:-Butyl-1,1,3,3-tetramethylguanidine
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14:
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480:(at 25 °C , 100 kPa).
611:J. Chem. Soc., Perkin Trans. 1
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522:in 1982; in this case five
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407:Precautionary statements
280:CC(C)(C)N=C(N(C)C)N(C)C
667:Non-nucleophilic bases
80:-tetramethylguanidine
619:10.1039/P19820002085
41:Preferred IUPAC name
331: g·mol
89:BTMG, Barton's base
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484:Infobox references
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492:Chemical compound
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389:Hazard statements
212:CompTox Dashboard
136:Interactive image
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520:steric hindrance
506:, also known as
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296:Chemical formula
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576:tetramethylurea
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568:Vilsmeier salt
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478:standard state
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445:P305+P351+P338
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433:P301+P330+P331
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613:: 2085–2090.
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168:ECHA InfoCard
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535:-butyl group
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524:alkyl groups
512:Derek Barton
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504:organic base
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95:Identifiers
87:Other names
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564:-butylamine
375:Signal word
289:Properties
174:100.157.697
662:Guanidines
656:Categories
642:9810213611
594:References
588:aziridines
551:is 24.31.
516:guanidines
354:Pictograms
324:Molar mass
147:ChemSpider
123:3D model (
112:29166-72-1
102:CAS Number
555:Synthesis
441:P304+P340
429:P301+P312
345:labelling
572:phosgene
530:and one
336:Hazards
566:with a
526:: four
329:171.288
200:3571581
187:PubChem
156:2808676
58:-Butyl-
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502:is an
381:Danger
273:SMILES
35:Names
574:with
518:with
248:InChI
125:JSmol
637:ISBN
562:tert
533:tert
498:tert
469:P501
465:P405
461:P363
457:P330
453:P321
449:P310
425:P280
421:P270
417:P264
413:P260
399:H314
395:H302
56:tert
19:tert
615:doi
343:GHS
217:EPA
190:CID
658::
601:^
578:.
496:2-
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311:21
17:2-
645:.
621:.
617::
549:a
546:K
542:a
539:K
317:3
314:N
308:H
305:9
302:C
219:)
215:(
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78:′
75:N
73:,
71:′
68:N
66:,
64:N
62:,
60:N
54:-
52:′
49:′
46:N
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