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Cas Database

Name	4-Hydroxycyclohexanone	EINECS	N/A
CAS No.	13482-22-9	Density	1.142 g/cm³
PSA	37.30000	LogP	0.49040
Solubility	N/A	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	N/A	Appearance	N/A
Safety	26-36/37/39	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	N/A
Synonyms	p-Hydroxycyclohexanone;Cyclohexanone, 4-hydroxy-;4-Hydroxycyclohexan-1-one;4-Oxocyclohexan-1-ol;AC1LBWOD;Jsp002121;CID543706;	Article Data	94

4-Hydroxycyclohexanone Synthetic route

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

: 13482-22-9
4-hydroxycyclohexanone

Conditions

Conditions	Yield
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

: 22428-87-1
4,4-ethylenedioxycyclohexan-1-ol

: 13482-22-9
4-hydroxycyclohexanone

Conditions

Conditions	Yield
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%

: 150-76-5
4-methoxy-phenol

: 13482-22-9
4-hydroxycyclohexanone

Conditions

Conditions	Yield
With potassium hydroxide; samarium diiodide In tetrahydrofuran; water for 0.116667h; Ambient temperature;	97%

: 637-88-7
1,4-Cyclohexanedione

: 13482-22-9
4-hydroxycyclohexanone

Conditions

Conditions	Yield
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;

: 556-48-9
1,4-Cyclohexanediol

A: 13482-22-9
4-hydroxycyclohexanone

B: 637-88-7
1,4-Cyclohexanedione

Conditions

Conditions	Yield
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%

: 556-48-9
1,4-Cyclohexanediol

: 13482-22-9
4-hydroxycyclohexanone

Conditions

Conditions	Yield
With sodium bromate; ammonium cerium(IV) nitrate In water; acetonitrile	92%
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%

: 868696-17-7
3-(1-phenyl-vinyl)-1,2,5-trioxa-spiro[5.5]undecan-9-ol

: 13482-22-9
4-hydroxycyclohexanone

Conditions

Conditions	Yield
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

: 13482-22-9
4-hydroxycyclohexanone

Conditions

Conditions	Yield
With methanol; Montmorillonite K-10 clay at 20℃; Methanolytic deprotection;	85%

: 69125-55-9
4-hydroxy-1-methoxy-1-cyclohexene

: 13482-22-9
4-hydroxycyclohexanone

Conditions

Conditions	Yield
With hydrogenchloride at 50℃; for 0.75h;	82%

: 872891-56-0
succinic acid methyl ester 3-(1-phenylvinyl)-1,2,5-trioxaspiro[5.5]undec-9-yl ester

: 13482-22-9
4-hydroxycyclohexanone

Conditions

Conditions	Yield
With N-benzyl-trimethylammonium hydroxide In tetrahydrofuran at 20℃; for 1h;	82%

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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