Product Name

  • Name

    Cyclobutyl bromide

  • EINECS 224-530-9
  • CAS No. 4399-47-7
  • Article Data30
  • CAS DataBase
  • Density 1.581 g/cm3
  • Solubility insoluble in water
  • Melting Point
  • Formula C4H7Br
  • Boiling Point 107.1 °C at 760 mmHg
  • Molecular Weight 135.004
  • Flash Point 22.2 °C
  • Transport Information UN 1993 3/PG 2
  • Appearance Clear colourless liquid
  • Safety 26-36-36/37/39-16
  • Risk Codes 10-36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 4399-47-7 (Cyclobutyl bromide)
  • Hazard Symbols IrritantXi, HarmfulXn
  • Synonyms Cyclobutyl bromide;AC1L2UIA;SBB070682;
  • PSA 0.00000
  • LogP 1.93380

Synthetic route

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

4-methoxy-3-pyridinesulfonamide
1229666-20-9

4-methoxy-3-pyridinesulfonamide

A

1,4-dihydro-1-methyl-4-oxo-3-pyridinesulfonamide

1,4-dihydro-1-methyl-4-oxo-3-pyridinesulfonamide

B

Bromocyclobutane
4399-47-7

Bromocyclobutane

Conditions
ConditionsYield
In acetonitrile at 20℃; for 84h; Reflux; regioselective reaction;A 75%
B 37.5%
Cyclopropylmethanol
2516-33-8

Cyclopropylmethanol

A

Bromocyclobutane
4399-47-7

Bromocyclobutane

B

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

Conditions
ConditionsYield
With hydrogen bromide In 1,4-dioxane; chloroform at 10 - 20℃; for 2h;A 9%
B 74%
With phosphorus tribromide In diethyl ether at -80℃; Product distribution; variation of temperatures;
With hydrogen bromide; 1-octyl-3-methyl-imidazolium bromide at 25℃; for 0.333333h; Reagent/catalyst; Temperature;
Cyclobutancarbonsaeure - Silbersalz
42392-28-9

Cyclobutancarbonsaeure - Silbersalz

Bromocyclobutane
4399-47-7

Bromocyclobutane

Conditions
ConditionsYield
With bromine In tetrachloromethane at -25℃; for 12h;60%
With bromine In tetrachloromethane at 26.9℃; for 1h;23%
cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

Bromocyclobutane
4399-47-7

Bromocyclobutane

Conditions
ConditionsYield
With NbCl3(N,N′-bis-(2,6-diisopropylphenyl)-1,4-diaza-2,3-dimethyl-1,3-butadiene) In benzene-d6 at 120℃; for 14h; Catalytic behavior; Inert atmosphere; Schlenk technique; Glovebox;A 59%
B 33%
dimethylacetylene
503-17-3

dimethylacetylene

1,1-dibromocyclobutane
33742-81-3

1,1-dibromocyclobutane

A

Bromocyclobutane
4399-47-7

Bromocyclobutane

B

1-Brom-1-methylcyclobutan
80204-24-6

1-Brom-1-methylcyclobutan

C

1,2-dimethylspiro(2.3)hex-1-ene
108909-90-6

1,2-dimethylspiro(2.3)hex-1-ene

D

methylene cyclopropane
6142-73-0

methylene cyclopropane

Conditions
ConditionsYield
With methyllithium In diethyl ether at -35℃; Further byproducts given;A n/a
B 12%
C 21%
D 30%
1,1-dibromocyclobutane
33742-81-3

1,1-dibromocyclobutane

A

Bromocyclobutane
4399-47-7

Bromocyclobutane

B

1-Brom-1-methylcyclobutan
80204-24-6

1-Brom-1-methylcyclobutan

C

1,2-dimethylspiro(2.3)hex-1-ene
108909-90-6

1,2-dimethylspiro(2.3)hex-1-ene

D

methylene cyclopropane
6142-73-0

methylene cyclopropane

Conditions
ConditionsYield
With dimethylacetylene; methyllithium In diethyl ether at -35℃; Further byproducts given;A n/a
B 12%
C 21%
D 30%
cyclobutanol
2919-23-5

cyclobutanol

Bromocyclobutane
4399-47-7

Bromocyclobutane

Conditions
ConditionsYield
With carbon tetrabromide; triphenylphosphine In diethyl ether
diethyl cyclobutane-1,1-dicarboxylate
3779-29-1

diethyl cyclobutane-1,1-dicarboxylate

Bromocyclobutane
4399-47-7

Bromocyclobutane

Conditions
ConditionsYield
Multistep reaction;
norborn-2-ene
498-66-8

norborn-2-ene

A

Bromocyclobutane
4399-47-7

Bromocyclobutane

7-anti-Chlor-8,9,10-trinorbornan-2-exo-ol
38537-30-3, 38537-32-5, 38537-61-0, 38537-64-3, 98431-04-0

7-anti-Chlor-8,9,10-trinorbornan-2-exo-ol

Conditions
ConditionsYield
With hypochloric acid
Cyclobutanecarboxylic acid
3721-95-7

Cyclobutanecarboxylic acid

Bromocyclobutane
4399-47-7

Bromocyclobutane

Conditions
ConditionsYield
With hydroxide; bromine; silver nitrate 2.) CCl4; Multistep reaction;
With [bis(acetoxy)iodo]benzene; potassium bromide In dichloromethane at 25℃; Irradiation;86 %Chromat.
1,1‐dichlorocyclobutane
1506-77-0

1,1‐dichlorocyclobutane

A

Bromocyclobutane
4399-47-7

Bromocyclobutane

B

1-bromocyclobut-1-ene
33954-15-3

1-bromocyclobut-1-ene

C

cyclobutene
822-35-5

cyclobutene

D

methylene cyclopropane
6142-73-0

methylene cyclopropane

Conditions
ConditionsYield
With n-butyllithium at 20℃; under 0.001 Torr; for 0.5h; Yield given. Yields of byproduct given;
bicyclo[1.1.0]butane
157-33-5

bicyclo[1.1.0]butane

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

Bromocyclobutane
4399-47-7

Bromocyclobutane

C

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborate; mercury dibromide 1.) CH2Cl2; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
With hydrogen bromide Product distribution; influence of reaction time;
Cyclobutancarbonsaeure - Silbersalz
42392-28-9

Cyclobutancarbonsaeure - Silbersalz

A

Bromocyclobutane
4399-47-7

Bromocyclobutane

B

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

Conditions
ConditionsYield
With bromine In tetrachloromethane at -20℃; for 1h; Yield given. Yields of byproduct given;
1-Bromo-1-iodocyclobutane

1-Bromo-1-iodocyclobutane

A

Bromocyclobutane
4399-47-7

Bromocyclobutane

B

1-bromocyclobut-1-ene
33954-15-3

1-bromocyclobut-1-ene

C

cyclobutene
822-35-5

cyclobutene

D

methylene cyclopropane
6142-73-0

methylene cyclopropane

Conditions
ConditionsYield
With methyllithium at 20℃; under 0.001 Torr; for 0.5h; Yield given. Yields of byproduct given;
mercury (II)-salt of/the/ cyclobutane-carboxylic acid

mercury (II)-salt of/the/ cyclobutane-carboxylic acid

Bromocyclobutane
4399-47-7

Bromocyclobutane

Conditions
ConditionsYield
With carbon disulfide; bromine at -25℃;
silver salt of/the/ cyclobutane-carboxylic acid

silver salt of/the/ cyclobutane-carboxylic acid

Bromocyclobutane
4399-47-7

Bromocyclobutane

Conditions
ConditionsYield
With tetrachloromethane; bromine at -25℃;
silver-salt of/the/ cyclobutanecarboxylic acid

silver-salt of/the/ cyclobutanecarboxylic acid

Bromocyclobutane
4399-47-7

Bromocyclobutane

Conditions
ConditionsYield
With tetrachloromethane; bromine at -20℃;
Cyclopropylmethanol
2516-33-8

Cyclopropylmethanol

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

Bromocyclobutane
4399-47-7

Bromocyclobutane

C

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

dichloromethane
75-09-2

dichloromethane

Cyclopropylmethanol
2516-33-8

Cyclopropylmethanol

phosphorus tribromide
7789-60-8

phosphorus tribromide

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

Bromocyclobutane
4399-47-7

Bromocyclobutane

C

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

chloro(cyclopropyl)methane
5911-08-0

chloro(cyclopropyl)methane

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

Bromocyclobutane
4399-47-7

Bromocyclobutane

C

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

Conditions
ConditionsYield
With sodium bromide; NaY zeolite In pentane at 25℃; Kinetics;A 58 % Chromat.
B 32 % Chromat.
C 10 % Chromat.
Cyclopropylmethanol
2516-33-8

Cyclopropylmethanol

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

Bromocyclobutane
4399-47-7

Bromocyclobutane

C

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

Conditions
ConditionsYield
With hydrogen bromide; 3-ethyl-1-methyl-1H-imidazol-3-ium bromide at 80℃; for 0.333333h; Reagent/catalyst; Temperature;
5-methyloxazol-2-yl(phenyl)methanone
526214-00-6

5-methyloxazol-2-yl(phenyl)methanone

Bromocyclobutane
4399-47-7

Bromocyclobutane

cyclobutyl-(5-methyl-oxazol-2-yl)-phenyl-methanol
1046818-32-9

cyclobutyl-(5-methyl-oxazol-2-yl)-phenyl-methanol

Conditions
ConditionsYield
Stage #1: Bromocyclobutane With magnesium; iodine In tetrahydrofuran at 65℃; Inert atmosphere;
Stage #2: 5-methyloxazol-2-yl(phenyl)methanone In tetrahydrofuran at 20℃; Cooling with ice;
100%
Stage #1: Bromocyclobutane With magnesium In diethyl ether at 20℃; for 1h; Heating / reflux;
Stage #2: 5-methyloxazol-2-yl(phenyl)methanone In tetrahydrofuran; diethyl ether at -10 - 20℃; for 16h;
Stage #3: With water; ammonium chloride In tetrahydrofuran; diethyl ether at -20℃;
38%
2-(2-hydroxy-3-isopropyl-benzoylamino)-indan-2-carboxylic acid ethyl ester
1092448-19-5

2-(2-hydroxy-3-isopropyl-benzoylamino)-indan-2-carboxylic acid ethyl ester

Bromocyclobutane
4399-47-7

Bromocyclobutane

2-(2-cyclobutyloxy-3-isopropyl-benzoylamino)-indan-2-carboxylic acid ethyl ester
1092448-20-8

2-(2-cyclobutyloxy-3-isopropyl-benzoylamino)-indan-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
With caesium carbonate; potassium iodide In N,N-dimethyl-formamide at 130℃; for 2h; Microwave irradiation;98%
6-chloro-2-hydroxypyridine
16879-02-0

6-chloro-2-hydroxypyridine

Bromocyclobutane
4399-47-7

Bromocyclobutane

2-chloro-6-(cyclobutoxy)pyridine

2-chloro-6-(cyclobutoxy)pyridine

Conditions
ConditionsYield
With potassium carbonate at 80℃; for 16h;98%
6-chloro-2-pyridone
16879-02-0

6-chloro-2-pyridone

Bromocyclobutane
4399-47-7

Bromocyclobutane

2-chloro-6-(cyclobutoxy)pyridine

2-chloro-6-(cyclobutoxy)pyridine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 16h;98%
Bromocyclobutane
4399-47-7

Bromocyclobutane

methyl 8-hydroxyquinoline-5-carboxylate
260796-38-1

methyl 8-hydroxyquinoline-5-carboxylate

C15H15NO3

C15H15NO3

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 95℃; for 16h;97%
4-bromo-3-fluorobenzenethiol
942473-86-1

4-bromo-3-fluorobenzenethiol

Bromocyclobutane
4399-47-7

Bromocyclobutane

(4-bromo-3-fluorophenyl)(cyclobutyl)sulfane
1614246-39-7

(4-bromo-3-fluorophenyl)(cyclobutyl)sulfane

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 70℃; for 19h;95%
Bromocyclobutane
4399-47-7

Bromocyclobutane

methyl (S)-6-bromo-5-hydroxy-2-methyl-3,4-dihydroquinoline-1(2H)-carboxylate

methyl (S)-6-bromo-5-hydroxy-2-methyl-3,4-dihydroquinoline-1(2H)-carboxylate

(S)-methyl 6-bromo-5-cyclobutoxy-2-methyl-3,4-dihydroquinoline-1(2H)-carboxylate

(S)-methyl 6-bromo-5-cyclobutoxy-2-methyl-3,4-dihydroquinoline-1(2H)-carboxylate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 80℃; for 6h;95%
Bromocyclobutane
4399-47-7

Bromocyclobutane

4-((tert-butyldimethylsilyl)oxy)-2-fluorobenzonitrile
175968-15-7

4-((tert-butyldimethylsilyl)oxy)-2-fluorobenzonitrile

cyclobutyl(2-fluoro-4-hydroxyphenyl)methanone
1221235-53-5

cyclobutyl(2-fluoro-4-hydroxyphenyl)methanone

Conditions
ConditionsYield
Stage #1: Bromocyclobutane With iodine; magnesium; ethylene dibromide In diethyl ether at 20℃;
Stage #2: 4-((tert-butyldimethylsilyl)oxy)-2-fluorobenzonitrile With copper(I) bromide In tetrahydrofuran; diethyl ether at 20 - 60℃; for 0.75h; Inert atmosphere;
Stage #3: With hydrogenchloride; water In tetrahydrofuran; diethyl ether at 0 - 60℃; for 1h; Inert atmosphere;
95%
2,3-dimethyl-2,3-butane diol
76-09-5

2,3-dimethyl-2,3-butane diol

Bromocyclobutane
4399-47-7

Bromocyclobutane

benzo[1,3,2]dioxaborole
274-07-7

benzo[1,3,2]dioxaborole

2-cyclobutyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-cyclobutyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
Stage #1: benzo[1,3,2]dioxaborole With bis(cyclopentadienyl)titanium dichloride; potassium carbonate In tert-butyl methyl ether for 0.5h;
Stage #2: Bromocyclobutane In tert-butyl methyl ether at 80℃; under 760.051 Torr; for 24h; Inert atmosphere;
Stage #3: 2,3-dimethyl-2,3-butane diol With triethylamine In tert-butyl methyl ether at 20℃; for 1h; Inert atmosphere;
95%
Stage #1: benzo[1,3,2]dioxaborole With bis(cyclopentadienyl)titanium dichloride; potassium carbonate In tert-butyl methyl ether for 0.5h; Inert atmosphere; Glovebox;
Stage #2: Bromocyclobutane In tert-butyl methyl ether at 80℃; for 24h; Sealed tube;
Stage #3: 2,3-dimethyl-2,3-butane diol With triethylamine In tert-butyl methyl ether at 20℃; for 1h; Sealed tube;
95%
5-formyl-2-hydroxy-3-methyl-benzoic acid methyl ester
1092448-55-9

5-formyl-2-hydroxy-3-methyl-benzoic acid methyl ester

Bromocyclobutane
4399-47-7

Bromocyclobutane

2-cyclobutyloxy-5-formyl-3-methyl-benzoic acid methyl ester
1092448-56-0

2-cyclobutyloxy-5-formyl-3-methyl-benzoic acid methyl ester

Conditions
ConditionsYield
With caesium carbonate; potassium iodide In N,N-dimethyl-formamide at 110℃; for 6h;94%
methyl 2-hydroxy-4-nitrocinnamate

methyl 2-hydroxy-4-nitrocinnamate

Bromocyclobutane
4399-47-7

Bromocyclobutane

C14H15NO5

C14H15NO5

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 60℃; for 48h; Inert atmosphere;94%
2,3-dibromopyridine
13534-89-9

2,3-dibromopyridine

Bromocyclobutane
4399-47-7

Bromocyclobutane

3-bromo-2-cyclobutylpyridine

3-bromo-2-cyclobutylpyridine

Conditions
ConditionsYield
Stage #1: Bromocyclobutane With magnesium In tetrahydrofuran at 60℃; for 3h;
Stage #2: With zinc(II) chloride In tetrahydrofuran at -78 - 20℃; for 1h;
Stage #3: 2,3-dibromopyridine With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 60℃; for 1h; Inert atmosphere;
94%
Bromocyclobutane
4399-47-7

Bromocyclobutane

sodium thiophenolate
930-69-8

sodium thiophenolate

cyclobutyl phenyl sulfide
67132-84-7

cyclobutyl phenyl sulfide

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 1.5h; Heating;93%
In N,N-dimethyl-formamide at 25℃; for 2h;63%
In N,N-dimethyl-formamide at 0℃; Kinetics;
Bromocyclobutane
4399-47-7

Bromocyclobutane

3,5-dibromotriazole
7411-23-6

3,5-dibromotriazole

3,5-dibromo-1-cyclobutyl-1H-1,2,4-triazole

3,5-dibromo-1-cyclobutyl-1H-1,2,4-triazole

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; Sealed tube; Inert atmosphere;93%
Bromocyclobutane
4399-47-7

Bromocyclobutane

6-mercaptopyridine-2-carboxylic acid ethyl ester
1603018-85-4

6-mercaptopyridine-2-carboxylic acid ethyl ester

6-cyclobutylsulfanylpyridine-2-carboxylic acid ethyl ester
1609289-69-1

6-cyclobutylsulfanylpyridine-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 50℃; for 18h;92%
Bromocyclobutane
4399-47-7

Bromocyclobutane

3-bromo-4-fluorobenzenethiol
942473-85-0

3-bromo-4-fluorobenzenethiol

(3-bromo-4-fluorophenyl)(cyclobutyl)sulfane

(3-bromo-4-fluorophenyl)(cyclobutyl)sulfane

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 60℃; Inert atmosphere;92%
3-Bromophenol
591-20-8

3-Bromophenol

Bromocyclobutane
4399-47-7

Bromocyclobutane

1-bromo-3-(cyclobutoxy)benzene
1268713-64-9

1-bromo-3-(cyclobutoxy)benzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 6h;91%
With potassium carbonate In N,N-dimethyl-formamide at 65℃; for 71h; Inert atmosphere;70%
Bromocyclobutane
4399-47-7

Bromocyclobutane

C8H11LiSi*LiCl

C8H11LiSi*LiCl

cyclobutyldimethyl(phenyl)silane

cyclobutyldimethyl(phenyl)silane

Conditions
ConditionsYield
Stage #1: C8H11LiSi*LiCl With magnesium bromide In tetrahydrofuran at 66℃; for 0.166667h; Schlenk technique; Inert atmosphere;
Stage #2: Bromocyclobutane With ferric(III) bromide; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at 0℃; for 1.5h; Schlenk technique; Inert atmosphere;
91%
Bromocyclobutane
4399-47-7

Bromocyclobutane

5-bromo-2-hydroxybenzonitrile
40530-18-5

5-bromo-2-hydroxybenzonitrile

5-bromo-2-cyclobutoxybenzonitrile
1594671-86-9

5-bromo-2-cyclobutoxybenzonitrile

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 6h; Inert atmosphere;90%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 16h; Sealed tube;77%
Bromocyclobutane
4399-47-7

Bromocyclobutane

phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

N-phenylcyclobutanecarbothioamide

N-phenylcyclobutanecarbothioamide

Conditions
ConditionsYield
Stage #1: Bromocyclobutane With tert.-butyl lithium at -78℃; for 2h; Inert atmosphere;
Stage #2: phenyl isothiocyanate at -78 - 20℃; Inert atmosphere;
90%
ethyl 1H-imidazole-2-carboxylate
33543-78-1

ethyl 1H-imidazole-2-carboxylate

Bromocyclobutane
4399-47-7

Bromocyclobutane

1-cyclobutyl-1H-imidazole-2-carboxylic acid ethyl ester

1-cyclobutyl-1H-imidazole-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: ethyl 1H-imidazole-2-carboxylate With potassium carbonate In N,N-dimethyl-formamide for 0.5h;
Stage #2: Bromocyclobutane In N,N-dimethyl-formamide at 100℃; for 5h;
89.7%
Stage #1: ethyl 1H-imidazole-2-carboxylate With potassium carbonate In N,N-dimethyl-formamide for 0.5h;
Stage #2: Bromocyclobutane In N,N-dimethyl-formamide at 100℃; for 5h;
Bromocyclobutane
4399-47-7

Bromocyclobutane

N-(2-fluorophenyl)pyrimidin-2-amine
138851-61-3

N-(2-fluorophenyl)pyrimidin-2-amine

N-(2-cyclobutyl-6-fluorophenyl)pyrimidin-2-amine

N-(2-cyclobutyl-6-fluorophenyl)pyrimidin-2-amine

Conditions
ConditionsYield
With (1,2-dimethoxyethane)dichloronickel(II); lithium tert-butoxide In 1,4-dioxane at 100℃; for 16h; Schlenk technique; Inert atmosphere;89%
With N,N'-di-tert-butylethylenediamine; C40H32N12Ni2; lithium tert-butoxide In 1,4-dioxane at 120℃; for 16h;57%
7-Azaindole
271-63-6

7-Azaindole

Bromocyclobutane
4399-47-7

Bromocyclobutane

C11H12N2

C11H12N2

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 90℃; for 20h;89%
3-methyl-4-nitrophenol
2581-34-2

3-methyl-4-nitrophenol

Bromocyclobutane
4399-47-7

Bromocyclobutane

4-cyclobutoxy-2-methyl-1-nitrobenzene

4-cyclobutoxy-2-methyl-1-nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 14h; Inert atmosphere;89%
Bromocyclobutane
4399-47-7

Bromocyclobutane

phenylacetylene
536-74-3

phenylacetylene

C12H13N3

C12H13N3

Conditions
ConditionsYield
With sodium azide; sodium L-ascorbate In water at 50℃; for 1h; Green chemistry;88%
Bromocyclobutane
4399-47-7

Bromocyclobutane

benzyl 3-(4-chloro-3-(((4-methoxybenzyl)oxy)methyl)phenyl)-2,2-dimethylhept-6-ynoate

benzyl 3-(4-chloro-3-(((4-methoxybenzyl)oxy)methyl)phenyl)-2,2-dimethylhept-6-ynoate

benzyl 3-(4-chloro-3-(((4-methoxybenzyl)oxy)methyl)phenyl)-5-(1-cyclobutyl-1H-1,2,3-triazol-4-yl)-2,2-dimethylpentanoate

benzyl 3-(4-chloro-3-(((4-methoxybenzyl)oxy)methyl)phenyl)-5-(1-cyclobutyl-1H-1,2,3-triazol-4-yl)-2,2-dimethylpentanoate

Conditions
ConditionsYield
Stage #1: Bromocyclobutane With sodium azide In N,N-dimethyl-formamide at 80℃; for 2h; Microwave irradiation;
Stage #2: benzyl 3-(4-chloro-3-(((4-methoxybenzyl)oxy)methyl)phenyl)-2,2-dimethylhept-6-ynoate With copper(l) iodide; N-ethyl-N,N-diisopropylamine In dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol at 70℃; for 1h; Microwave irradiation;
88%
carbon dioxide
124-38-9

carbon dioxide

Bromocyclobutane
4399-47-7

Bromocyclobutane

2-(1-phenylvinyl)aniline
64097-92-3

2-(1-phenylvinyl)aniline

4-cyclobutylmethyl-4-phenyl-1H-benzo[d][1,3]oxazin-2(4H)-one

4-cyclobutylmethyl-4-phenyl-1H-benzo[d][1,3]oxazin-2(4H)-one

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 24h; Inert atmosphere; Schlenk technique; Sealed tube; Irradiation;88%
Bromocyclobutane
4399-47-7

Bromocyclobutane

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

2-cyclobutyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-cyclobutyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
With lithium tert-butoxide In N,N-dimethyl-formamide at 30℃; under 760.051 Torr; for 3h; Irradiation;87%
With copper(I) oxide; lithium methanolate; pyrographite In ethanol at 20℃; for 12h; Inert atmosphere;50%
With potassium methanolate; [1,3-bis(2,4,6-trimethylphenyl)imidazol]-2-ylidene; copper dichloride In tetrahydrofuran at 20℃;
6-methoxypyridine-3-ol

6-methoxypyridine-3-ol

Bromocyclobutane
4399-47-7

Bromocyclobutane

5-cyclobutoxy-2-methoxypyridine

5-cyclobutoxy-2-methoxypyridine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90 - 95℃; for 16h;87%
Bromocyclobutane
4399-47-7

Bromocyclobutane

3-bromo-4-hydroxybenzonitrile
2315-86-8

3-bromo-4-hydroxybenzonitrile

3-bromo-4-cyclobutoxybenzonitrile
1065640-60-9

3-bromo-4-cyclobutoxybenzonitrile

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 72h;86%
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 72h;

Cyclobutyl bromide Specification

The Cyclobutane, bromo- with CAS registry number of 4399-47-7 is also known as Cyclobutyl bromide. The IUPAC name is Cyclobutyl bromide. It belongs to product categories of Cyclobutanes & Cyclobutenes; Simple 4-Membered Ring Compounds; Cycloalkanes. Its EINECS registry number is 224-530-9. In addition, the formula is C4H7Br and the molecular weight is 135.00. This chemical is a clear colourless liquid that miscible with water. It may cause inflammation to the skin or other mucous membranes and may cause damage to health. Therefore this chemical should be sealed in ventilated, dry place without light at the temperature of 0-6 °C.

Physical properties about Cyclobutane, bromo- are: (1)ACD/LogP: 2.08; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.08; (4)ACD/LogD (pH 7.4): 2.08; (5)ACD/BCF (pH 5.5): 22.39; (6)ACD/BCF (pH 7.4): 22.39; (7)ACD/KOC (pH 5.5): 322.13; (8)ACD/KOC (pH 7.4): 322.13; (9)Index of Refraction: 1.526; (10)Molar Refractivity: 26.23 cm3; (11)Molar Volume: 85.3 cm3; (12)Surface Tension: 37.6 dyne/cm; (13)Density: 1.581 g/cm3; (14)Flash Point: 22.2 °C; (15)Enthalpy of Vaporization: 33.17 kJ/mol; (16)Boiling Point: 107.1 °C at 760 mmHg; (17)Vapour Pressure: 32 mmHg at 25 °C.

Preparation of Cyclobutane, bromo-: it is prepared by reaction of cyclobutanecarboxylic acid; silver (I)-compound. The reaction needs reagent Br2 and solvent CCl4 at the temperature of -25 °C for 12 hours. The yield is about 60%.

Cyclobutane, bromo- is prepared by reaction of cyclobutanecarboxylic acid; silver (I)-compound.

Uses of Cyclobutane, bromo-: it is used to produce cyclobutyltrimethylsilane by reaction with chloro-trimethyl-silane. The reaction occurs with reagent Li and solvent tetrahydrofuran at the temperature of -20 °C for 20 hours. The yield is about 50%.

Cyclobutane, bromo- is used to produce cyclobutyltrimethylsilane by reaction with chloro-trimethyl-silane.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. Furthermore, it is harmful by inhalation, in contact with skin and if swallowed. During using it, wear suitable protective clothing, gloves and eye/face protection. Keep away from sources of ignition as this chemical is flammable. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1CC(C1)Br
2. InChI: InChI=1S/C4H7Br/c5-4-2-1-3-4/h4H,1-3H2
3. InChIKey: KXVUSQIDCZRUKF-UHFFFAOYSA-N

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