Product Name

  • Name

    4-HYDROXYCYCLOHEXANONE

  • EINECS
  • CAS No. 13482-22-9
  • Article Data94
  • CAS DataBase
  • Density 1.142 g/cm3
  • Solubility
  • Melting Point -1 °C
  • Formula C6H10O2
  • Boiling Point 226.28 °C at 760 mmHg
  • Molecular Weight 114.144
  • Flash Point 91.392 °C
  • Transport Information
  • Appearance
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 13482-22-9 (4-HYDROXYCYCLOHEXANONE)
  • Hazard Symbols
  • Synonyms p-Hydroxycyclohexanone;Cyclohexanone, 4-hydroxy-;4-Hydroxycyclohexan-1-one;4-Oxocyclohexan-1-ol;AC1LBWOD;Jsp002121;CID543706;
  • PSA 37.30000
  • LogP 0.49040

Synthetic route

2,3-dioxabicyclo[2.2.2]octane
280-53-5

2,3-dioxabicyclo[2.2.2]octane

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 72h; Kornblum-DeLaMare rearrangement;100%
Multi-step reaction with 3 steps
1: 49 percent / n-BuLi / diethyl ether / -78 °C
2: 47 percent / CH2Cl2 / 1 h / 0 - 20 °C
3: 75 percent / potassium t-butoxide / tetrahydrofuran / 0.25 h
View Scheme
4,4-ethylenedioxycyclohexan-1-ol
22428-87-1

4,4-ethylenedioxycyclohexan-1-ol

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
With water; toluene-4-sulfonic acid for 2h; Heating;99%
With hydrogenchloride In water; acetone at 20℃; for 28h;99%
With ammonium cerium(IV) nitrate; water In acetonitrile at 60℃; for 0.416667h; pH=8; Hydrolysis;92%
4-methoxy-phenol
150-76-5

4-methoxy-phenol

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
With potassium hydroxide; samarium diiodide In tetrahydrofuran; water for 0.116667h; Ambient temperature;97%
1,4-Cyclohexanedione
637-88-7

1,4-Cyclohexanedione

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
With [(1S,2S)-N-(p-toluensulfonyl)-1,2-diphenylethanediamine](p-cymene)ruthenium (I); formic acid; triethylamine In acetonitrile at 20℃;96%
With Candida parapsilosis ATCC 7330 whole cells In ethanol; water at 25℃; for 8h; pH=6.8; Microbiological reaction; regioselective reaction;63%
With sodium tetrahydroborate In methanol at -20℃;60%
With keto reductases from Lactobacillus kefir; nicotinamide adenine dinucleotide phosphate; isopropyl alcohol In aq. phosphate buffer at 30℃; for 12h; pH=7; Reagent/catalyst; pH-value; Enzymatic reaction;
1,4-Cyclohexanediol
556-48-9

1,4-Cyclohexanediol

A

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

B

1,4-Cyclohexanedione
637-88-7

1,4-Cyclohexanedione

Conditions
ConditionsYield
With sodium bromate; sodium hydrogensulfite In water; acetonitrile at 20℃; for 6h; Oxidation;A 1%
B 93%
With sodium bromate; sodium hydrogensulfite In water; acetonitrile at 20℃; for 2h; Oxidation;A 78%
B 10%
With 2O34W9Zn(12-)*W(6+)*3Zn(2+)*2H2O; dihydrogen peroxide In water; acetonitrile at 135℃; under 2250.23 Torr; for 0.25h; Microwave irradiation;A n/a
B 58%
1,4-Cyclohexanediol
556-48-9

1,4-Cyclohexanediol

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
With sodium bromate; ammonium cerium(IV) nitrate In water; acetonitrile92%
With sodium bromate; ammonium cerium (IV) nitrate In water; acetonitrile for 2.5h; Reflux;91%
With calcium hypochlorite; potassium bromide In water; acetic acid at 0℃; for 3h;88%
3-(1-phenyl-vinyl)-1,2,5-trioxa-spiro[5.5]undecan-9-ol
868696-17-7

3-(1-phenyl-vinyl)-1,2,5-trioxa-spiro[5.5]undecan-9-ol

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
With N-benzyl-trimethylammonium hydroxide In tetrahydrofuran at 20℃; for 1h;86%
3,3-dimethyl-9-(tetrahydro-pyran-2-yloxy)-1,5-dioxa-spiro[5.5]undecane

3,3-dimethyl-9-(tetrahydro-pyran-2-yloxy)-1,5-dioxa-spiro[5.5]undecane

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
With methanol; Montmorillonite K-10 clay at 20℃; Methanolytic deprotection;85%
4-hydroxy-1-methoxy-1-cyclohexene
69125-55-9

4-hydroxy-1-methoxy-1-cyclohexene

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
With hydrogenchloride at 50℃; for 0.75h;82%
succinic acid methyl ester 3-(1-phenylvinyl)-1,2,5-trioxaspiro[5.5]undec-9-yl ester
872891-56-0

succinic acid methyl ester 3-(1-phenylvinyl)-1,2,5-trioxaspiro[5.5]undec-9-yl ester

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
With N-benzyl-trimethylammonium hydroxide In tetrahydrofuran at 20℃; for 1h;82%
hydroquinone
123-31-9

hydroquinone

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
With sodium formate; sodium hydroxide In water at 120℃; pH=12;82%
With 5% palladium on Al2O3; hydrogen In 1,2-dichloro-ethane at 60℃; under 3750.38 Torr; for 24h; chemoselective reaction;50%
With hydrogen; palladium In water at 80℃; under 750.075 Torr; for 6h; Sealed;
C11H24NO2(1+)*CF3O3S(1-)

C11H24NO2(1+)*CF3O3S(1-)

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran for 0.25h;75%
1,4-bis(trimethylsilyloxy)cyclohex-1-ene
6838-67-1

1,4-bis(trimethylsilyloxy)cyclohex-1-ene

A

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

B

4-(trimethylsiloxy)cyclohexanone
23510-94-3

4-(trimethylsiloxy)cyclohexanone

Conditions
ConditionsYield
With methanol; biphenyl; 1-Cyanonaphthalene In acetonitrile Product distribution; Mechanism; Ambient temperature; Irradiation; var. temp., no irradiation; 1-(trimethylsiloxy)cyclohexene;A n/a
B 63%
cyclohexanedione monoethylene ketal
4746-97-8

cyclohexanedione monoethylene ketal

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
Stage #1: cyclohexanedione monoethylene ketal With methanol; sodium tetrahydroborate at 0 - 20℃; for 2h;
Stage #2: With hydrogenchloride; water In tetrahydrofuran at 20℃; for 18h;
62%
Multi-step reaction with 2 steps
1: 98 percent / sodium borohydride / methanol / 1 h
2: 78 percent / HCl
View Scheme
Multi-step reaction with 2 steps
1: NaBH4 / ethanol / 3 h / 20 °C
2: ceric ammonium nitrate / acetonitrile; H2O / 0.5 h / 70 °C
View Scheme
cis-(3R)-4-benzoyl-3-methyl-1-oxa-4-azaspiro[4.5]decane-8-ol
387819-51-4

cis-(3R)-4-benzoyl-3-methyl-1-oxa-4-azaspiro[4.5]decane-8-ol

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
mildly acidic conditions;59%
2,3-dioxabicyclo<2.2.2>octane
280-53-5

2,3-dioxabicyclo<2.2.2>octane

A

ethene
74-85-1

ethene

B

butanedial
638-37-9

butanedial

C

cis-1,4-cyclohexanediol
931-71-5

cis-1,4-cyclohexanediol

D

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
With tris(triphenylphosphine)ruthenium(II) chloride In dichloromethane at 50℃; for 2h; Product distribution; ruthenium(II) catalyzed reaction of 1,4-endoperoxide;A 43%
B 19%
C 17%
D 11%
With tris(triphenylphosphine)ruthenium(II) chloride In dichloromethane at 50℃; for 2h; Title compound not separated from byproducts;A 43 % Chromat.
B 19 % Spectr.
C 17 % Chromat.
D 11 % Chromat.
2,3-dioxabicyclo<2.2.2>octane
280-53-5

2,3-dioxabicyclo<2.2.2>octane

A

butanedial
638-37-9

butanedial

B

cis-1,4-cyclohexanediol
931-71-5

cis-1,4-cyclohexanediol

C

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

D

1,4-Cyclohexanedione
637-88-7

1,4-Cyclohexanedione

Conditions
ConditionsYield
With cobalt(II) 5,10,15,20-tetraphenylporphyrin In chloroform at 60℃; for 11h; Further byproducts given;A 21%
B 28%
C 17%
D 5%
4-(1-oxoethyl)-1-cyclohexanone
5034-21-9

4-(1-oxoethyl)-1-cyclohexanone

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
With sulfuric acid; water
With sodium hydroxide; water
2,3-dioxabicyclo<2.2.2>octane
280-53-5

2,3-dioxabicyclo<2.2.2>octane

A

cis-1,4-cyclohexanediol
931-71-5

cis-1,4-cyclohexanediol

B

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

C

1,4-Cyclohexanedione
637-88-7

1,4-Cyclohexanedione

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In dichloromethane at 60℃; for 5h; Product distribution; other reagent;A 39 % Chromat.
B 44 % Chromat.
C 4 % Chromat.
(1S,4R)-Cyclohex-2-ene-1,4-diol
53762-85-9

(1S,4R)-Cyclohex-2-ene-1,4-diol

A

4-hydroxy-2-cyclohexenone
30182-12-8

4-hydroxy-2-cyclohexenone

B

1,4-Cyclohexanediol
556-48-9

1,4-Cyclohexanediol

C

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
ruthenium In tetrahydrofuran at 65℃; for 15h; Yield given. Yields of byproduct given;
ruthenium In tetrahydrofuran at 60℃; for 15h; Yield given. Yields of byproduct given;
1,4-Cyclohexanedione
637-88-7

1,4-Cyclohexanedione

A

1,4-Cyclohexanediol
556-48-9

1,4-Cyclohexanediol

B

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
With hydrogen; silica gel; nickel In isopropyl alcohol at 100℃; under 4650.4 Torr; Product distribution; Kinetics; various catalyst, var. temp., var. of hydrogen pressure, var. of substrate concentr.;A n/a
B 87 % Chromat.
With hydrogen; palladium/alumina at 130℃; under 22502.3 Torr; Conversion of starting material;
With Zr -F-100 In isopropyl alcohol at 82℃; for 6h; Reagent/catalyst;
With nicotinamide adenine dinucleotide phosphate; isopropyl alcohol In aq. phosphate buffer at 30℃; for 12h; pH=7; Enzymatic reaction;
1,4-Cyclohexanedione
637-88-7

1,4-Cyclohexanedione

A

1,4-Cyclohexanediol
556-48-9

1,4-Cyclohexanediol

B

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

C

cyclohexanone
108-94-1

cyclohexanone

D

cyclohexanol
108-93-0

cyclohexanol

Conditions
ConditionsYield
With hydrogen; palladium In tert-butyl alcohol at 30℃; Product distribution; further catalyst;
With hydrogen; palladium In tert-butyl alcohol at 30℃; Yield given. Yields of byproduct given;
(8-hydroxy-1-oxa-4-aza-spiro[4.5]dec-4-yl)-phenyl-methanone
252857-23-1

(8-hydroxy-1-oxa-4-aza-spiro[4.5]dec-4-yl)-phenyl-methanone

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
With IR 120 (H(+)-form In acetonitrile Hydrolysis; Title compound not separated from byproducts;
4-benzoyloxy-cyclohexanone-(1)

4-benzoyloxy-cyclohexanone-(1)

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
With methanol; sodium methylate
cyclohexanol
108-93-0

cyclohexanol

A

hexanedial
1072-21-5

hexanedial

B

3-hydroxycyclohexanone
823-19-8

3-hydroxycyclohexanone

C

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

D

cyclohexanone
108-94-1

cyclohexanone

Conditions
ConditionsYield
With air; methyl nitrite; nitrogen(II) oxide at 24.85℃; under 760 Torr; Kinetics; Product distribution;
cis-6-phenylthio-4-hydroxy-2-cyclohexenone

cis-6-phenylthio-4-hydroxy-2-cyclohexenone

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
With ethanol; Raney nickel W-2 at 20℃; for 1h;
cyclohexanol
108-93-0

cyclohexanol

A

cyclohexane-1,4-diol
6995-79-5

cyclohexane-1,4-diol

B

cis-1,4-cyclohexanediol
931-71-5

cis-1,4-cyclohexanediol

C

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

D

trans-4-hydroxycyclohexyl hydroperoxide

trans-4-hydroxycyclohexyl hydroperoxide

Conditions
ConditionsYield
With oxygen at 129.85℃; Kinetics; Product distribution;
3-(1-Phenyl-vinyl)-1,2,5-trioxaspiro[5.5]undec-9-one
678967-25-4

3-(1-Phenyl-vinyl)-1,2,5-trioxaspiro[5.5]undec-9-one

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 96 percent / NaBH4 / methanol / 0.5 h / 0 °C
2: 86 percent / Triton B / tetrahydrofuran / 1 h / 20 °C
View Scheme
(1R,1S)-2,3-dioxabicyclo[2.2.2]oct-5-ene
6671-70-1

(1R,1S)-2,3-dioxabicyclo[2.2.2]oct-5-ene

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 48 percent / n-BuLi / diethyl ether / -78 °C
2: 83 percent / H2 / Pd/C / ethyl acetate / 7 h
3: 47 percent / CH2Cl2 / 1 h / 0 - 20 °C
4: 75 percent / potassium t-butoxide / tetrahydrofuran / 0.25 h
View Scheme
1-(6-bromo-2-pyridyl)-1-methyl-hydrazine
1260240-66-1

1-(6-bromo-2-pyridyl)-1-methyl-hydrazine

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

C12H16BrN3O
1342811-31-7

C12H16BrN3O

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 1h;100%
4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

4-(tert-butyldimethylsilyloxy)cyclohexanone
55145-45-4

4-(tert-butyldimethylsilyloxy)cyclohexanone

Conditions
ConditionsYield
With 1H-imidazole99%
With 1H-imidazole In dichloromethane for 1h; Ambient temperature;98%
With 1H-imidazole 1.) CH2Cl2, 0 deg C, 15 min, 2.) CH2Cl2, RT, overnight; Yield given. Multistep reaction;
4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

4-oxocyclohexyl methanesulfonate
78847-53-7

4-oxocyclohexyl methanesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 16h; Inert atmosphere;98%
With triethylamine In dichloromethane at 0℃; for 0.5h; Yield given;
With triethylamine In dichloromethane at 0 - 20℃;
3-Phenylpropenol
104-54-1

3-Phenylpropenol

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

2-cinnamyl-4-hydroxycyclohexan-1-one

2-cinnamyl-4-hydroxycyclohexan-1-one

Conditions
ConditionsYield
Stage #1: 3-Phenylpropenol With 1,1'-bis-(diphenylphosphino)ferrocene; bis(η3-allyl-μ-chloropalladium(II)) In methanol at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: 4-hydroxycyclohexanone With pyrrolidine In methanol for 12h; Inert atmosphere;
98%
4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

4-Phenylbutyric acid
1821-12-1

4-Phenylbutyric acid

4-oxocyclohexanoyl 4-phenylbutanoate

4-oxocyclohexanoyl 4-phenylbutanoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; Steglich Esterification;97%
4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

(S,S)-hydrobenzoin
2325-10-2

(S,S)-hydrobenzoin

(2S,3S)-2,3-Diphenyl-1,4-dioxa-spiro[4.5]decan-8-ol
573702-90-6

(2S,3S)-2,3-Diphenyl-1,4-dioxa-spiro[4.5]decan-8-ol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 3.5h; Heating;96%
4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Cyclopropylamine
765-30-0

Cyclopropylamine

4-(cyclopropylamino)cyclohexanol
1346555-34-7

4-(cyclopropylamino)cyclohexanol

Conditions
ConditionsYield
Stage #1: 4-hydroxycyclohexanone; Cyclopropylamine With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 13h;
Stage #2: With sodium hydroxide In water; 1,2-dichloro-ethane
96%
methanol
67-56-1

methanol

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

4,4-dimethoxycyclohexanol
112906-44-2

4,4-dimethoxycyclohexanol

Conditions
ConditionsYield
Stage #1: methanol; 4-hydroxycyclohexanone With trimethyl orthoformate; toluene-4-sulfonic acid at 20℃; for 0.166667h; Heating / reflux;
Stage #2: With sodium hydrogencarbonate In methanol; water at 0℃; pH=7;
95%
at 0 - 20℃; for 1h; Inert atmosphere; Molecular sieve;10.95 g
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

4-(tetrahydro-2H-pyran-2-yloxy)cyclohexanone
60739-53-9

4-(tetrahydro-2H-pyran-2-yloxy)cyclohexanone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane for 1.5h; ice-bath;94%
With trichlorophosphate
With toluene-4-sulfonic acid for 0.666667h; Ambient temperature;
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

1,4-bis(trimethylsilyloxy)cyclohex-1-ene
6838-67-1

1,4-bis(trimethylsilyloxy)cyclohex-1-ene

Conditions
ConditionsYield
With triethylamine; sodium iodide In acetonitrile at -30 - 20℃; Inert atmosphere;92%
With triethylamine In N,N-dimethyl-formamide for 4.5h; Heating;68%
Stage #1: 4-hydroxycyclohexanone With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 1h; Metallation;
Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at -78 - 20℃; for 1h; silylation;
allyl propyl ether
1471-03-0

allyl propyl ether

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

2-allyl-4-hydroxycyclohexanone
1579255-30-3

2-allyl-4-hydroxycyclohexanone

Conditions
ConditionsYield
With pyrrolidine; 1,1'-bis-(diphenylphosphino)ferrocene; bis(η3-allyl-μ-chloropalladium(II)) In methanol at 20℃; for 12h; Inert atmosphere; regioselective reaction;92%
4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

acetyl chloride
75-36-5

acetyl chloride

4-acetoxycyclohexanone
41043-88-3

4-acetoxycyclohexanone

Conditions
ConditionsYield
With pyridine at 0 - 20℃; for 12.5h; Inert atmosphere;91%
4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

chloroacetyl chloride
79-04-9

chloroacetyl chloride

4-oxo-cyclohexyl chloroacetate
1361557-20-1

4-oxo-cyclohexyl chloroacetate

Conditions
ConditionsYield
With pyridine at 0 - 20℃; for 12.5h; Inert atmosphere;91%
4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

acryloyl chloride
814-68-6

acryloyl chloride

C9H12O3

C9H12O3

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 4h;90.6%
4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

2,2-Dimethyl-1,3-propanediol
126-30-7

2,2-Dimethyl-1,3-propanediol

3,3-dimethyl-1,5-dioxaspiro<5.5>undecan-9-ol
69825-15-6

3,3-dimethyl-1,5-dioxaspiro<5.5>undecan-9-ol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 4.6h; Heating;90%
4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

4-oxocyclohexyl 4-methoxybenzoate

4-oxocyclohexyl 4-methoxybenzoate

Conditions
ConditionsYield
With triethylamine for 24h; Ambient temperature;90%
With pyridine In dichloromethane at 45℃; for 4h; Inert atmosphere; Schlenk technique;
4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

aniline
62-53-3

aniline

C12H17NO

C12H17NO

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; Borch Reduction; Inert atmosphere;90%
4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

Trichloroacetyl chloride
76-02-8

Trichloroacetyl chloride

4-oxo-cyclohexyl trichloroacetate
57307-54-7

4-oxo-cyclohexyl trichloroacetate

Conditions
ConditionsYield
With pyridine at 0 - 20℃; for 12.5h; Inert atmosphere;89%
4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

4,4-diethoxycyclohexanone
60612-00-2

4,4-diethoxycyclohexanone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In ethanol at 20℃;89%
4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

benzaldehyde
100-52-7

benzaldehyde

(2E,6E)‑2,6‑bis(benzylidene)‑4‑hydroxycyclohexan-1-one

(2E,6E)‑2,6‑bis(benzylidene)‑4‑hydroxycyclohexan-1-one

Conditions
ConditionsYield
With potassium hydroxide In methanol; water at 20℃; Claisen-Schmidt Condensation;88%
4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

1,4-Cyclohexanedione
637-88-7

1,4-Cyclohexanedione

Conditions
ConditionsYield
With pyridinium chlorochromate In dichloromethane for 2h; Ambient temperature;87%
tribromoacetyl chloride
34718-47-3

tribromoacetyl chloride

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

4-oxo-cyclohexyl tribromoacetate
1361557-28-9

4-oxo-cyclohexyl tribromoacetate

Conditions
ConditionsYield
With pyridine at 0 - 20℃; for 12.5h; Inert atmosphere;87%
4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

butyryl chloride
141-75-3

butyryl chloride

4-oxo-cyclohexyl butanoate

4-oxo-cyclohexyl butanoate

Conditions
ConditionsYield
With pyridine at 0 - 20℃; for 12.5h; Inert atmosphere;87%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

(2E,6E)‑2,6‑bis(cinnamylidene)‑4‑hydroxycyclohexanone

(2E,6E)‑2,6‑bis(cinnamylidene)‑4‑hydroxycyclohexanone

Conditions
ConditionsYield
With potassium hydroxide In methanol; water at 20℃; Claisen-Schmidt Condensation;87%

4-Hydroxycyclohexanone Specification

The 4-Hydroxycyclohexanone with CAS registry number of 13482-22-9 is also known as Cyclohexanone, 4-hydroxy-. The IUPAC name is 4-Hydroxycyclohexan-1-one. It belongs to product categories of Pharmacetical; Miscellaneous. In addition, the formula is C6H10O2 and the molecular weight is 114.14.

Physical properties about 4-Hydroxycyclohexanone are: (1)ACD/BCF (pH 5.5): 1; (2)ACD/BCF (pH 7.4): 1; (3)ACD/KOC (pH 5.5): 5.173; (4)ACD/KOC (pH 7.4): 5.173; (5)#H bond acceptors: 2; (6)#H bond donors: 1; (7)#Freely Rotating Bonds: 1; (8)Polar Surface Area: 37.3Å2; (9)Index of Refraction: 1.5; (10)Molar Refractivity: 29.391 cm3; (11)Molar Volume: 99.939 cm3; (12)Polarizability: 11.652×10-24cm3; (13)Surface Tension: 46.399 dyne/cm; (14)Density: 1.142 g/cm3; (15)Flash Point: 91.392 °C; (16)Enthalpy of Vaporization: 53.809 kJ/mol; (17)Boiling Point: 226.28 °C at 760 mmHg; (18)Vapour Pressure: 0.016 mmHg at 25 °C.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. SMILES: C1CC(=O)CCC1OCopyCopied
2. InChI: InChI=1/C6H10O2/c7-5-1-2-6(8)4-3-5/h5,7H,1-4H2 CopyCopied
3. InChIKey: BXBJZYXQHHPVGO-UHFFFAOYAN
4. Std. InChI: InChI=1S/C6H10O2/c7-5-1-2-6(8)4-3-5/h5,7H,1-4H2 CopyCopied
5. Std. InChIKey: BXBJZYXQHHPVGO-UHFFFAOYSA-N

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