1-Butylpyrrolidin-2-one supplier

Name
1-Butylpyrrolidin-2-one
EINECS 222-437-8
CAS No. 3470-98-2
Article Data22
CAS DataBase
Density 0.961 g/cm³
Solubility 1000g/L at 20℃
Melting Point
Formula C₈H₁₅NO
Boiling Point 243.8 °C at 760 mmHg
Molecular Weight 141.213
Flash Point 103 °C
Transport Information
Appearance corlorless clear liquid
Safety 23-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1-Butyl-2-pyrrolidinone;1-Butyl-2-pyrrolidone;N-Butyl-2-pyrrolidinone;N-Butyl-2-pyrrolidone;N-Butylbutyrolactam;N-Butylpyrrolidinone;N-Butylpyrrolidone;
PSA 20.31000
LogP 1.34680

Synthetic route

: 616-45-5
2-pyrrolidinon

: 123-72-8
butyraldehyde

: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
With hydrogen; sodium sulfate; palladium on activated charcoal In ethyl acetate at 100℃; under 30002.4 Torr; for 4h;	98%
With hydrogen; sodium sulfate; palladium on activated charcoal In ethyl acetate at 100℃; under 30002.4 Torr; for 4h;	98%

: 616-45-5
2-pyrrolidinon

: 1912-32-9
n-butyl methanesulfonate

: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
With tetraethylammonium tosylate In N,N-dimethyl-formamide electroreduction;	95%

: 616-45-5
2-pyrrolidinon

: 109-69-3
n-Butyl chloride

: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
With tetraethylammonium tosylate In N,N-dimethyl-formamide electroreduction;	93%

: 117593-76-7
1-(1-butenyl)-pyrrolidone

: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
With oxygen; hydrazine hydrate; 7-(trifluoromethyl)-1,10-ethyleneisoalloxazinium chloride In water at 100℃; under 760.051 Torr; for 18h;	93%

: 616-45-5
2-pyrrolidinon

: 109-65-9
1-bromo-butane

: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
With N-benzyl-trimethylammonium hydroxide at 20℃; Neat (no solvent); chemoselective reaction;	85%
With tetraethylammonium tosylate In N,N-dimethyl-formamide electroreduction;	55%
With potassium hydroxide 1) DMSO, 100 deg C, 1 h, 2) DMSO, 1 d, RT; Yield given. Multistep reaction;

: 4538-09-4
N-allyl-N-butylamine

: 201230-82-2
carbon monoxide

: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
With sodium tetrahydroborate; carbonylhydridetris(triphenylphosphine)rhodium(I) In dichloromethane; isopropyl alcohol at 100℃; under 26220 Torr; for 24h;	60%

: 616-45-5
2-pyrrolidinon

: 542-69-8
1-iodo-butane

: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
With tetraethylammonium tosylate In N,N-dimethyl-formamide electroreduction;	40%
With sodium hydride Heating;	33%

: 96-48-0
4-butanolide

: 109-73-9
N-butylamine

: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
at 280℃;
at 300℃;

: 14468-90-7
N-trimethylsilyl-pyrrolidin-2-one

: 542-69-8
1-iodo-butane

: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
With tetraethylammonium fluoride 1.) DMF, RT, 20 Torr, 2.) RT; Yield given. Multistep reaction;

: 1191-95-3
cyclobutanone

: 109-73-9
N-butylamine

: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
With p-nitrobenzenesulfonyl peroxide 1.) -78 deg C, dichloromethane, 2.) 25 deg C; Yield given. Multistep reaction;

: 616-45-5
2-pyrrolidinon

n-C4H9X: n-C4H9X

: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
With sodium hydride at 60 - 70℃;

: 109-99-9
tetrahydrofuran

: 3334-92-7
N-(n-butyl)azetidine

: 201230-82-2
carbon monoxide

A poly{[carbonyl(n-butylimino)-1,3-propylene]-co-[(n-butylimino)-1,3-propylene]-co-[carbonyloxy-1,4-butylene]}, Mn 3780 Da, PDI 1.55 by GPC, ester fraction 4.7 percent; monomer(s): tetrahydrofuran; carbon monoxide; N-n-butylazetidine: poly{[carbonyl(n-butylimino)-1,3-propylene]-co-[(n-butylimino)-1,3-propylene]-co-[carbonyloxy-1,4-butylene]}, Mn 3780 Da, PDI 1.55 by GPC, ester fraction 4.7 percent; monomer(s): tetrahydrofuran; carbon monoxide; N-n-butylazetidine

B: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
[cobalt(CH3CO)(CO)3P(o-tolyl)3] at 70℃; under 51714.8 Torr; for 48h;

...Expand

: 109-99-9
tetrahydrofuran

: 3334-92-7
N-(n-butyl)azetidine

: 201230-82-2
carbon monoxide

A poly{[carbonyl(n-butylimino)-1,3-propylene]-co-[(n-butylimino)-1,3-propylene]-co-[carbonyloxy-1,4-butylene]}; monomer(s): tetrahydrofuran; carbon monoxide; N-n-butylazetidine: poly{[carbonyl(n-butylimino)-1,3-propylene]-co-[(n-butylimino)-1,3-propylene]-co-[carbonyloxy-1,4-butylene]}; monomer(s): tetrahydrofuran; carbon monoxide; N-n-butylazetidine

B: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
[cobalt(CH3CO)(CO)3P(o-tolyl)3] at 70℃; under 51714.8 Torr; for 48h;

...Expand

: 109-99-9
tetrahydrofuran

: 3334-92-7
N-(n-butyl)azetidine

: 201230-82-2
carbon monoxide

A poly{[carbonyl(n-butylimino)-1,3-propylene]-co-[(n-butylimino)-1,3-propylene]-co-[carbonyloxy-1,4-butylene]}, Mn 2160 Da, PDI 1.47 by GPC, ester fraction 8.3 percent; monomer(s): tetrahydrofuran; carbon monoxide; N-n-butylazetidine: poly{[carbonyl(n-butylimino)-1,3-propylene]-co-[(n-butylimino)-1,3-propylene]-co-[carbonyloxy-1,4-butylene]}, Mn 2160 Da, PDI 1.47 by GPC, ester fraction 8.3 percent; monomer(s): tetrahydrofuran; carbon monoxide; N-n-butylazetidine

B: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
[cobalt(CH3CO)(CO)3P(o-tolyl)3] at 70℃; under 51714.8 Torr; for 48h;

...Expand

: 616-45-5
2-pyrrolidinon

: 71-36-3
butan-1-ol

: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
With ammonium bromide at 250℃; for 5h; Autoclave;

: 4754-15-8
N-butyl-L-glutamic acid

: N,N-dibutylglutamic acid

A: 616-45-5
2-pyrrolidinon

B: 3470-98-2
N-n-butyl-2-pyrrolidinone

C: 802294-64-0
propionic acid

Conditions

Conditions	Yield
With 4.8 wt% Pd/Al2O3 (acidic) In water at 250℃; under 4500.45 Torr; for 6h; Inert atmosphere;	A 18 %Spectr. B 65 %Spectr. C 10 %Spectr.

...Expand

: 56-86-0
L-glutamic acid

: 123-72-8
butyraldehyde

A: 616-45-5
2-pyrrolidinon

B: 3470-98-2
N-n-butyl-2-pyrrolidinone

C: 802294-64-0
propionic acid

Conditions

Conditions	Yield
Stage #1: L-glutamic acid; butyraldehyde With 4.8 wt% Pd/Al2O3 (acidic); hydrogen at 20℃; under 5625.56 Torr; for 6h; Stage #2: With 4.8 wt% Pd/Al2O3 (acidic) at 250℃; under 4500.45 Torr; for 16h; Inert atmosphere;	A 15 %Spectr. B 65 %Spectr. C 10 %Spectr.

...Expand

: N-butylpyroglutamic acid

A: 616-45-5
2-pyrrolidinon

B: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
With 4.8 wt% Pd/Al2O3 (acidic) In water at 220℃; under 4500.45 Torr; for 16h; Inert atmosphere;	A 13 %Spectr. B 17 %Spectr.

: N-butylpyroglutamic acid

A: 616-45-5
2-pyrrolidinon

B: 3470-98-2
N-n-butyl-2-pyrrolidinone

C: 802294-64-0
propionic acid

Conditions

Conditions	Yield
With 4.8 wt% Pd/Al2O3 (acidic) In water at 250℃; under 4500.45 Torr; for 6h; Catalytic behavior; Reagent/catalyst; Inert atmosphere;	A 15 %Spectr. B 63 %Spectr. C 13 %Spectr.

...Expand

: N-butylpyroglutamic acid

: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
With 5.1 wt% Pd/SiO2 In water at 250℃; under 4500.45 Torr; for 6h; Catalytic behavior; Reagent/catalyst; Inert atmosphere;	19 %Spectr.

: N-butylpyroglutamic acid

A: 767-10-2
1-butylpyrrolidine

B: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
With 4.8 wt% Pd/Al2O3 (acidic); hydrogen In water at 250℃; under 11251.1 Torr; for 6h;	A 29 %Spectr. B 17 %Spectr.

: monosodium N-butylglutamate

A: 616-45-5
2-pyrrolidinon

B: 3470-98-2
N-n-butyl-2-pyrrolidinone

C: 802294-64-0
propionic acid

Conditions

Conditions	Yield
With 4.8 wt% Pd/Al2O3 (acidic) In water at 250℃; under 30003 - 37503.8 Torr; for 6h; Pressure; Inert atmosphere;	A 12 %Spectr. B 35 %Spectr. C 15 %Spectr.

...Expand

: monosodium N-butylglutamate

: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: water / 4 h / 210 °C / Inert atmosphere 1.2: Amberlyst® 15 resin (hydrogen form) 2.1: 4.8 wt% Pd/Al2O3 (acidic) / water / 16 h / 220 °C / 4500.45 Torr / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1.1: water / 4 h / 210 °C / Inert atmosphere 1.2: Amberlyst® 15 resin (hydrogen form) 2.1: 4.8 wt% Pd/Al2O3 (acidic) / water / 6 h / 250 °C / 4500.45 Torr / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1.1: water / 4 h / 210 °C / Inert atmosphere 1.2: Amberlyst® 15 resin (hydrogen form) 2.1: 5.1 wt% Pd/SiO2 / water / 6 h / 250 °C / 4500.45 Torr / Inert atmosphere View Scheme

: monosodium N-butylglutamate

A: 767-10-2
1-butylpyrrolidine

B: 3470-98-2
N-n-butyl-2-pyrrolidinone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: water / 4 h / 210 °C / Inert atmosphere 1.2: Amberlyst® 15 resin (hydrogen form) 2.1: hydrogen; 4.8 wt% Pd/Al2O3 (acidic) / water / 6 h / 250 °C / 11251.1 Torr View Scheme

: 3470-98-2
N-n-butyl-2-pyrrolidinone

: 700-58-3
2-Adamantanone

: 913335-88-3
2-(1-butyl-2-oxopyrrolidin-3-yl)tricyclo[3.3.1.13,7]decan-2-ol

Conditions

Conditions	Yield
Stage #1: N-n-butyl-2-pyrrolidinone With lithium diisopropyl amide In tetrahydrofuran; diethyl ether; hexane at -80℃; for 0.333333h; Stage #2: 2-Adamantanone In tetrahydrofuran; diethyl ether; hexane at -80 - 20℃; Further stages.;	85%
Stage #1: N-n-butyl-2-pyrrolidinone With lithium diisopropyl amide at -70℃; Stage #2: 2-Adamantanone In tetrahydrofuran at -80℃;

: 3470-98-2
N-n-butyl-2-pyrrolidinone

: 407-25-0
trifluoroacetic anhydride

: (Z)-1-butyl-3-(1-chloro-2,2,2-trifluoroethylidene)pyrrolidin-2-one

Conditions

Conditions	Yield
With aluminum (III) chloride In N,N-dimethyl-formamide at 60℃; for 24h;	85%

: 3470-98-2
N-n-butyl-2-pyrrolidinone

: 93777-26-5
5-bromo-2-fluorobenzaldehyde

: 329347-25-3
4-(4-bromo-2-formyl-N-butylanilino)-butyric acid

Conditions

Conditions	Yield
Stage #1: N-n-butyl-2-pyrrolidinone With sodium hydroxide for 8h; Heating; Stage #2: With hydrogenchloride Stage #3: 5-bromo-2-fluorobenzaldehyde With sodium carbonate In water; dimethyl sulfoxide Heating; Further stages.;	84%
With sodium carbonate In hydrogenchloride; water; dimethyl sulfoxide	84%

: 3470-98-2
N-n-butyl-2-pyrrolidinone

: 98-88-4
benzoyl chloride

: 71455-60-2
N-benzoyl-4-(n-butylamino)butyric acid

Conditions

Conditions	Yield
(i) aq. NaOH, (ii) /BRN= 471389/; Multistep reaction;
(i) NaOH, (ii) /BRN= 471389/; Multistep reaction;

: 3470-98-2
N-n-butyl-2-pyrrolidinone

: 79858-44-9
4-(n-Butyl)-aminobuttersaeure

Conditions

Conditions	Yield
With barium dihydroxide

: 3470-98-2
N-n-butyl-2-pyrrolidinone

: 3-adamantan-2-yl-1-butyl-pyrrolidine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: lithium diisopropylamide / diethyl ether; hexane; tetrahydrofuran / 0.33 h / -80 °C 1.2: 85 percent / diethyl ether; hexane; tetrahydrofuran / -80 - 20 °C 2.1: 80 percent / p-toluenesulfonic acid monohydrate / benzene / Heating 3.1: 99 percent / hydrogen / PtO2 / ethanol / 20 °C / 2068.65 Torr 4.1: 72 percent / LiAlH4 / tetrahydrofuran / 25 h / Heating View Scheme
Multi-step reaction with 4 steps 1.1: LDA / -70 °C 1.2: tetrahydrofuran / -80 °C 2.1: TsOH / benzene / Heating 3.1: 100 percent / H2 / PtO2 / ethanol / 20 °C / 2068.59 Torr 4.1: LiAlH4 / Heating View Scheme

Yield

Multi-step reaction with 4 steps
1.1: lithium diisopropylamide / diethyl ether; hexane; tetrahydrofuran / 0.33 h / -80 °C
1.2: 85 percent / diethyl ether; hexane; tetrahydrofuran / -80 - 20 °C
2.1: 80 percent / p-toluenesulfonic acid monohydrate / benzene / Heating
3.1: 99 percent / hydrogen / PtO2 / ethanol / 20 °C / 2068.65 Torr
4.1: 72 percent / LiAlH4 / tetrahydrofuran / 25 h / Heating
View Scheme

Multi-step reaction with 4 steps
1.1: LDA / -70 °C
1.2: tetrahydrofuran / -80 °C
2.1: TsOH / benzene / Heating
3.1: 100 percent / H2 / PtO2 / ethanol / 20 °C / 2068.59 Torr
4.1: LiAlH4 / Heating
View Scheme

: 3470-98-2
N-n-butyl-2-pyrrolidinone

: 372945-58-9
1-butyl-3-(tricyclo[3.3.1.13,7]dec-2-yl)-2-pyrrolidinone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: lithium diisopropylamide / diethyl ether; hexane; tetrahydrofuran / 0.33 h / -80 °C 1.2: 85 percent / diethyl ether; hexane; tetrahydrofuran / -80 - 20 °C 2.1: 80 percent / p-toluenesulfonic acid monohydrate / benzene / Heating 3.1: 99 percent / hydrogen / PtO2 / ethanol / 20 °C / 2068.65 Torr View Scheme
Multi-step reaction with 3 steps 1.1: LDA / -70 °C 1.2: tetrahydrofuran / -80 °C 2.1: TsOH / benzene / Heating 3.1: 100 percent / H2 / PtO2 / ethanol / 20 °C / 2068.59 Torr View Scheme

: 3470-98-2
N-n-butyl-2-pyrrolidinone

: 372945-51-2
1-butyl-3-(tricyclo[3.3.1.13,7]dec-2-ylidene)-2-pyrrolidinone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: lithium diisopropylamide / diethyl ether; hexane; tetrahydrofuran / 0.33 h / -80 °C 1.2: 85 percent / diethyl ether; hexane; tetrahydrofuran / -80 - 20 °C 2.1: 80 percent / p-toluenesulfonic acid monohydrate / benzene / Heating View Scheme
Multi-step reaction with 2 steps 1.1: LDA / -70 °C 1.2: tetrahydrofuran / -80 °C 2.1: TsOH / benzene / Heating View Scheme

: 3470-98-2
N-n-butyl-2-pyrrolidinone

: 313728-95-9
methyl 7-bromo-1-butyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: aq. NaOH / 8 h / Heating 1.2: cc. HCl 1.3: 84 percent / Na2CO3 / dimethylsulfoxide; H2O / Heating 2.1: K2CO3 / dimethylformamide / 2 h / 20 °C 2.2: 81 percent / NaOMe / methanol; various solvent(s) / 0.5 h / 50 °C View Scheme

: 3470-98-2
N-n-butyl-2-pyrrolidinone

: 4543-95-7
N-butyl-4-hydroxybutan-1-amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. Ba(OH)2 2: LiAlH4 / diethyl ether View Scheme

: 3470-98-2
N-n-butyl-2-pyrrolidinone

: 117943-01-8
4-Butylamino-1-butanol-1-D2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. Ba(OH)2 2: LiAlD4 / tetrahydrofuran View Scheme

: 3470-98-2
N-n-butyl-2-pyrrolidinone

: N-Butyl-N-(4-p-toluolsulfonoxybutyl)-p-toluolsulfonamid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aq. Ba(OH)2 2: LiAlH4 / diethyl ether 3: Py View Scheme

: 3470-98-2
N-n-butyl-2-pyrrolidinone

: 115294-36-5
N-Butyl-N-(4-p-toluolsulfonoxybutyl)-p-toluolsulfonamid-4-d(2)

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aq. Ba(OH)2 2: LiAlD4 / tetrahydrofuran 3: Py View Scheme

: 3470-98-2
N-n-butyl-2-pyrrolidinone

: 66351-92-6
4-chloro-3-(difluoromethyl)aniline

: 1-butyl-2-(4-chloro-3-difluoromethylphenyl)-iminopyrrolidine

Conditions

Conditions	Yield
With sodium hydroxide; trichlorophosphate In chloroform; water; toluene

1-Butylpyrrolidin-2-one Specification

The IUPAC name of 1-Butylpyrrolidin-2-one is 1-butylpyrrolidin-2-one. With the CAS registry number 3470-98-2, it is also named as N-Butylpyrrolidone. The product's category is Pyrrole & Pyrrolidine & Pyrroline. Besides, it is corlorless clear liquid, which should be sealed in a dark, ventilated and dry place. When you are using this chemical, please do not breathe vapour. And you should avoid contact with skin and eyes. In addition, its molecular formula is C₈H₁₅NO and molecular weight is 141.21.

The other characteristics of this product can be summarized as: (1)EINECS: 222-437-8; (2)ACD/LogP: 1.20; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 1.2; (5)ACD/LogD (pH 7.4): 1.2; (6)ACD/BCF (pH 5.5): 4.77; (7)ACD/BCF (pH 7.4): 4.77; (8)ACD/KOC (pH 5.5): 106.56; (9)ACD/KOC (pH 7.4): 106.56; (10)#H bond acceptors: 2; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 3; (13)Polar Surface Area: 20.31 Å²; (14)Index of Refraction: 1.466; (15)Molar Refractivity: 40.73 cm³; (16)Molar Volume: 146.8 cm³; (17)Polarizability: 16.14×10^-24cm³; (18)Surface Tension: 33.1 dyne/cm; (19)Density: 0.961 g/cm³; (20)Flash Point: 103 °C; (21)Enthalpy of Vaporization: 48.08 kJ/mol; (22)Boiling Point: 243.8 °C at 760 mmHg; (23)Vapour Pressure: 0.0315 mmHg at 25 °C.

Preparation of 1-Butylpyrrolidin-2-one: this chemical can be prepared by the reaction of pyrrolidin-2-one with 1-chloro-butane.

This reaction needs Et₄NOTs and dimethylformamide by electroreduction. The yield is 93 %.

People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: CCCCN1CCCC1=O
(2)InChI: InChI=1S/C8H15NO/c1-2-3-6-9-7-4-5-8(9)10/h2-7H2,1H3
(3)InChIKey: BNXZHVUCNYMNOS-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	500mg/kg (500mg/kg)	BEHAVIORAL: ATAXIA BEHAVIORAL: ANTIPSYCHOTIC	Journal of Pharmaceutical Sciences. Vol. 60, Pg. 1058, 1971.

Product Name

1-Butylpyrrolidin-2-one

Synthetic route

1-Butylpyrrolidin-2-one Specification

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