Product Name

  • Name

    5-Bromovaleric acid

  • EINECS 218-185-3
  • CAS No. 2067-33-6
  • Article Data40
  • CAS DataBase
  • Density 1.522 g/cm3
  • Solubility Soluble in ethanol. Insoluble in water.
  • Melting Point 38 -40 °C
  • Formula C5H9BrO2
  • Boiling Point 265.5 °C at 760 mmHg
  • Molecular Weight 181.029
  • Flash Point 114.4 °C
  • Transport Information UN 3261
  • Appearance yellowish to light brown crystals or cryst. powder
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 2067-33-6 (5-Bromovaleric acid)
  • Hazard Symbols IrritantXi
  • Synonyms Valeric acid, 5-bromo- (6CI,7CI,8CI);1-Bromo-4-carboxybutane;5-Bromo-1-pentanoic acid;5-Bromopentanoic acid;Pentanoic acid, 5-bromo-;d-Bromovaleric acid;
  • PSA 37.30000
  • LogP 1.63620

Synthetic route

5-bromopentanal
1191-30-6

5-bromopentanal

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With N-hydroxyphthalimide; oxygen In acetonitrile at 30℃; for 3h; Schlenk technique;95%
With N-hydroxyphthalimide; oxygen In acetonitrile at 30℃; under 760.051 Torr; for 3h; Catalytic behavior; Solvent; Schlenk technique;95%
potassium 5-hydroxypentanoate

potassium 5-hydroxypentanoate

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With sulfuric acid; sodium bromide In water at 90 - 95℃; for 8h; Temperature; Concentration;88.9%
3,4,5,6-tetrahydro-2H-pyran-2-one
542-28-9

3,4,5,6-tetrahydro-2H-pyran-2-one

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With tetrabutylammomium bromide; hydrogen bromide In water for 0.166667h; Microwave irradiation;85%
With sulfuric acid; water; hydrogen bromide
With hydrogen bromide
1,4-dioxane
123-91-1

1,4-dioxane

3,4,5,6-tetrahydro-2H-pyran-2-one
542-28-9

3,4,5,6-tetrahydro-2H-pyran-2-one

A

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

B

β-(β'-bromoethoxy)ethyl 4-bromovalerate
91034-94-5

β-(β'-bromoethoxy)ethyl 4-bromovalerate

Conditions
ConditionsYield
With hydrogen bromide In water 1) room temp. 1h; 2) 80 degC, 1,5h; 3) room temp. 12h;A 64.12%
B 20.24%
3,4,5,6-tetrahydro-2H-pyran-2-one
542-28-9

3,4,5,6-tetrahydro-2H-pyran-2-one

A

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

B

β-(β'-bromoethoxy)ethyl 4-bromovalerate
91034-94-5

β-(β'-bromoethoxy)ethyl 4-bromovalerate

Conditions
ConditionsYield
With hydrogen bromide In 1,4-dioxane; water 1) room temp. 1 h; 2) 80 deg C, 1,5 h; 3) room temp. 12 h;A 64.12%
B 20.24%
5-bromopentan-1-nitrile
5414-21-1

5-bromopentan-1-nitrile

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With hydrogen bromide for 17h; Heating;38%
With hydrogen bromide
With hydrogen bromide
Multi-step reaction with 2 steps
1: potassium hydroxide
2: water; hydrobromic acid
View Scheme
Multi-step reaction with 2 steps
2: water; hydrobromic acid
View Scheme
pent-4-enoic acid
591-80-0

pent-4-enoic acid

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With hydrogen bromide; dibenzoyl peroxide
With ascaridole; hexane; hydrogen bromide
valeric acid
13392-69-3

valeric acid

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With sulfuric acid; hydrogen bromide
With sulfuric acid; hydrogen bromide Cooling with ice; Heating;
5-hydroxy-pentanenitrile
2427-16-9

5-hydroxy-pentanenitrile

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With water; hydrogen bromide
5-ethoxy-valeronitrile
6067-01-2

5-ethoxy-valeronitrile

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With water; hydrogen bromide
5-bromovaleric acid methyl ester
5454-83-1

5-bromovaleric acid methyl ester

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With hydrogen bromide
(hydrolysis);
ethyl 2-hydroxyethylpropionate
13107-53-4

ethyl 2-hydroxyethylpropionate

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With sulfuric acid; hydrogen bromide zuletzt auf dem Wasserbad;
(4-cyano)butyl acetate
89775-53-1

(4-cyano)butyl acetate

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With water; hydrogen bromide
diethyl 2-(3-bromopropane)malonate
10149-21-0

diethyl 2-(3-bromopropane)malonate

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With hydrogen bromide
5-phenoxyvaleric acid
7170-40-3

5-phenoxyvaleric acid

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With hydrogen bromide
(3-phenoxypropyl)diethyl propanedioate
6345-89-7

(3-phenoxypropyl)diethyl propanedioate

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With hydrogen bromide
cyclopentanone
120-92-3

cyclopentanone

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With dihydrogen peroxide Behandeln des Reaktionsprodukts in Aether mit einer aus Kupfer(I)-chlorid (oder Eisen(II)-sulfat) und wss.Bromwasserstoffsaeure bereiteten Loesung;
Multi-step reaction with 2 steps
1: 3-chloro-benzenecarboperoxoic acid / chloroform / Reflux
2: hydrogen bromide; sodium bromide; sulfuric acid / 85 - 90 °C
View Scheme
ethyl 5-bromovalerate
14660-52-7

ethyl 5-bromovalerate

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
(hydrolysis);
With water; lithium hydroxide In methanol at 20℃; for 0.5h;
cyclopentanone hydroperoxide
18622-31-6

cyclopentanone hydroperoxide

A

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

B

α,α'-dibromocyclopentanone

α,α'-dibromocyclopentanone

C

2-bromocyclopentanone
1056246-36-6

2-bromocyclopentanone

Conditions
ConditionsYield
With hydrogen bromide; sodium bromide; copper(ll) bromide In water at 25℃;A 15.0 g
B 0.4 g
C 0.6 g
C17H34O2Sn
110328-07-9

C17H34O2Sn

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With hydrogen bromide Irradiation;
δ-iodo-valeric acid

δ-iodo-valeric acid

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With silver(I) bromide; hydrogen bromide
δ-phenoxy-valeric acid

δ-phenoxy-valeric acid

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With hydrogen bromide at 145℃; im geschlossenen Rohr;
pent-4-enoic acid
591-80-0

pent-4-enoic acid

hexane
110-54-3

hexane

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

hydrogen bromide

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

ascaridole
512-85-6

ascaridole

pent-4-enoic acid
591-80-0

pent-4-enoic acid

hexane
110-54-3

hexane

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

hydrogen bromide

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

pent-4-enoic acid
591-80-0

pent-4-enoic acid

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

hydrogen bromide

diphenylamine
122-39-4

diphenylamine

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-bromo-valeric acid alkyl ester

5-bromo-valeric acid alkyl ester

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With hydrogen bromide; acetic acid
pent-4-enoic acid
591-80-0

pent-4-enoic acid

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

hydrogen bromide

hydroquinone
123-31-9

hydroquinone

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

pent-4-enoic acid
591-80-0

pent-4-enoic acid

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

hydrogen bromide

toluene
108-88-3

toluene

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

pent-4-enoic acid
591-80-0

pent-4-enoic acid

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

hydrogen bromide

dibenzoyl peroxide
94-36-0

dibenzoyl peroxide

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-iodopentanoic acid
19448-36-3

5-iodopentanoic acid

Conditions
ConditionsYield
With potassium iodide In acetone for 6h; Heating;100%
With acetone; sodium iodide
Multi-step reaction with 2 steps
1: KHS
2: hydriodic acid
View Scheme
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-bromovaleroyl chloride
4509-90-4

5-bromovaleroyl chloride

Conditions
ConditionsYield
With thionyl chloride100%
With oxalyl dichloride In benzene at 20 - 50℃; Inert atmosphere;98%
With oxalyl dichloride In benzene at 50℃; for 3h;97%
1-[5-(aminomethyl)-2-nitrophenyl]ethanol
138957-91-2

1-[5-(aminomethyl)-2-nitrophenyl]ethanol

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

1-[5-{N-(5-bromopentanoyl)aminomethyl}-2-nitrophenyl]ethanol

1-[5-{N-(5-bromopentanoyl)aminomethyl}-2-nitrophenyl]ethanol

Conditions
ConditionsYield
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.166667h;100%
methanol
67-56-1

methanol

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-bromovaleric acid methyl ester
5454-83-1

5-bromovaleric acid methyl ester

Conditions
ConditionsYield
With acetyl chloride for 5h; Reflux;99%
With hydroxy-substituted sulfonic acid-functionalized silica (HO-SAS) at 110℃; Fischer-Speier Esterification; Flow reactor;99%
With acetyl chloride for 5h; Reflux;99%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

(3R,5R)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-ol

(3R,5R)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-ol

(3R,5R)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-yl 5-bromopentanoate
1233938-88-9

(3R,5R)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-yl 5-bromopentanoate

Conditions
ConditionsYield
Stage #1: 5-bromopentanoic acid With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 0.166667h;
Stage #2: (3R,5R)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-ol In dichloromethane at 0℃; for 1.5h; Reflux;
99%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

isobutene
115-11-7

isobutene

tert-butyl 5-bromovalerate
88987-42-2

tert-butyl 5-bromovalerate

Conditions
ConditionsYield
With sulfuric acid at 20℃; for 5h; Addition;98%
With sulfuric acid In dichloromethane for 48h; Ambient temperature;96%
With sulfuric acid at 20℃; for 120h; autoclave;72%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-bromopentanamide
52534-24-4

5-bromopentanamide

Conditions
ConditionsYield
Stage #1: 5-bromopentanoic acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 0 - 40℃; for 2h;
Stage #2: With ammonium hydroxide In tetrahydrofuran at 20℃; for 2h;
98%
Multi-step reaction with 2 steps
1: SOCl2 / 4 h / Heating
2: 28percent NH4OH / H2O / 0.75 h / 0 °C
View Scheme
2-(N,N-dimethylamino)ethanol
108-01-0

2-(N,N-dimethylamino)ethanol

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

(3Z,13Z)-7-[(3Z)-hex-3-en-1-yl]-10-[(3Z)-non-3-en-1-yl]nonadeca-3,13-dien-9-ol

(3Z,13Z)-7-[(3Z)-hex-3-en-1-yl]-10-[(3Z)-non-3-en-1-yl]nonadeca-3,13-dien-9-ol

(3Z,13Z)-7-[(3Z)-hex-3-en-1-yl]-10-[(3Z)-non-3-en-1-yl]nonadeca-3,13-dien-9-yl 5-(dimethylamino)pentanoate

(3Z,13Z)-7-[(3Z)-hex-3-en-1-yl]-10-[(3Z)-non-3-en-1-yl]nonadeca-3,13-dien-9-yl 5-(dimethylamino)pentanoate

Conditions
ConditionsYield
Stage #1: 5-bromopentanoic acid; (3Z,13Z)-7-[(3Z)-hex-3-en-1-yl]-10-[(3Z)-non-3-en-1-yl]nonadeca-3,13-dien-9-ol With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 30℃; for 18h;
Stage #2: 2-(N,N-dimethylamino)ethanol In dichloromethane at 80℃; for 5h; Sealed tube;
98%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Benzophenone oxime
574-66-3

Benzophenone oxime

diphenylmethanone O-(5-bromopentanoyl) oxime

diphenylmethanone O-(5-bromopentanoyl) oxime

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Schlenk technique; Inert atmosphere;98%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

(3R,5S)-1-benzyl-5-[bis(3,5-dimethylphenyl)(hydroxy)methyl]pyrrolidin-3-ol
1262967-61-2

(3R,5S)-1-benzyl-5-[bis(3,5-dimethylphenyl)(hydroxy)methyl]pyrrolidin-3-ol

{(3R,5S)-1-benzyl-5-[bis(3,5-dimethylphenyl)(hydroxy)methyl]pyrrolidin-3-yl} 5-bromopentanoate
1262967-63-4

{(3R,5S)-1-benzyl-5-[bis(3,5-dimethylphenyl)(hydroxy)methyl]pyrrolidin-3-yl} 5-bromopentanoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 1.66667h; Reflux;97%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-(nitrooxy)pentanoic acid
74754-56-6

5-(nitrooxy)pentanoic acid

Conditions
ConditionsYield
With silver nitrate In acetonitrile at 70℃; for 16h;96.18%
With silver nitrate In acetonitrile at 20℃; for 48h;89%
With silver nitrate In acetonitrile at 70℃; for 2h; Darkness; Inert atmosphere;77%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

3,4,5,6-tetrahydro-2H-pyran-2-one
542-28-9

3,4,5,6-tetrahydro-2H-pyran-2-one

Conditions
ConditionsYield
With potassium fluoride; tetra(n-butyl)ammonium hydrogensulfate In tetrahydrofuran at 20℃; for 5h;96%
With Amberlyst A26 (hydrogen carbonate form) 1.) aq. MeOH, 20 deg C, 18 h, 2.) THF, reflux, 18 h; Yield given. Multistep reaction;
With potassium carbonate In water; dimethyl sulfoxide at 50℃; Rate constant;
With 2,3,3-trimethylbenzo[e]indole; potassium iodide In acetonitrile at 80 - 85℃; for 96h;
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

triphenylphosphine
603-35-0

triphenylphosphine

(4-carboxybutyl)triphenylphosphonium bromide
17814-85-6

(4-carboxybutyl)triphenylphosphonium bromide

Conditions
ConditionsYield
In acetonitrile at 80℃; for 24h;96%
In acetonitrile for 24h; Heating;92%
In toluene for 48h; Inert atmosphere; Reflux;88%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-bromovaleric acid methyl ester
5454-83-1

5-bromovaleric acid methyl ester

Conditions
ConditionsYield
In diethyl ether for 3h;96%
In diethyl ether
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-bromopentan-1-ol
34626-51-2

5-bromopentan-1-ol

Conditions
ConditionsYield
With dimethylsulfide borane complex96%
With lithium aluminium tetrahydride; sulfuric acid In tetrahydrofuran for 0.25h; T < 2 deg C; Yield given;
With dimethylsulfide; borane
With diphenylsilane; triphenylphosphine; chloro(1,5-cyclooctadiene)rhodium(I) dimer In tetrahydrofuran at 20℃; for 48h;63 % Spectr.
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

benzyl alcohol
100-51-6

benzyl alcohol

Benzyl 5-bromovalerate
60343-28-4

Benzyl 5-bromovalerate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene Reflux; Dean-Stark;96%
With 4-(dimethylamino)pyridinium tosylate; diisopropyl-carbodiimide95%
Stage #1: 5-bromopentanoic acid With 4-(dimethylamino)pyridinium tosylate; diisopropyl-carbodiimide In dichloromethane at 20℃; for 2h;
Stage #2: benzyl alcohol In dichloromethane
95%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

(2S,4R)-4-hydroxy-2-(1-hydroxy-1,1-diphenylmethyl)pyrroline-1-carboxylic acid tert-butyl ester
344791-02-2

(2S,4R)-4-hydroxy-2-(1-hydroxy-1,1-diphenylmethyl)pyrroline-1-carboxylic acid tert-butyl ester

(2S,4R)-tert-butyl 4-((5-bromopentanoyl)oxy)-2-(hydroxydiphenylmethyl)pyrrolidine-1-carboxylate

(2S,4R)-tert-butyl 4-((5-bromopentanoyl)oxy)-2-(hydroxydiphenylmethyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 1.5h; Reflux;96%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

2,2,2,-trichloroethoxycarbonyl azide

2,2,2,-trichloroethoxycarbonyl azide

2,2,2-trichloroethyl (4-bromobutyl)carbamate

2,2,2-trichloroethyl (4-bromobutyl)carbamate

Conditions
ConditionsYield
With dmap; copper diacetate In acetonitrile at 80℃; for 0.416667h; Schlenk technique; Sealed tube;96%
ethanol
64-17-5

ethanol

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

ethyl 5-bromovalerate
14660-52-7

ethyl 5-bromovalerate

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 20 - 22℃; for 45h;95%
sulfuric acid In toluene for 1.5h; Heating;88.5%
With sulfuric acid87%
endo-N-hydroxy-5-norbornene-2,3-dicarboxyimide
21715-90-2

endo-N-hydroxy-5-norbornene-2,3-dicarboxyimide

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

N-hydroxy-5-norbornene-2,3-dicarboximide bromopentanoate
872054-98-3

N-hydroxy-5-norbornene-2,3-dicarboximide bromopentanoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide95%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 16h;
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

(3R,5S)-1-benzyl-5-[bis(3,5-bis(trifluoromethyl)phenyl)(hydroxy)methyl]pyrrolidin-3-ol
1262967-62-3

(3R,5S)-1-benzyl-5-[bis(3,5-bis(trifluoromethyl)phenyl)(hydroxy)methyl]pyrrolidin-3-ol

{(3R,5S)-1-benzyl-5-[bis(3,5-bis(trifluoromethyl)phenyl)(hydroxy)methyl]pyrrolidin-3-yl} 5-bromopentanoate
1262967-64-5

{(3R,5S)-1-benzyl-5-[bis(3,5-bis(trifluoromethyl)phenyl)(hydroxy)methyl]pyrrolidin-3-yl} 5-bromopentanoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 1.66667h; Reflux;95%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

n-octylmagnesium chloride
38841-98-4

n-octylmagnesium chloride

tridecanoic acid
638-53-9

tridecanoic acid

Conditions
ConditionsYield
Stage #1: 5-bromopentanoic acid With 1-methyl-pyrrolidin-2-one; tert-butylmagnesium chloride In tetrahydrofuran at -78℃; for 0.166667h; Inert atmosphere;
Stage #2: n-octylmagnesium chloride With buta-1,3-diene; nickel dichloride In tetrahydrofuran under 760.051 Torr; for 1h; Inert atmosphere; Cooling with ice;
95%
furan
110-00-9

furan

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

2-Furyl 4-bromobutyl ketone
86607-63-8

2-Furyl 4-bromobutyl ketone

Conditions
ConditionsYield
With trifluoroacetic anhydride; Duolite ES 467 H+ phosphonic resin In nitromethane at 25℃; for 0.5h;94%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-mercaptopentanoic acid
30247-98-4

5-mercaptopentanoic acid

Conditions
ConditionsYield
Stage #1: 5-bromopentanoic acid With thiourea In ethanol at 80℃; for 20h;
Stage #2: With sodium hydroxide at 90℃; for 16h;
94%
Stage #1: 5-bromopentanoic acid With thiourea In ethanol for 20h; Reflux;
Stage #2: With sodium hydroxide In water at 90℃; for 16h; Inert atmosphere;
Stage #3: With sulfuric acid In water Cooling with ice; Inert atmosphere;
87%
Stage #1: 5-bromopentanoic acid With thiourea In ethanol for 16h; Heating;
Stage #2: With sodium hydroxide for 6h; Heating;
82%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

(2S,4R)-4-hydroxy-2-((S)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid tert-butyl ester

(2S,4R)-4-hydroxy-2-((S)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid tert-butyl ester

(2S,4R)-tert-butyl-2-((S)-1-phenylethylcarbamoyl)-4-(5-bromopentanoyloxy)pyrrolidine-1-carboxylate

(2S,4R)-tert-butyl-2-((S)-1-phenylethylcarbamoyl)-4-(5-bromopentanoyloxy)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 1.16667h;94%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

(2R)-(-)-2-phenyl-2-(piperidin-1-yl)ethanol
154472-05-6

(2R)-(-)-2-phenyl-2-(piperidin-1-yl)ethanol

(S)-1-phenyl-2-(piperidin-1-yl)ethyl 5-bromopentanoate

(S)-1-phenyl-2-(piperidin-1-yl)ethyl 5-bromopentanoate

Conditions
ConditionsYield
Stage #1: (2R)-(-)-2-phenyl-2-(piperidin-1-yl)ethanol With methanesulfonyl chloride; triethylamine In chloroform at 0 - 5℃; for 0.5h;
Stage #2: 5-bromopentanoic acid With triethylamine In chloroform at 5 - 20℃; for 16h; enantiospecific reaction;
94%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

dibenzyl 5,5'-((1,4-phenylenebis(azanediyl))bis(carbonyl))bis(3-hydroxypyrrolidine-1-carboxylate)
1442643-45-9

dibenzyl 5,5'-((1,4-phenylenebis(azanediyl))bis(carbonyl))bis(3-hydroxypyrrolidine-1-carboxylate)

dibenzyl 5,5'-((1,4-phenylenebis(azanediyl))bis(carbonyl))bis(3-((5-bromopentanoyl)oxy)-pyrrolidine-1-carboxylate)
1442643-52-8

dibenzyl 5,5'-((1,4-phenylenebis(azanediyl))bis(carbonyl))bis(3-((5-bromopentanoyl)oxy)-pyrrolidine-1-carboxylate)

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 4h;93%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

N,0-dimethylhydroxylamine
1117-97-1

N,0-dimethylhydroxylamine

5-bromo-N-methoxy-N-methylpentanamide
130250-58-7

5-bromo-N-methoxy-N-methylpentanamide

Conditions
ConditionsYield
Stage #1: 5-bromopentanoic acid; N,0-dimethylhydroxylamine In toluene at 0℃; for 0.166667h;
Stage #2: With phosphorus trichloride In toluene at 20 - 60℃; for 0.5h;
93%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

dibenzyl 5,5'-((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(3-hydroxypyrrolidine-1-carboxylate)
1442643-48-2

dibenzyl 5,5'-((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(3-hydroxypyrrolidine-1-carboxylate)

dibenzyl 5,5'-((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(3-((5-bromopentanoyl)oxy)pyrrolidine-1-carboxylate)
1442643-54-0

dibenzyl 5,5'-((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(3-((5-bromopentanoyl)oxy)pyrrolidine-1-carboxylate)

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 4h;92%

5-Bromovaleric acid Chemical Properties


IUPAC Name: 5-Bromopentanoic acid
Molecular Formula: C5H9BrO2
Molecular Weight: 181.03 g/mol
SMILES: C(CCCBr)C(O)=O
InChI: InChI=1/C5H9BrO2/c6-4-2-1-3-5(7)8/h1-4H2,(H,7,8)
EINECS: 218-185-3
Product Categories: Organic acids;Acids & Esters; Bromine Compounds; omega-Bromocarboxylic Acids; omega-Functional Alkanols, Carboxylic Acids, Amines & Halides; C1 to C5; Carbonyl Compounds; Carboxylic Acids
Index of Refraction: 1.492 
Molar Refractivity: 34.5 cm3 
Molar Volume: 118.8 cm3 
Polarizability: 13.68×10-24 cm
Surface Tension: 43.3 dyne/cm 
Density: 1.522 g/cm
Flash Point: 114.4 °C 
Enthalpy of Vaporization: 55.42 kJ/mol 
Boiling Point: 265.5 °C at 760 mmHg 
Melting Point: 38-40 °C(lit.)
Vapour Pressure of 5-Bromovaleric acid (CAS NO.2067-33-6): 0.00264 mmHg at 25 °C

5-Bromovaleric acid Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
RIDADR: UN3261
WGK Germany: 3
HazardClass: 8
PackingGroup of 5-Bromovaleric acid (CAS NO.2067-33-6): III

5-Bromovaleric acid Specification

 5-Bromovaleric acid (CAS NO.2067-33-6), its Synonyms are 5-Bromopentanoic acid ; Valeric acid, 5-bromo- ; delta-Bromovaleric acid ; Pentanoic acid, 5-bromo- . It is yellowish to light brown crystals or cryst. powder.

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