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5117-85-1

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5117-85-1 Usage

General Description

1-Hydroxycyclopentane carbonitrile is a chemical compound with the molecular formula C6H9NO. It belongs to the family of nitriles and is composed of a cyclopentane ring structure, a hydroxyl group and a nitrile group. Its molecular weight is approximately 111.14 g/mol. In terms of its physical properties, little specific information is present in the literature. As a nitrile, it is expected to have similar chemical properties to related nitrile compounds, such as being polar and having a high dipole moment. It is likely to be used for various synthetic chemical applications, including as a building block in the manufacture of larger, more complex chemical entities.

Check Digit Verification of cas no

The CAS Registry Mumber 5117-85-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,1,1 and 7 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 5117-85:
(6*5)+(5*1)+(4*1)+(3*7)+(2*8)+(1*5)=81
81 % 10 = 1
So 5117-85-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H9NO/c7-5-6(8)3-1-2-4-6/h8H,1-4H2

5117-85-1Synthetic route

2-hydroxy-2-methylpropanenitrile
75-86-5

2-hydroxy-2-methylpropanenitrile

cyclopentanone
120-92-3

cyclopentanone

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

Conditions
ConditionsYield
With Hevea brasiliensis (S)-hydroxynitrile lyase pH=4.5; aq. buffer; Enzymatic reaction;95%
Cyclopentanol
96-41-3

Cyclopentanol

sodium thiocyanide
540-72-7

sodium thiocyanide

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

Conditions
ConditionsYield
With sodium metabisulfite95%
potassium cyanide
151-50-8

potassium cyanide

cyclopentanone
120-92-3

cyclopentanone

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

Conditions
ConditionsYield
With acetic acid In diethyl ether; water93%
With water; acetic anhydride
With sodium hydrogensulfite 1.) water, RT, 30 min, 2.) RT, 2 h; Multistep reaction;
With sulfuric acid at 20℃;
With potassium hydrogensulfate In water for 16.25h;
potassium cyanide

potassium cyanide

cyclopentanone
120-92-3

cyclopentanone

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

Conditions
ConditionsYield
With sodium hypochlorite; sulfuric acid; iron(II) sulfate In water for 0.833333h; Cooling with ice;87%
With sodium metabisulfite In water
With sodium dithionate In water at 25℃; for 6.75h;3.6 g
potassium cyanide
151-50-8

potassium cyanide

Sodium; 1-hydroxy-cyclopentanesulfonate
6950-56-7

Sodium; 1-hydroxy-cyclopentanesulfonate

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

Conditions
ConditionsYield
In water for 1h;77%
1-hydroxycyclopentane-1-sulfonic acid
19686-40-9

1-hydroxycyclopentane-1-sulfonic acid

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

Conditions
ConditionsYield
With potassium cyanide In water for 1h; Ambient temperature;75%
1,4-dioxane
123-91-1

1,4-dioxane

hydrogen cyanide
74-90-8

hydrogen cyanide

cyclopentanone
120-92-3

cyclopentanone

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

Conditions
ConditionsYield
at 25℃; Equilibrium constant;
ethanol
64-17-5

ethanol

hydrogen cyanide
74-90-8

hydrogen cyanide

cyclopentanone
120-92-3

cyclopentanone

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

Conditions
ConditionsYield
at 22℃;
at 25℃; Equilibrium constant;
hydrogen cyanide
74-90-8

hydrogen cyanide

cyclopentanone
120-92-3

cyclopentanone

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

Conditions
ConditionsYield
With potassium hydroxide
With potassium hydroxide In methanol
cyclopentanone
120-92-3

cyclopentanone

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

Conditions
ConditionsYield
With diethyl ether; sodium hydrogensulfite Behandeln des Reaktionsprodukts mit wss. Kaliumcyanid-Loesung;
sodium cyanide
143-33-9

sodium cyanide

cyclopentanone
120-92-3

cyclopentanone

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

Conditions
ConditionsYield
With sulfuric acid
cyclopentanone
120-92-3

cyclopentanone

diluted alcoholic KOH

diluted alcoholic KOH

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 92 percent / sodium metabisulfite
2: 75 percent / potassium cyanide / H2O / 1 h / Ambient temperature
View Scheme
sodium cyanide
773837-37-9

sodium cyanide

cyclopentanone
120-92-3

cyclopentanone

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

Conditions
ConditionsYield
With 2Na(2+)*O3S2(2-) In water
Stage #1: cyclopentanone With sodium hydrogensulfite In water at 40 - 50℃; for 0.75h;
Stage #2: sodium cyanide In water at 30℃; for 1h;
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

cyclopentanone
120-92-3

cyclopentanone

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃;
With zinc dibromide at 20℃; for 12h;
With zinc(II) iodide In dichloromethane at 0 - 25℃; for 18h;
1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

α-hydroxycyclopentanecarboxamide
66461-70-9

α-hydroxycyclopentanecarboxamide

Conditions
ConditionsYield
With silver trifluoromethanesulfonate; C33H33ClO7P3Pt(1+)*CF3O3S(1-) In tetrahydrofuran; water at 23℃; Catalytic behavior;91%
With sulfuric acid for 24h; Ambient temperature;
1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

1,1-dimethylethylenediamine
811-93-8

1,1-dimethylethylenediamine

8,8-dimethyl-6,9-diazaspiro[4.5]decan-10-one
1429171-90-3

8,8-dimethyl-6,9-diazaspiro[4.5]decan-10-one

Conditions
ConditionsYield
In water for 48h; Reflux;90%
ethanol
64-17-5

ethanol

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

hydroxycyclopentanecarboxylic acid ethyl ester
41248-23-1

hydroxycyclopentanecarboxylic acid ethyl ester

Conditions
ConditionsYield
With hydrogenchloride In water at -10 - 25℃; for 14h;90%
1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

1-hydroxy-cyclopentanecarboxylic acid
16841-19-3

1-hydroxy-cyclopentanecarboxylic acid

Conditions
ConditionsYield
With hydrogenchloride; acetic acid for 10h;80%
With hydrogenchloride for 2.5h; Heating;49%
With hydrogenchloride
1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

phenylacetyl chloride
103-80-0

phenylacetyl chloride

phenyl-1-cyanocyclopentyl ester

phenyl-1-cyanocyclopentyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide78%
1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

N-(1-cyanocyclopentyl)formamide

N-(1-cyanocyclopentyl)formamide

Conditions
ConditionsYield
With acetic acid Inert atmosphere;77%
4-methyleneoxetan-2-one
674-82-8

4-methyleneoxetan-2-one

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

1-cyano-cyclopentyl acetoacetate
139003-84-2

1-cyano-cyclopentyl acetoacetate

Conditions
ConditionsYield
With dmap for 24h; Ambient temperature;73%
1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

1-(aminomethyl)cyclopentanol hydrochloride
76066-27-8

1-(aminomethyl)cyclopentanol hydrochloride

Conditions
ConditionsYield
Stage #1: 1-hydroxycyclopentanecarbonitrile With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1h; Reflux;
Stage #2: With hydrogenchloride In 1,4-dioxane; tert-butyl methyl ether at 20℃; for 0.5h;
68%
1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

1-amino-1-cyanocyclopentane
49830-37-7

1-amino-1-cyanocyclopentane

Conditions
ConditionsYield
With titanium(IV) isopropylate; ammonia; benzoic acid In methanol; tert-butyl methyl ether for 18h; Heating;63%
1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

diethyl malonate
105-53-3

diethyl malonate

ethyl 4-amino-2-oxo-1-oxaspiro<4.4>-3-nonene-3-carboxylate
139003-79-5

ethyl 4-amino-2-oxo-1-oxaspiro<4.4>-3-nonene-3-carboxylate

Conditions
ConditionsYield
With tin(IV) chloride In ethyl acetate for 48h; Ambient temperature;62%
1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

A

5-cyanopentanoic acid
5264-33-5

5-cyanopentanoic acid

B

cycloalkynone

cycloalkynone

Conditions
ConditionsYield
With sodium persulfate; cerium(III) sulfate In water at 80℃; for 3h; Product distribution; Mechanism; various cyanhydrins under different reaction conditions;A 60%
B n/a
isoniazid
54-85-3

isoniazid

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

1-(5-(pyridin-4-yl)-4H-1,2,4-triazol-3-yl)cyclopentanol
1373018-77-9

1-(5-(pyridin-4-yl)-4H-1,2,4-triazol-3-yl)cyclopentanol

Conditions
ConditionsYield
With potassium carbonate In butan-1-ol at 115℃; Microwave irradiation;57.91%
1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

3-acetyl-4-amino-1-oxaspiro<4.4>-3-nonen-2-one
139003-75-1

3-acetyl-4-amino-1-oxaspiro<4.4>-3-nonen-2-one

Conditions
ConditionsYield
With tin(IV) chloride In toluene for 3h; Heating;55%
Lawessons reagent
19172-47-5

Lawessons reagent

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

2-(p-methoxyphenyl)-2,4-dithia-1,3,2-thiazaphospholidine-5,1'-spirocyclopentane

2-(p-methoxyphenyl)-2,4-dithia-1,3,2-thiazaphospholidine-5,1'-spirocyclopentane

Conditions
ConditionsYield
In toluene for 5h; Heating;55%
1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

5-cyanopentanoic acid
5264-33-5

5-cyanopentanoic acid

Conditions
ConditionsYield
With sodium persulfate; cerium(III) sulfate In water at 80℃; for 2h;50%
With sodium persulfate In water at 60℃; for 4h; Mechanism;
1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

4-hydroxybenzoic acid hydrazide
5351-23-5

4-hydroxybenzoic acid hydrazide

4-(5-(1-hydroxycyclopentyl)-4H-1,2,4-triazol-3-yl)phenol
1373018-75-7

4-(5-(1-hydroxycyclopentyl)-4H-1,2,4-triazol-3-yl)phenol

Conditions
ConditionsYield
With potassium carbonate In butan-1-ol at 115℃; Microwave irradiation;44.88%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

1-tetrahydropyran-2-yloxy-cyclopentanecarbonitrile
37802-93-0

1-tetrahydropyran-2-yloxy-cyclopentanecarbonitrile

Conditions
ConditionsYield
With hydrogenchloride; diethyl ether
methyl magnesium iodide
917-64-6

methyl magnesium iodide

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

1-methylcyclopentanol
1462-03-9

1-methylcyclopentanol

Conditions
ConditionsYield
With diethyl ether
ethanol
64-17-5

ethanol

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

A

hydrogen cyanide
74-90-8

hydrogen cyanide

B

cyclopentanone
120-92-3

cyclopentanone

Conditions
ConditionsYield
at 25℃; Equilibrium constant;
Equilibrium constant;
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

1-hydroxy-1-benzoylcyclopentane
19300-92-6

1-hydroxy-1-benzoylcyclopentane

Conditions
ConditionsYield
nachfolgende Umsetzung mit Phenylmagnesiumbromid und mit konz.wss.HCl;
4-methylbenzene-1,3-diamine
95-80-7

4-methylbenzene-1,3-diamine

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

1-(3-amino-4-methyl-anilino)-cyclopentanecarbonitrile
854731-62-7

1-(3-amino-4-methyl-anilino)-cyclopentanecarbonitrile

1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

sodium cyanoacetic acid ethyl ester
18852-51-2

sodium cyanoacetic acid ethyl ester

ethyl-α-<1-(cyano)-1-cyclopentyl>-α-cyanopropionate
99497-12-8

ethyl-α-<1-(cyano)-1-cyclopentyl>-α-cyanopropionate

Conditions
ConditionsYield
With ethanol anschliessendes Behandeln mit Methyljodid;
1-hydroxycyclopentanecarbonitrile
5117-85-1

1-hydroxycyclopentanecarbonitrile

sodium cyanoacetic acid ethyl ester
18852-51-2

sodium cyanoacetic acid ethyl ester

2-cyano-2-(1-cyano-cyclopentyl)-3-phenyl-propionic acid ethyl ester

2-cyano-2-(1-cyano-cyclopentyl)-3-phenyl-propionic acid ethyl ester

Conditions
ConditionsYield
With ethanol anschliessend Erwaermen mit Benzylchlorid;

5117-85-1Relevant articles and documents

PYRIDOPYRIMIDINE COMPOUNDS ACTING AS MTORC 1/2 DOUBLE-KINASE INHIBITORS

-

Paragraph 0256-0258, (2020/11/30)

Disclosed are a series of pyridopyrimidine compounds and a use of same in the preparation of drugs associated with mTORC 1/2 dual complex inhibitors, and specifically disclosed is a use of the compounds as shown in formula (IV), tautomers thereof or pharmaceutically acceptable salts thereof in the preparation of drugs associated with mTORC 1/2 dual complex inhibitors.

HIV PROTEASE INHIBITORS

-

Paragraph 0564; 0565, (2017/08/26)

The present invention is directed to 2,6-morpholine derivatives of Formula (I): and pharmaceutically acceptable salts thereof, wherein Z1, Z2, V1, V2, V3, R6, R6A, and X are defined herein. The invention also relates to methods of using the 2,6-morpholine derivatives of the invention for the inhibition of HV protease, the inhibition of HV replication, the prophylaxis of infection by HIV, the treatment of infection by HIV, and the prophylaxis, treatment, and delay in the onset or progression of AIDS. The compounds and their salts can be employed as ingredients in pharmaceutical compositions, optionally in combination with other antivirals, immunomodulators, antibiotics or vaccines.

Synthesis, spectral, and structural characteristics of cyanohydrines derived from aliphatic cyclic ketones1

Hosten,Betz

, p. 2222 - 2227 (2015/02/02)

A series of cyanohydrines derived from cyclic aliphatic ketones was synthesized by acid-catalyzed nucleophilic addition reaction under the action of potassium cyanide. The products were characterized by means of multi-nuclear NMR spectroscopy (1H, 13C, 14N, 15N), mass spectrometry, elemental analysis, UV-Vis spectroscopy, refraction index measurements as well as vibrational spectroscopy. The structure of the cyanohydrine of cyclohexanone was elucidated by means of single crystal X-ray diffraction.

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