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1,4-Cyclohexanedimethanol
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Name

1,4-Cyclohexanedimethanol

 EINECS 203-268-9
CAS No. 105-08-8 Density 1.004 g/cm3
PSA 40.46000 LogP 0.77740
Solubility soluble in water Melting Point 31.5 °C
Formula C8H16O2 Boiling Point 286.2 °C at 760 mmHg
Molecular Weight 144.214 Flash Point 161.1 °C
Transport Information N/A Appearance clear colourless viscous liquid
Safety 22-24/25-39-26 Risk Codes 36
Molecular Structure Molecular Structure of 105-08-8 (1,4-Cyclohexanedimethanol) Hazard Symbols R36:;
Synonyms

1,4-Bis(hydroxymethyl)cyclohexane;1,4-Cyclohexamethylenebis methylol;1,4-Dimethylolcyclohexane;CHDM;CHDM-D;Cyclohex-1,4-ylenedimethanol;NSC 44508;Rikabinol DM;Sky CHDM;Vibracure A240;1,4-Cyclohexane dimethanol;

Article Data 52

1,4-Cyclohexanedimethanol Synthetic route

619-81-8, 619-82-9, 1076-97-7

cyclohexane-1,4-dicarboxylic acid

105-08-8

bis-1,4-(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
With tin; hydrogen at 220℃; under 90009 Torr; for 0.75h; Temperature; Pressure;100%
With hydrogen In water at 230℃; under 15001.5 - 75007.5 Torr; Catalytic behavior; Reagent/catalyst; Autoclave;98.3%
With hydrogen In water at 230℃; under 63756.4 Torr; for 3h; Reagent/catalyst; Autoclave;95.8%
120-61-6

1,4-benzenedicarboxylic acid dimethyl ester

105-08-8

bis-1,4-(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
With hydrogen In methanol at 200 - 240℃; under 30003 - 60006 Torr; for 8h;92%
With Cat.7; hydrogen at 180 - 250℃; under 52505.3 - 67506.8 Torr; Reagent/catalyst; Temperature; Pressure;
589-29-7

p-xylylene glycol

105-08-8

bis-1,4-(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
With Ru/Al2O3; hydrogen In tetrahydrofuran at 60℃; under 7.50075 Torr; for 3.5h; Pressure; Autoclave;92%
959-26-2

Bis(2-Hydroxyethyl)terephthalat

105-08-8

bis-1,4-(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
Stage #1: Bis(2-Hydroxyethyl)terephthalat With tin(II) chloride dihdyrate; ruthenium(III) chloride trihydrate; alumina; Cl6H6Pt(2-)*2H(1+)*6H2O; hydrogen In water at 180 - 260℃; under 37503.8 Torr; for 10h; Autoclave;
Stage #2: With sodium tetrahydroborate; sodium hydroxide at 500℃; for 5.5h; pH=9; Reagent/catalyst; Concentration; Temperature;		87.1%
94-60-0

dimethyl 1,4-cyclohexane dicarboxylate

105-08-8

bis-1,4-(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
With C33H29FeMnN2O3P(1+)*Br(1-); potassium tert-butylate; hydrogen In isopropyl alcohol at 75℃; under 37503.8 Torr; Autoclave;86%
Stage #1: dimethyl 1,4-cyclohexane dicarboxylate With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 0.5h;
Stage #2: With water In tetrahydrofuran
With hydrogen In methanol at 220℃; under 45004.5 Torr; Catalytic behavior; Time; Temperature; Green chemistry;
959-26-2

Bis(2-Hydroxyethyl)terephthalat

A

94-08-6

4-methylbenzoic acid ethyl ester

B

106-42-3

para-xylene

C

105-08-8

bis-1,4-(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
With hydrogen at 170 - 260℃; under 37503.8 Torr; for 8h; Autoclave;A n/a
B n/a
C 78.4%

bis(2-hydroxyethyl) cyclohexane-1,4-dicarboxylate

105-08-8

bis-1,4-(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
With hydrogen In neat (no solvent) at 269.84℃; under 78757.9 Torr; for 10h; Reagent/catalyst; Pressure; Temperature; Autoclave;78%

ethyl 4-formylcyclohex-3-enecarboxylate

105-08-8

bis-1,4-(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
With hydrogen In water at 160℃; under 45004.5 Torr; for 12h; Reagent/catalyst;56%
959-26-2

Bis(2-Hydroxyethyl)terephthalat

A

94-08-6

4-methylbenzoic acid ethyl ester

B

106-42-3

para-xylene

C

105-08-8

bis-1,4-(hydroxymethyl)cyclohexane

D

C10H18O3

E

C10H18O4

Conditions
ConditionsYield
With hydrogen at 230℃; under 37503.8 Torr; for 8h; Autoclave;A n/a
B n/a
C 47.2%
D n/a
E n/a
...Expand
959-26-2

Bis(2-Hydroxyethyl)terephthalat

A

94-08-6

4-methylbenzoic acid ethyl ester

B

106-42-3

para-xylene

C

105-08-8

bis-1,4-(hydroxymethyl)cyclohexane

D

34885-03-5

(4-methylcyclohexyl)methanol

E

589-90-2

1,4 dimethylcyclohexane

Conditions
ConditionsYield
With hydrogen at 260℃; under 37503.8 Torr; for 8h; Autoclave;A n/a
B n/a
C 28.5%
D n/a
E n/a
...Expand

1,4-Cyclohexanedimethanol Consensus Reports

1,4-BIS(HYDROXYMETHYL)CYCLOHEXANE is reported in EPA TSCA Inventory.

1,4-Cyclohexanedimethanol Specification

The 1,4-Bis(hydroxymethyl)cyclohexane is an organic compound with the formula C8H16O2. The IUPAC name of this chemical is [4-(hydroxymethyl)cyclohexyl]methanol. With the CAS registry number 105-08-8, it is also named as Cyclohexan-1,4-diyldimethanol. The product's category is Alkohols. Besides, it is clear colourless viscous liquid, which should be stored in a cool and well-ventilated place. It is used in the manufacture of polyester fiber, polyester electrical appliances, unsaturated polyester resin, polyester glaze, polyurethane foam.

Physical properties about 1,4-Bis(hydroxymethyl)cyclohexane are: (1)ACD/LogP: 0.36; (2)ACD/LogD (pH 5.5): 0.36; (3)ACD/LogD (pH 7.4): 0.36; (4)ACD/BCF (pH 5.5): 1.1; (5)ACD/BCF (pH 7.4): 1.1; (6)ACD/KOC (pH 5.5): 37.33; (7)ACD/KOC (pH 7.4): 37.33; (8)#H bond acceptors: 2; (9)H bond donors: 2; (10)#Freely Rotating Bonds: 4; (11)Polar Surface Area: 18.46 Å2; (12)Index of Refraction: 1.47; (13)Molar Refractivity: 40.12 cm3; (14)Molar Volume: 143.5 cm3; (15)Polarizability: 15.9×10-24cm3; (16)Surface Tension: 40.5 dyne/cm; (17)Density: 1.004 g/cm3; (18)Flash Point: 161.1 °C; (19)Enthalpy of Vaporization: 60.96 kJ/mol; (20)Boiling Point: 286.2 °C at 760 mmHg; (21)Vapour Pressure: 0.000303 mmHg at 25°C.

Preparation: this chemical can be prepared by trans-1,4-bis-acetoxymethyl-cyclohexane. This reaction will need reagent methanolic potassium carbonate at ambient temperature. The yield is about 100%.



Uses of 1,4-Bis(hydroxymethyl)cyclohexane: it can be used to produce trans-1,4-Bis(chloromethyl)-cyclohexane. It will need reagent CCl4, Ph3P. The yield is about 64%.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes. When you are using it, wear suitable protective clothing, do not breathe dust and avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: OCC1CCC(CO)CC1
(2)InChI: InChI=1/C8H16O2/c9-5-7-1-2-8(6-10)4-3-7/h7-10H,1-6H2
(3)InChIKey: YIMQCDZDWXUDCA-UHFFFAOYAS
(4)Std. InChI: InChI=1S/C8H16O2/c9-5-7-1-2-8(6-10)4-3-7/h7-10H,1-6H2
(5)Std. InChIKey: YIMQCDZDWXUDCA-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 1600mg/kg (1600mg/kg)   Kodak Company Reports. Vol. 21MAY1971,
mouse LDLo intraperitoneal 1600mg/kg (1600mg/kg)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 194, 1969.
rat LD50 oral 3200mg/kg (3200mg/kg)   Kodak Company Reports. Vol. 21MAY1971,
rat LDLo intraperitoneal 800mg/kg (800mg/kg)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 194, 1969.

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