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Chemistry
Organic Building Blocks
Bromides
4-Bromobutan-2-one
Chemistry
Organic Building Blocks
Bromides
Ketones Aliphatic Chain Hydrocarbons

[ CAS No. 28509-46-8 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
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type HazMat fee
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Chemical Structure| 28509-46-8
Chemical Structure| 28509-46-8
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Product Details of [ 28509-46-8 ]

CAS No. :28509-46-8 MDL No. :MFCD20483721
Formula : C4H7BrO Boiling Point : -
Linear Structure Formula :- InChI Key :N/A
M.W :151.00 g/mol Pubchem ID :-
Synonyms :

Safety of [ 28509-46-8 ]

Signal Word:Danger Class:3
Precautionary Statements:P210-P280-P301+P330+P331-P302+P352-P304+P312-P305+P351+P338 UN#:1224
Hazard Statements:H225-H315-H319-H335 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 28509-46-8 ]

  • Downstream synthetic route of [ 28509-46-8 ]

[ 28509-46-8 ] Synthesis Path-Downstream   1~24

  • 1
  • [ 506-96-7 ]
  • [ 74-85-1 ]
  • [ 28509-46-8 ]
YieldReaction ConditionsOperation in experiment
With aluminum tri-bromide
With aluminum tri-bromide
Reference： [1]Current Patent Assignee: BAYER AG - US1737203, 1927, A Current Patent Assignee: BAYER AG - GB282412, 1927, A
[2]Current Patent Assignee: BAYER AG - DE503203, 1926, C [Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 17, p. 2596][Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 17, p. 2596]
  • 2
  • [ 28509-46-8 ]
  • [ 16078-95-8 ]
  • 4-methyl-5-phenyl-2,5-dihydro-benzo[<i>b</i>][1,4]thiazepine [ No CAS ]
Reference： [1]Muschkalo [Zhurnal Obshchei Khimii, 1958, vol. 28, p. 742,744; engl. Ausg. S. 723]
  • 3
  • [ 28509-46-8 ]
  • [ 6089-17-4 ]
YieldReaction ConditionsOperation in experiment
With sodium borate; ethanol
With sodium tetrahydroborate In methanol
Reference： [1]Searles et al. [Journal of the American Chemical Society, 1957, vol. 79, p. 952,955]
[2]Gudkova,A.S. et al. [Doklady Chemistry, 1972, vol. 203, p. 200 - 203][Dokl. Akad. Nauk SSSR Ser. Khim., 1972, vol. 203, p. 106 - 109]
  • 4
  • [ 28509-46-8 ]
  • [ 106-96-7 ]
  • [ 101012-26-4 ]
YieldReaction ConditionsOperation in experiment
With diethyl ether; zinc; benzene
Reference： [1]Gutmann et al. [Helvetica Chimica Acta, 1959, vol. 42, p. 719,720,726]
  • 5
  • [ 759-36-4 ]
  • [ 28509-46-8 ]
  • [ 13387-67-2 ]
YieldReaction ConditionsOperation in experiment
With sodium In ethanol
Reference： [1]Stepanov,F.N.; Myrsina,R.A. [Journal of general chemistry of the USSR, 1964, vol. 34, # 9, p. 3131 - 3134][Zhurnal Obshchei Khimii, 1964, vol. 34, # 9, p. 3092 - 3096]
  • 6
  • [ 74-93-1 ]
  • [ 28509-46-8 ]
  • [ 34047-39-7 ]
YieldReaction ConditionsOperation in experiment
(i) NaOEt, (ii) /BRN= 1738013/; Multistep reaction;
Reference： [1]Cain,M.E.; Cunneen,J.I. [Journal of the Chemical Society, 1962, p. 2959 - 2963]
  • 7
  • [ 590-90-9 ]
  • [ 28509-46-8 ]
YieldReaction ConditionsOperation in experiment
89% With pyridine; phosphorus tribromide In chloroform at 20℃; for 5h;
With hydrogen bromide
With phosphorus tribromide In diethyl ether
Reference： [1]Mordhorst, Thorsten; Bickmeyer, Ulf [Tetrahedron Letters, 2015, vol. 56, # 29, p. 4363 - 4366]
[2]Stepanov,F.N.; Myrsina,R.A. [Journal of general chemistry of the USSR, 1964, vol. 34, # 9, p. 3131 - 3134][Zhurnal Obshchei Khimii, 1964, vol. 34, # 9, p. 3092 - 3096]
[3]Location in patent: scheme or table Li, Nan; Chu, Xiusheng; Liu, Xiaojun; Li, Ding [Bioorganic Chemistry, 2009, vol. 37, # 1, p. 33 - 40]
  • 8
  • [ 28509-46-8 ]
  • [ 3287-84-1 ]
  • [ 6794-11-2 ]
YieldReaction ConditionsOperation in experiment
In benzene
Reference： [1]Tyrkina,T.S. et al. [Journal of general chemistry of the USSR, 1966, vol. 36, p. 667 - 670][Zhurnal Obshchei Khimii, 1966, vol. 36, p. 652 - 656]
  • 9
  • [ 28509-46-8 ]
  • [ 3419-34-9 ]
  • [ 6885-75-2 ]
YieldReaction ConditionsOperation in experiment
In benzene
Reference： [1]Tyrkina,T.S. et al. [Journal of general chemistry of the USSR, 1966, vol. 36, p. 667 - 670][Zhurnal Obshchei Khimii, 1966, vol. 36, p. 652 - 656]
  • 10
  • [ 28509-46-8 ]
  • [ 3454-66-8 ]
  • [ 995-50-6 ]
YieldReaction ConditionsOperation in experiment
In benzene
Reference： [1]Tyrkina,T.S. et al. [Journal of general chemistry of the USSR, 1966, vol. 36, p. 667 - 670][Zhurnal Obshchei Khimii, 1966, vol. 36, p. 652 - 656]
  • 11
  • [ 28509-46-8 ]
  • [ 3549-52-8 ]
  • [ 6794-12-3 ]
YieldReaction ConditionsOperation in experiment
In benzene
Reference： [1]Tyrkina,T.S. et al. [Journal of general chemistry of the USSR, 1966, vol. 36, p. 667 - 670][Zhurnal Obshchei Khimii, 1966, vol. 36, p. 652 - 656]
  • 12
  • [ 28509-46-8 ]
  • [ 3549-51-7 ]
  • dithiophosphoric acid <i>O</i>,<i>O</i>'-dibutyl ester <i>S</i>-(3-oxo-butyl) ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
In benzene
Reference： [1]Tyrkina,T.S. et al. [Journal of general chemistry of the USSR, 1966, vol. 36, p. 667 - 670][Zhurnal Obshchei Khimii, 1966, vol. 36, p. 652 - 656]
  • 13
  • [ 67935-23-3 ]
  • [ 28509-46-8 ]
YieldReaction ConditionsOperation in experiment
With pyridine; phosphorus tribromide In diethyl ether at -35 - -25℃;
Reference： [1]Moeller,R. et al. [Synthesis, 1978, p. 620 - 622]
  • 14
  • [ 28509-46-8 ]
  • [ 75-66-1 ]
  • [ 24731-41-7 ]
YieldReaction ConditionsOperation in experiment
(i) NaOEt, (ii) /BRN= 1738013/; Multistep reaction;
Reference： [1]Cain,M.E.; Cunneen,J.I. [Journal of the Chemical Society, 1962, p. 2959 - 2963]
  • 15
  • [ 78-94-4 ]
  • [ 28509-46-8 ]
YieldReaction ConditionsOperation in experiment
42% With tetraethylammonium bromide; trifluoroacetic acid Ambient temperature;
With hydrogen bromide
With chloro-trimethyl-silane; lithium bromide In tetrahydrofuran 1) -15 deg C, 1 h; 2) 40 deg C, 24 h;
With hydrogen bromide 31 4-Bromo-2-butanone EXAMPLE 31 4-Bromo-2-butanone 70 Grams of methyl vinyl ketone is dissolved in 400 ml of ether and cooled to 0°. Anhydrous hydrogen bromide is bubbled in slowly until approximately 86 g is absorbed. The flask is stoppered and left at room temperature overnight. The solution is stripped of solvent and the residue distilled under reduced pressure to give the title product.
With hydrogen bromide In diethyl ether at 0 - 20℃; for 0.5h;
With hydrogen bromide In dichloromethane at 0 - 5℃; Inert atmosphere;

Reference： [1]Marx, John N. [Tetrahedron, 1983, vol. 39, # 9, p. 1529 - 1532]
[2]Marx,J.N. [Tetrahedron, 1975, vol. 31, p. 1251 - 1253] Wilkening, David; Mundy, Bradford P. [Tetrahedron Letters, 1984, vol. 25, # 41, p. 4619 - 4622] Terada; Tanoue; Hatada; Sakamoto [Bulletin of the Chemical Society of Japan, 1987, vol. 60, # 1, p. 205 - 213]
[3]Hansson, Lars; Carlson, Rolf [Acta Chemica Scandinavica, 1989, vol. 43, # 2, p. 188 - 192]
[4]Current Patent Assignee: PFIZER INC - US4312994, 1982, A
[5]Location in patent: experimental part Vostrikov; Loza; Ivanova; Miftakhov [Russian Journal of Organic Chemistry, 2010, vol. 46, # 9, p. 1301 - 1304]
[6]Stowell; Keith; King [Organic Syntheses, 1984, vol. 62, p. 140 - 140]
  • 16
  • [ 28509-46-8 ]
  • [ 75-33-2 ]
  • [ 40091-68-7 ]
YieldReaction ConditionsOperation in experiment
(i) NaOEt, (ii) /BRN= 1738013/; Multistep reaction;
Reference： [1]Cain,M.E.; Cunneen,J.I. [Journal of the Chemical Society, 1962, p. 2959 - 2963]
  • 17
  • [ 28509-46-8 ]
  • [ 75-08-1 ]
  • [ 61224-82-6 ]
YieldReaction ConditionsOperation in experiment
(i) NaOEt, (ii) /BRN= 1738013/; Multistep reaction;
Reference： [1]Cain,M.E.; Cunneen,J.I. [Journal of the Chemical Society, 1962, p. 2959 - 2963]
  • 18
  • [ 26924-35-6 ]
  • [ 28509-46-8 ]
YieldReaction ConditionsOperation in experiment
60% With chloro-trimethyl-silane; sodium bromide at 22℃; for 1.25h;
Reference： [1]Feringa, Ben L. [Synthetic Communications, 1985, vol. 15, # 2, p. 87 - 90]
  • 19
  • [ 28509-46-8 ]
  • [ 68252-17-5 ]
  • 2-methyl-cis-1,5-dicarbomethoxybicyclo<3.3.0>octan-2-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
Yield given. Multistep reaction;
With lithium diisopropyl amide 1.) THF, -78 deg C, 30 min, 2.) THF, from -78 deg C to RT, 3 h; Yield given. Multistep reaction;
Reference： [1]Wilkening, David; Mundy, Bradford P. [Tetrahedron Letters, 1984, vol. 25, # 41, p. 4619 - 4622]
[2]Mundy, Bradford P.; Wilkening, David; Lipkowitz, Kenneth B. [Journal of Organic Chemistry, 1985, vol. 50, # 26, p. 5727 - 5731]
  • 20
  • [ 28509-46-8 ]
  • [ 118024-67-2 ]
  • 1-Methyl-7-(3-oxo-butyl)-3-propyl-3,7-dihydro-purine-2,6-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
45% With potassium carbonate In N,N-dimethyl-formamide for 2h; Ambient temperature;
Reference： [1]Miyamoto; Yamamoto; Kurita; Sakai; Konno; Sanae; Ohshima; Takagi; Hasegawa; Iwasaki; Kakiuchi; Kato [Journal of Medicinal Chemistry, 1993, vol. 36, # 10, p. 1380 - 1386]
  • 21
  • [ 28509-46-8 ]
  • [ 137296-52-7 ]
  • [ 137296-27-6 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 4h;
Reference： [1]Miyamoto; Yamamoto; Kurita; Sakai; Konno; Sanae; Ohshima; Takagi; Hasegawa; Iwasaki; Kakiuchi; Kato [Journal of Medicinal Chemistry, 1993, vol. 36, # 10, p. 1380 - 1386]
  • 22
  • [ 67-56-1 ]
  • [ 78-94-4 ]
  • [ 25109-57-3 ]
  • [ 28509-46-8 ]
  • [ 6975-85-5 ]
  • [ 64151-19-5 ]
YieldReaction ConditionsOperation in experiment
With bromine Ambient temperature; Yield given;
Reference： [1]Heasley, Victor L.; Shellhamer, Dale F.; Carter, Tom L.; Gipe, Daphne E.; Gipe, Robert K.; et al. [Tetrahedron Letters, 1981, vol. 22, # 26, p. 2467 - 2470]
  • 23
  • [ 78-94-4 ]
  • [ 25109-57-3 ]
  • [ 28509-46-8 ]
  • [ 6975-85-5 ]
  • [ 64151-19-5 ]
YieldReaction ConditionsOperation in experiment
With bromine In methanol Ambient temperature;
With bromine In methanol Ambient temperature; Yield given;
Reference： [1]Heasley, Victor L.; Shellhamer, Dale F.; Carter, Tom L.; Gipe, Daphne E.; Gipe, Robert K.; et al. [Tetrahedron Letters, 1981, vol. 22, # 26, p. 2467 - 2470]
[2]Heasley, Victor L.; Shellhamer, Dale F.; Carter, Tom L.; Gipe, Daphne E.; Gipe, Robert K.; et al. [Tetrahedron Letters, 1981, vol. 22, # 26, p. 2467 - 2470]
  • 24
  • [ 28509-46-8 ]
  • [ 51433-48-8 ]
  • (4,5-Dimethyl-oxazol-2-yl)-hydrazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; ammonium chloride 1.) ethanol, reflux; Multistep reaction;
Reference： [1]Haviv; Ratajczyk; DeNet; Kerdesky; Walters; Schmidt; Holms; Young; Carter [Journal of Medicinal Chemistry, 1988, vol. 31, # 9, p. 1719 - 1728]

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