3-Cyclopentylpropionic acid supplier

Name
3-Cyclopentylpropionic acid
EINECS 205-433-0
CAS No. 140-77-2
Article Data20
CAS DataBase
Density 1.034 g/cm³
Solubility insoluble
Melting Point 131 °C
Formula C₈H₁₄O₂
Boiling Point 247.2 °C at 760 mmHg
Molecular Weight 142.198
Flash Point 122 °C
Transport Information UN 1993 3/PG 3
Appearance Clear colourless to yellow liquid
Safety 16-26-36-24/25
Risk Codes 10-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Cyclopentanepropionicacid (6CI,7CI,8CI);3-Cyclopentylpropanoic acid;Cyclopentylpropionic acid;Cypionic acid;NSC 8771;
PSA 37.30000
LogP 2.04140

Synthetic route

: 2033-24-1
cycl-isopropylidene malonate

: 872-53-7
cyclopentanealdehyde

: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
With formic acid; triethylamine at 100℃; Knoevenagel condensation;	89%

: 120-92-3
cyclopentanone

: 79-31-2
isobutyric Acid

: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
With potassium hydroxide	79.2%
With potassium hydroxide; sodium hydroxide	17.8%

: 767-05-5
3-cyclopentyl-1-propanol

: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
With potassium hydroxide; zinc(II) oxide In 1,3,5-trimethyl-benzene at 164℃; for 36h; Inert atmosphere; Schlenk technique;	74%

: 96-41-3
Cyclopentanol

: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
	72%

: 3-cyclopentylpropanol methyl ether

A: 6053-89-0
3-cyclopentylpropanal

B: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
With HOF* CH3CN; sodium fluoride In chloroform; water; acetonitrile 0 deg C -> room temperature;	A 15% B 70%

: 108-30-5
succinic acid anhydride

: 137-43-9
Cyclopentyl bromide

: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel (0); zinc In N,N-dimethyl acetamide at 80℃; for 12h;	57%

: 88-09-5
2-Ethylbutanoic acid

: 120-92-3
cyclopentanone

: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
With potassium hydroxide; sodium hydroxide	13.8%

: 1123-04-2
3-cyclopentylpropionitrile

: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
With sodium hydroxide
With sodium hydroxide In ethanol

: 90953-67-6
(+/-)-3c-cyclopent-2-enyl-acrylic acid

: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
With palladium Hydrogenation;

: 5019-82-9
bicyclo[3.2.1]octan-2-one

: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
In tetrahydrofuran; water Irradiation;

: 64504-73-0
3-(cyclopent-2-enyl)-propionaldehyde

: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
(i) AgNO3, aq. NaOH, dioxane, (ii) H2, Pd-C, AcOEt; Multistep reaction;

: 3296-45-5
3-(2-oxocyclopentyl)propionic acid

: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
With hydrogenchloride; tin

: 3-cyclopentanepropanoic acid p-nitrophenyl ester

A: 100-02-7
4-nitro-phenol

B: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
With sodium hydroxide; sodium hydrogencarbonate; sodium chloride In 1,4-dioxane at 35℃; Rate constant; var. conc. of ester;

(+-)-3-<2-oxo-cyclopentyl>-propionic acid: (+-)-3-<2-oxo-cyclopentyl>-propionic acid

: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
With potassium hydroxide; hydrazine hydrate; ethylene glycol
With hydrogenchloride; amalgamated zinc

: CH3OCCHCOC6H3OCOCH2CH2CHC4H8

A: 90-33-5, 79566-13-5
7-hydroxy-4-methyl-chromen-2-one

B: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
With water In phosphate buffer pH=7.2; Enzyme kinetics;

: 18928-94-4
(2-bromo-ethyl)-cyclopentane

: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: aqueous NaOH View Scheme

: 18322-54-8
ethyl cyclopentylacetate

: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: lithium alanate; diethyl ether 2: hydrogen bromide 4: aqueous NaOH View Scheme

: 766-00-7
2-cyclopentyl-ethanol

: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogen bromide 3: aqueous NaOH View Scheme

: 1609-39-8
7-chlorobicyclo<2.2.1>hepta-2,5-diene

: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: (i) aq. EtOH, (ii) H2, Pd-C 2: NaOH / aq. ethanol View Scheme

: 91247-75-5
2-(2-Aethoxycarbonyl-aethyl)-2-cyan-cyclopentanon-(1)

: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. HCl 2: Sn, aq. HCl View Scheme

: 2941-29-9
2-oxocyclopentanecarbonitrile

: 140-77-2
3-cyclopentylpropionic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: KOH, MeOH / benzene 2: aq. HCl 3: Sn, aq. HCl View Scheme

: 140-77-2
3-cyclopentylpropionic acid

: 104-97-2
cyclopentanepropanoyl chloride

Conditions

Conditions	Yield
With thionyl chloride In toluene Heating;	100%
With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 23℃;	100%
With pyridine; thionyl chloride for 5h; Reflux;	83.85%

: tert-butyl tetrahydropyrimidin-1(2H)-carboxylic acid

: 140-77-2
3-cyclopentylpropionic acid

: tert-butyl 3-(3-cyclopentylpropanoyl)tetrahydropyrimidine-1(2H)-carboxylate

Conditions

Conditions	Yield
With COMU; N-ethyl-N,N-diisopropylamine In dichloromethane at 22℃;	97%

: 140-77-2
3-cyclopentylpropionic acid

: 2038-57-5
3-Phenylpropan-1-amine

: 3-cyclopentyl-N-(3-phenylpropyl)propanamide

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 12h; Inert atmosphere;	95%

: 524-38-9
N-hydroxyphthalimide

: 140-77-2
3-cyclopentylpropionic acid

: 1,3-dioxoisoindolin-2-yl 3-cyclopentylpropanoate

Conditions

Conditions	Yield
With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 18h;	94%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 12h; Inert atmosphere; Schlenk technique;
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere;

: (5-(3-bromo-4-hydroxybenzylidene)thiazolidine-2,4-dione)

: 140-77-2
3-cyclopentylpropionic acid

: ((Z)-2-bromo-4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl 3-cyclopentylpropanoate)

Conditions

Conditions	Yield
Stage #1: (5-(3-bromo-4-hydroxybenzylidene)thiazolidine-2,4-dione); 3-cyclopentylpropionic acid With dmap In dichloromethane for 0.0833333h; Cooling with ice; Stage #2: With dicyclohexyl-carbodiimide In dichloromethane at 20℃;	93.4%

: 140-77-2
3-cyclopentylpropionic acid

: (5-(2-chloro-4-hydroxybenzylidene)thiazolidine-2,4-dione)

: ((Z)-3-chloro-4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl-3-cyclopentylpropanoate)

Conditions

Conditions	Yield
Stage #1: 3-cyclopentylpropionic acid; (5-(2-chloro-4-hydroxybenzylidene)thiazolidine-2,4-dione) With dmap In dichloromethane for 0.0833333h; Cooling with ice; Stage #2: With dicyclohexyl-carbodiimide In dichloromethane at 20℃;	93.3%

: 153708-69-1
(3,5-dichloropyridin-4-yl)hydrazine

: 140-77-2
3-cyclopentylpropionic acid

: 1370287-06-1
3-cyclopentyl-N'-(3,5-dichloropyridin-4-yl)propanehydrazide

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	93%

: 103788-60-9
(Z)-5-(4-hydroxyphenylmethylene)-2,4-thiazolidinedione

: 140-77-2
3-cyclopentylpropionic acid

: ((Z)-4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl-3-cyclopentylpropanoate)

Conditions

Conditions	Yield
Stage #1: (Z)-5-(4-hydroxyphenylmethylene)-2,4-thiazolidinedione; 3-cyclopentylpropionic acid With dmap In dichloromethane for 0.0833333h; Cooling with ice; Stage #2: With dicyclohexyl-carbodiimide In dichloromethane at 20℃;	92.4%

: 928-49-4
hex-3-yne

: 140-77-2
3-cyclopentylpropionic acid

: (Z)-hex-3-en-3-yl 3-cyclopentylpropanoate

Conditions

Conditions	Yield
With (triphenylphosphine)gold(I) chloride; silver(I) acetate In water at 60℃; for 12h; Inert atmosphere; Sealed tube; Green chemistry; stereoselective reaction;	91%

: 140-77-2
3-cyclopentylpropionic acid

: 1055980-74-9
PIM-2

: ((Z)-4-((2,4-dioxothiazolidin-5-ylidene)methyl)-2-ethoxyphenyl 3-cyclopentylpropanoate)

Conditions

Conditions	Yield
Stage #1: 3-cyclopentylpropionic acid; PIM-2 With dmap In dichloromethane for 0.0833333h; Cooling with ice; Stage #2: With dicyclohexyl-carbodiimide In dichloromethane at 20℃;	90.2%

: 140-77-2
3-cyclopentylpropionic acid

: 767-05-5
3-cyclopentyl-1-propanol

Conditions

Conditions	Yield
With dimethylsulfide borane complex Reduction;	90%
With lithium aluminium tetrahydride
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
Stage #1: 3-cyclopentylpropionic acid With phenylsilane; C32H25MnN4O3P(1+)*Br(1-) In tetrahydrofuran at 80℃; for 2h; Stage #2: With water In tetrahydrofuran	95 %Spectr.

: 878798-91-5
(2S)-2-amino-N-[3-({[4-fluoro-2-(trifluoromethyl)phenyl]sulfonyl}amino)propyl]-2-phenylethanamide

: 140-77-2
3-cyclopentylpropionic acid

: 3-cyclopentyl-N-((1S)-2-{[3-({[4-fluoro-2-(trifluoromethyl)phenyl]sulfonyl}amino)propyl]amino}-2-oxo-1-phenylethyl)propanamide

Conditions

Conditions	Yield
With 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-hydroxy-3,4-dihydrobenzotriazine-4-one In dichloromethane at 20℃;	90%

: 140-77-2
3-cyclopentylpropionic acid

: (5-(3-chloro-4-hydroxybenzylidene)thiazolidine-2,4-dione)

: ((Z)-2-chloro-4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl 3-cyclopentylpropanoate)

Conditions

Conditions	Yield
Stage #1: 3-cyclopentylpropionic acid; (5-(3-chloro-4-hydroxybenzylidene)thiazolidine-2,4-dione) With dmap In dichloromethane for 0.0833333h; Cooling with ice; Stage #2: With dicyclohexyl-carbodiimide In dichloromethane at 20℃;	89.3%

: 911714-34-6
(5Z)-5-(4-hydroxy-3-methoxybenzylidene)thiazolidine-2,4-dione

: 140-77-2
3-cyclopentylpropionic acid

: ((Z)-4-((2,4-dioxothiazolidin-5-ylidene)methyl)-2-methoxyphenyl-3-cyclopentylpropanoate)

Conditions

Conditions	Yield
Stage #1: (5Z)-5-(4-hydroxy-3-methoxybenzylidene)thiazolidine-2,4-dione; 3-cyclopentylpropionic acid With dmap In dichloromethane for 0.0833333h; Cooling with ice; Stage #2: With dicyclohexyl-carbodiimide In dichloromethane at 20℃;	88.8%

: 140-77-2
3-cyclopentylpropionic acid

: 109-63-7
trifluoroborane diethyl ether

: 767-05-5
3-cyclopentyl-1-propanol

Conditions

Conditions	Yield
With sodium borohydrid; dimethylsulfide In tetrahydrofuran	87.5%

: 75-77-4
chloro-trimethyl-silane

: 140-77-2
3-cyclopentylpropionic acid

: 934415-17-5
trimethylsilyl 3-(cyclopropyl)propionate

Conditions

Conditions	Yield
Stage #1: 3-cyclopentylpropionic acid With pyridine In tetrahydrofuran at 0℃; for 0.5h; Stage #2: chloro-trimethyl-silane With 1,1,1,3,3,3-hexamethyl-disilazane In tetrahydrofuran at 0 - 20℃; for 12h;	84%

: 140-77-2
3-cyclopentylpropionic acid

: 955017-60-4
bis(3-cyclopentylpropanoyl) peroxide

Conditions

Conditions	Yield
With dmap; dihydrogen peroxide; dicyclohexyl-carbodiimide In dichloromethane at -10℃; for 3h;	84%
With dmap; dihydrogen peroxide; dicyclohexyl-carbodiimide In dichloromethane at -10℃; for 3h;	84%
Stage #1: 3-cyclopentylpropionic acid With dmap; dihydrogen peroxide In dichloromethane at -15℃; for 0.166667h; Inert atmosphere; Stage #2: With dicyclohexyl-carbodiimide In dichloromethane at -15 - -10℃; for 1.5h; Inert atmosphere;

: 123-75-1
pyrrolidine

: 140-77-2
3-cyclopentylpropionic acid

: 544683-75-2
3-cyclopentyl-1-(pyrrolidin-1-yl)propan-1-one

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	83%

: 140-77-2
3-cyclopentylpropionic acid

: 72399-18-9
formaldehyde O-benzyloxime

: 3-((benzyloxy)amino)-2-(cyclopentylmethyl)propanoic acid

Conditions

Conditions	Yield
Stage #1: 3-cyclopentylpropionic acid With chloro-trimethyl-silane; triethylamine; sodium iodide In acetonitrile at 15 - 25℃; Inert atmosphere; Large scale; Stage #2: formaldehyde O-benzyloxime In acetonitrile at 30℃; for 4h; Inert atmosphere; Large scale;	83%

: (1RS,2SR)-2-amino-1-(4-fluorophenyl)-3-[4-(trifluoromethyl)phenyl]propan-1-ol

: 140-77-2
3-cyclopentylpropionic acid

: 3-cyclopentyl-N-[(1RS,2SR)-2-(4-fluorophenyl)-2-hydroxy-1-[4-(trifluoromethyl)benzyl]ethyl]propionamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 20℃;	82%

: 140-77-2
3-cyclopentylpropionic acid

: 3-fluoro-N4-(4-(trifluoromethyl)benzyl)benzene-1,2,4-triamine

: C22H25F4N3O

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;	81.4%

: 81438-46-2
1-iodooct-1-yne

: 140-77-2
3-cyclopentylpropionic acid

: (Z)-1-iodooct-1-en-2-yl 3-cyclopentylpropanoate

Conditions

Conditions	Yield
With silver(I) hexafluorophosphate; (triphenylphosphine)gold(I) chloride In toluene at 20℃; for 18h; Inert atmosphere; Sealed tube; Darkness; stereoselective reaction;	79%

: 140-77-2
3-cyclopentylpropionic acid

: (5-(2-chloro-3-hydroxybenzylidene)thiazolidine-2,4-dione)

: ((Z)-2-chloro-3-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl-3-cyclopentylpropanoate)

Conditions

Conditions	Yield
Stage #1: 3-cyclopentylpropionic acid; (5-(2-chloro-3-hydroxybenzylidene)thiazolidine-2,4-dione) With dmap In dichloromethane for 0.0833333h; Cooling with ice; Stage #2: With dicyclohexyl-carbodiimide In dichloromethane at 20℃;	76.6%

: 140-77-2
3-cyclopentylpropionic acid

: 41324-66-7
H-Pro-OBzl

: 1215172-50-1
(S)-benzyl 1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxylate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane	76%

: 140-77-2
3-cyclopentylpropionic acid

: 115-11-7
isobutene

: 173674-09-4
tert-butyl 3-cyclopentylpropanoate

Conditions

Conditions	Yield
With sulfuric acid In dichloromethane at -78 - 20℃; for 72h; Inert atmosphere;	74%

: 214759-73-6
(4-(piperidin-1-yl)phenyl)methanamine

: 140-77-2
3-cyclopentylpropionic acid

: 3-cyclopentyl-N-(4-(piperidin-1-yl)benzyl)propanamide

Conditions

Conditions	Yield
With COMU; N-ethyl-N,N-diisopropylamine In dichloromethane at 22℃;	74%

: 140-77-2
3-cyclopentylpropionic acid

: (S)-2-(p-tolylsulfinyl)aniline

: 3-cyclopentyl-(S)-N-(2-(p-tolylsulfinyl)phenyl)propionamide

Conditions

Conditions	Yield
With dmap; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In N,N-dimethyl-formamide at 20℃; for 16h;	73%

3-Cyclopentylpropionic acid Specification

This chemical is called Cyclopentanepropanoic acid, and its CAS registry number is 140-77-2. With the molecular formula of C₈H₁₄O₂, its product category is Organic Acids. Additionally, this chemical should be sealed in the cool and dry place.

Other characteristics of the Cyclopentanepropanoic acid can be summarised as followings: (1)ACD/LogP: 2.27; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.51; (4)ACD/LogD (pH 7.4): -0.29; (5)ACD/BCF (pH 5.5): 5.38; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 70.29; (8)ACD/KOC (pH 7.4): 1.14; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 26.3 Å²; (13)Index of Refraction: 1.473; (14)Molar Refractivity: 38.58 cm³; (15)Molar Volume: 137.4 cm³; (16)Polarizability: 15.29×10^-24cm³; (17)Surface Tension: 40.1 dyne/cm; (18)Density: 1.034 g/cm³; (19)Flash Point: 122 °C; (20)Enthalpy of Vaporization: 53.34 kJ/mol; (21)Boiling Point: 247.2 °C at 760 mmHg; (22)Vapour Pressure: 0.00837 mmHg at 25°C.

Uses of this chemical: The Cyclopentanepropanoic acid could react with methylmagnesium bromide, and obtain the 4-cyclopentyl-butan-2-one. This reaction needs the solvent of diethyl ether. The yield is 42 %.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. For it's flammable, keep it away from the sources of ignition. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1.SMILES: O=C(O)CCC1CCCC1
2.InChI: InChI=1/C8H14O2/c9-8(10)6-5-7-3-1-2-4-7/h7H,1-6H2,(H,9,10)
3.InChIKey: ZRPLANDPDWYOMZ-UHFFFAOYAK

Product Name

3-Cyclopentylpropionic acid

Synthetic route

3-Cyclopentylpropionic acid Specification

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