Conditions | Yield |
---|---|
With thionyl chloride | 100% |
With oxalyl dichloride In benzene at 20 - 50℃; Inert atmosphere; | 98% |
With oxalyl dichloride In benzene at 50℃; for 3h; | 97% |
5-Bromvaleriansaeuretrimethylsilylester
5-bromovaleroyl chloride
Conditions | Yield |
---|---|
With thionyl chloride |
5-bromovaleroyl chloride
Conditions | Yield |
---|---|
With thionyl chloride |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: SOCl2 View Scheme |
Conditions | Yield |
---|---|
In N-methyl-acetamide; dichloromethane | |
In N-methyl-acetamide; dichloromethane |
5-bromopentanoic acid
N,N-dimethyl-formamide
5-bromovaleroyl chloride
Conditions | Yield |
---|---|
With oxalyl dichloride In dichloromethane at 20℃; |
5-bromovaleroyl chloride
methoxybenzene
5-bromo-1-(4-methoxyphenyl)pentan-1-one
Conditions | Yield |
---|---|
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 2h; | 100% |
With aluminium trichloride Friedel-Crafts acylation; | 85% |
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 2h; Friedel-Crafts Acylation; | |
With metallic chloride at 50℃; Friedel-Crafts Acylation; | |
With aluminum (III) chloride In dichloromethane at 0 - 20℃; Inert atmosphere; |
propylamine
5-bromovaleroyl chloride
5-Bromo-pentanoic acid propylamide
Conditions | Yield |
---|---|
With pyridine In dichloromethane | 100% |
In N,N-dimethyl-formamide | |
In N,N-dimethyl-formamide |
Conditions | Yield |
---|---|
With pyridine In dichloromethane | 100% |
Conditions | Yield |
---|---|
With pyridine In dichloromethane | 100% |
With triethylamine In dichloromethane at 0 - 20℃; for 16.5h; | 100% |
With triethylamine In dichloromethane at 0 - 20℃; |
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide for 1h; | 100% |
5-bromovaleroyl chloride
N,O-dimethylhydroxylamine*hydrochloride
5-bromo-N-methoxy-N-methylpentanamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 12h; | 100% |
5-bromovaleroyl chloride
3-(3-bromophenyl)-1H-pyrazol-5-amine
5-bromo-pentanoic acid [5-(3-bromo-phenyl)-2H-pyrazol-3-yl]-amide
Conditions | Yield |
---|---|
In ISOPROPYLAMIDE at 0℃; for 1h; | 100% |
In ISOPROPYLAMIDE at 0℃; for 1h; |
5-bromovaleroyl chloride
2-aminophenethyl alcohol
5-bromo-N-[2-(2-hydroxyethyl)phenyl]pentanamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at -5 - 0℃; | 100% |
With triethylamine In dichloromethane at -5 - 0℃; | 100% |
4-chloro-2-butyn-1-amine
5-bromovaleroyl chloride
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at -5 - 20℃; for 2h; | 100% |
4-amino-1-benzylpiperidine
5-bromovaleroyl chloride
Conditions | Yield |
---|---|
With potassium carbonate In water; ethyl acetate for 1h; | 99% |
With triethylamine In dichloromethane at 20℃; | 61% |
With aq. KCO3 In ethyl acetate at 20℃; for 1h; |
5-bromovaleroyl chloride
4-bromo-aniline
5-bromo-N-(4-bromophenyl)pentanamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0℃; for 3h; | 99% |
With triethylamine In dichloromethane at 0℃; for 1h; | 86% |
With triethylamine In DCE at 20℃; |
dimethylenecyclourethane
5-bromovaleroyl chloride
3-(5-bromopentanoyl)oxazolidin-2-one
Conditions | Yield |
---|---|
Stage #1: dimethylenecyclourethane With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Inert atmosphere; Stage #2: 5-bromovaleroyl chloride In tetrahydrofuran; hexane at -78 - 20℃; for 1.5h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 3h; Cooling with ice; | 99% |
5-bromovaleroyl chloride
H-Phe-OEt
(S)-2-(5-Bromo-pentanoylamino)-3-phenyl-propionic acid ethyl ester
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 1h; Ambient temperature; | 98% |
5-bromovaleroyl chloride
4-methoxycarbonyl aniline
4-(5-Bromo-pentanoylamino)-benzoic acid methyl ester
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 25℃; for 1.5h; | 98% |
chloraminophenamide
5-bromovaleroyl chloride
N-[2,4-bis(aminosulfonyl)-5-chlorophenyl]-5-bromo-pentanamide
Conditions | Yield |
---|---|
In 1,4-dioxane for 2h; Heating / reflux; | 98% |
Conditions | Yield |
---|---|
With dmap; triethylamine In benzene at 20℃; | 98% |
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 0 - 20℃; for 2h; | 97.7% |
5-bromovaleroyl chloride
Conditions | Yield |
---|---|
With pyridine; sodium acetate | 97% |
5-bromovaleroyl chloride
methyl-4-cyanobenzylamine
5-bromo-N-[(4-cyanophenyl)methyl]-N-methylpentanamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 5h; | 97% |
5-bromovaleroyl chloride
3-bromo-2-methylaniline
1-(3-bromo-2-methylphenyl)piperidin-2-one
Conditions | Yield |
---|---|
Stage #1: 5-bromovaleroyl chloride; 3-bromo-2-methylaniline With triethylamine In dichloromethane at 20℃; for 0.5h; Stage #2: With sodium hydride In tetrahydrofuran at 20℃; Stage #3: With hydrogenchloride; water In tetrahydrofuran | 97% |
5-bromovaleroyl chloride
4-nitro-aniline
1-(4-nitrophenyl)piperidine-2-one
Conditions | Yield |
---|---|
Stage #1: 5-bromovaleroyl chloride; 4-nitro-aniline With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Stage #2: With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; | 96% |
With pyridine; dmap In tetrahydrofuran at 0 - 100℃; for 1h; | 96.82% |
Stage #1: 5-bromovaleroyl chloride; 4-nitro-aniline In tetrahydrofuran; water at 20℃; for 1h; Green chemistry; Stage #2: In tetrahydrofuran; water at 20℃; for 4h; Green chemistry; | 90% |
Stage #1: 5-bromovaleroyl chloride; 4-nitro-aniline With triethylamine In tetrahydrofuran at 0 - 20℃; Stage #2: With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; |
5-bromovaleroyl chloride
Conditions | Yield |
---|---|
With pyridine; dmap In dichloromethane at 20℃; for 0.5h; | 96.04% |
5-bromovaleroyl chloride
cholesterol
cholest-5-en-3-β-yl 5-bromopentanoate
Conditions | Yield |
---|---|
With pyridine for 1h; | 96% |
With pyridine In dichloromethane at 0 - 24℃; for 1h; | 96% |
With pyridine In tetrahydrofuran at 0 - 20℃; for 12h; | 84% |
5-bromovaleroyl chloride
methyl 6-chloroanthranilate
methyl 2-(5-bromopentanoylamino)-6-chlorobenzoate
Conditions | Yield |
---|---|
With pyridine In tetrahydrofuran at 0 - 20℃; for 1h; | 96% |
5-bromovaleroyl chloride
tert-butyl N-(2-amino-6-methyl-phenyl)-N-(4-cyano-phenyl)-hydrazinocarboxylate
tert-butyl N-[2-(5-bromo-pentanoylamino)-6-methylphenyl]-N-(4-cyano-phenyl)-hydrazinocarboxylate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; | 96% |
5-bromovaleroyl chloride
benzyl N-[(1R,2R)-2-aminocyclohexyl]carbamate
benzyl (1R,2R)-2-(5-bromopentanamido)cyclohexylcarbamate
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 5 - 20℃; for 2h; | 96% |
5-bromovaleroyl chloride
C15H27BrN2O4
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0℃; for 1h; | 96% |
5-(2-aminophenyl)-10,15,20-triphenylporphyrinate
5-bromovaleroyl chloride
meso-triphenylporphyrin
Conditions | Yield |
---|---|
With ammonium hydroxide In tetrahydrofuran at 0℃; for 0.5h; | 95% |
Stage #1: 5-(2-aminophenyl)-10,15,20-triphenylporphyrinate; 5-bromovaleroyl chloride In tetrahydrofuran at 0℃; for 0.5h; Stage #2: With ammonia In tetrahydrofuran; water | 95% |
With pyridine In dichloromethane for 10h; Ambient temperature; | 65% |
Molecular Structure of 5-Bromovaleryl chloride (CAS NO.4509-90-4):
IUPAC Name: 5-bromopentanoyl chloride
Empirical Formula: C5H8BrClO
Molecular Weight: 199.4734
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 4
Polar Surface Area: 17.07 Å2
Index of Refraction: 1.481
Molar Refractivity: 37.82 cm3
Molar Volume: 132.7 cm3
Surface Tension: 36.6 dyne/cm
Density: 1.502 g/cm3
Flash Point: 107.2 °C
Enthalpy of Vaporization: 45.04 kJ/mol
Boiling Point: 214.1 °C at 760 mmHg
Vapour Pressure: 0.158 mmHg at 25°C
Sensitive: Moisture Sensitive/Lachrymatory
SMILES: BrCCCCC(Cl)=O
InChI: InChI=1/C5H8BrClO/c6-4-2-1-3-5(7)8/h1-4H2
Product Categories: Acid Halides; Carbonyl Compounds; Organic Building Blocks
Hazard Codes: C
Risk Statements: 34-36/37
R34:Causes burns.
R36/37:Irritating to eyes and respiratory system.
Safety Statements: 26-27-28-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S27:Take off immediately all contaminated clothing.
S28:After contact with skin, wash immediately with plenty of soap-suds.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3265 8/PG 2
WGK Germany: 3
Hazard Note: Harmful/Corrosive/Lachrymatory/Moisture Sensitive
HazardClass: 8
PackingGroup: II
5-Bromovaleryl chloride , with CAS number of 4509-90-4, can be called Valerylchloride, 5-bromo- (7CI,8CI) ; 5-Bromovaleric acid chloride ; 5-Bromovaleroylchloride ; 5-Bromovaleryl chloride, 98% ; pentanoyl chloride, 5-bromo- .
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