Product Name

  • Name

    TRANS-1,4-CYCLOHEXANEDIMETHANOL

  • EINECS
  • CAS No. 3236-48-4
  • Article Data26
  • CAS DataBase
  • Density 1.004 g/cm3
  • Solubility
  • Melting Point 61-66 °C
  • Formula C8H16O2
  • Boiling Point 286.2 °C at 760 mmHg
  • Molecular Weight 144.214
  • Flash Point 161.1 °C
  • Transport Information
  • Appearance white crystalline powder
  • Safety 39-26
  • Risk Codes 36
  • Molecular Structure Molecular Structure of 3236-48-4 (TRANS-1,4-CYCLOHEXANEDIMETHANOL)
  • Hazard Symbols
  • Synonyms (trans-4-Hydroxymethylcyclohexyl)methanol;trans-1,4-Bis(hydroxymethyl)cyclohexane;
  • PSA 40.46000
  • LogP 0.77740

Synthetic route

trans-1,4-cyclohexylenedimethylene diacetate
10412-78-9

trans-1,4-cyclohexylenedimethylene diacetate

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

Conditions
ConditionsYield
With potassium carbonate Ambient temperature;100%
With sodium hydroxide for 10h; Heating;46.3%
1,4-cyclohexanedicarboxylic acid
619-82-9

1,4-cyclohexanedicarboxylic acid

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

Conditions
ConditionsYield
With zinc borohydride pyridine complex In tetrahydrofuran for 0.4h; Heating;96%
Stage #1: trans-hexahydroterephthalic acid With thionyl chloride In methanol at 0℃; for 4h; Reflux;
Stage #2: With sodium tetrahydroborate In tetrahydrofuran for 0.5h; Reflux;
Stage #3: With methanol In tetrahydrofuran for 12h; Reflux;
28.6%
(±)-trans-[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclohexyl]methanol
180046-62-2

(±)-trans-[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclohexyl]methanol

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

Conditions
ConditionsYield
With sodium tetrachloroaurate(III) dihydrate In methanol at 20℃; for 2h;96%
1,4-trans-cyclohexanediyldimethylene dibenzoate
3412-68-8

1,4-trans-cyclohexanediyldimethylene dibenzoate

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

Conditions
ConditionsYield
With water; sodium hydroxide In methanol at 70℃;88.55%
diethyl cyclohexane-trans-1,4-dicarboxylate
19145-96-1

diethyl cyclohexane-trans-1,4-dicarboxylate

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 20℃; Reduction;77%
bis-1,4-(hydroxymethyl)cyclohexane
105-08-8

bis-1,4-(hydroxymethyl)cyclohexane

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

Conditions
ConditionsYield
With Ni/NiO-diatomite at 200℃; for 3h; Reagent/catalyst; Autoclave; Inert atmosphere;72.6%
Multi-step reaction with 2 steps
1: 52.1 percent / 140 - 165 °C
2: 46.3 percent / aq. NaOH / 10 h / Heating
View Scheme
1,4-cyclohexanedimethylene diacetate
6308-18-5

1,4-cyclohexanedimethylene diacetate

A

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

B

((1r,4r)-4-(hydroxymethyl)cyclohexyl)methyl acetate

((1r,4r)-4-(hydroxymethyl)cyclohexyl)methyl acetate

C

cis-4-(hydroxymethyl)cyclohexylmethyl acetate

cis-4-(hydroxymethyl)cyclohexylmethyl acetate

Conditions
ConditionsYield
In acetone for 168h; Ambient temperature; lipase PS (Pseudomonas sp.) on Celite; Yields of byproduct given;A 66%
B n/a
C n/a
dimethyl 1,4-cyclohexanedicarboxylate
3399-22-2

dimethyl 1,4-cyclohexanedicarboxylate

A

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

B

(1s,4s)-cyclohexane-1,4-diyldimethanol
3236-47-3

(1s,4s)-cyclohexane-1,4-diyldimethanol

Conditions
ConditionsYield
With methanol; sodium Trennung ueber die Dibenzoyl-Derivate;
cis-dimethyl 1,4-cyclohexanedicarboxylate
3399-21-1

cis-dimethyl 1,4-cyclohexanedicarboxylate

A

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

B

(1s,4s)-cyclohexane-1,4-diyldimethanol
3236-47-3

(1s,4s)-cyclohexane-1,4-diyldimethanol

Conditions
ConditionsYield
With methanol; sodium Trennung ueber die Dibenzoyl-Derivate;
trans-1,4-bis-methanesulfonyloxymethyl-cyclohexane
115506-09-7

trans-1,4-bis-methanesulfonyloxymethyl-cyclohexane

A

4-methylene-1-cyclohexanemethanol
1004-24-6

4-methylene-1-cyclohexanemethanol

B

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

Conditions
ConditionsYield
With potassium hydroxide
polymer, Mn 23500; diketene acetal (3,9-bis(ethylidene)-2,4,8,10-tetraoxaspiro<5,5>undecane); t-cyclohexane-1,4-dimethanol

polymer, Mn 23500; diketene acetal (3,9-bis(ethylidene)-2,4,8,10-tetraoxaspiro<5,5>undecane); t-cyclohexane-1,4-dimethanol

A

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

B

pentaerythritol dipropionate

pentaerythritol dipropionate

Conditions
ConditionsYield
With dichloro-acetic acid; water In 1,4-dioxane-d8 at 37℃; Kinetics; Hydrolysis;
1,4-benzenedicarboxylic acid dimethyl ester
120-61-6

1,4-benzenedicarboxylic acid dimethyl ester

A

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

B

(1s,4s)-cyclohexane-1,4-diyldimethanol
3236-47-3

(1s,4s)-cyclohexane-1,4-diyldimethanol

Conditions
ConditionsYield
With hydrogen; aluminum oxyhydroxide; rhodium In ethyl acetate at 22℃; under 760 Torr; for 46h; Title compound not separated from byproducts;
dimethyl 1,4-cyclohexanedicarboxylate
3399-22-2

dimethyl 1,4-cyclohexanedicarboxylate

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

Conditions
ConditionsYield
In tetrahydrofuran; (2S)-N-methyl-1-phenylpropan-2-amine hydrate
With copper chromium; hydrogen at 210℃; under 152940 Torr;
terephthalic acid
100-21-0

terephthalic acid

A

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

B

(1s,4s)-cyclohexane-1,4-diyldimethanol
3236-47-3

(1s,4s)-cyclohexane-1,4-diyldimethanol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 6 h / 260 - 280 °C / 4535.33 Torr
2: dimethyl 1,4-cyclohexane dicarboxylate; Pd/Al2O3; hydrogen / 1 h / 200 °C / 93849.2 Torr / Autoclave
3: C16H30O; (4-methylcyclohexyl)methanol / 225 °C / 258581 Torr
View Scheme
Multi-step reaction with 3 steps
1: 4 h / 280 °C / 4535.33 Torr / Large scale
2: ; hydrogen / 1 h / 200 °C / 93849.2 Torr / Autoclave
3: CrO4(2-)*Ba(2+)*Cr2CuO4*CuO; hydrogen / 5 h / 250 °C / 212036 Torr
View Scheme
Multi-step reaction with 3 steps
1: 8.5 h / 260 - 280 °C / 4535.33 Torr / Large scale
2: Pd/Al2O3; hydrogen; dimethyl 1,4-cyclohexane dicarboxylate / 1 h / 200 °C / 93849.2 Torr / Autoclave
3: Pd/Al2O3; C16H30O; (4-methylcyclohexyl)methanol / 225 °C / 259341 Torr
View Scheme
Multi-step reaction with 3 steps
1: 8.5 h / 260 - 280 °C / 4535.33 Torr / Large scale
2: Pd/Al2O3; hydrogen; (4-methylcyclohexyl)methanol / 180 - 225 °C / 93849.2 Torr
3: Pd/Al2O3; C16H30O; (4-methylcyclohexyl)methanol / 225 °C / 259341 Torr
View Scheme
bis((4-methylcyclohexyl)methyl) cyclohexane-1,4-dicarboxylate
1420954-46-6

bis((4-methylcyclohexyl)methyl) cyclohexane-1,4-dicarboxylate

A

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

B

(1s,4s)-cyclohexane-1,4-diyldimethanol
3236-47-3

(1s,4s)-cyclohexane-1,4-diyldimethanol

C

(4-methylcyclohexyl)methanol
34885-03-5

(4-methylcyclohexyl)methanol

Conditions
ConditionsYield
With CrO4(2-)*Ba(2+)*Cr2CuO4*CuO; hydrogen at 250℃; under 212036 Torr; for 5h; Pressure; Temperature;
terephthalic acid 1,4-bis(4-methylcyclohexyl)methyl ester
95623-88-4

terephthalic acid 1,4-bis(4-methylcyclohexyl)methyl ester

A

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

B

(1s,4s)-cyclohexane-1,4-diyldimethanol
3236-47-3

(1s,4s)-cyclohexane-1,4-diyldimethanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Pd/Al2O3; hydrogen; dimethyl 1,4-cyclohexane dicarboxylate / 1 h / 200 °C / 93849.2 Torr / Autoclave
2: Pd/Al2O3; C16H30O; (4-methylcyclohexyl)methanol / 225 °C / 259341 Torr
View Scheme
bis((4-methylcyclohexyl)methyl) cyclohexane-1,4-dicarboxylate
1420954-46-6

bis((4-methylcyclohexyl)methyl) cyclohexane-1,4-dicarboxylate

A

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

B

(1s,4s)-cyclohexane-1,4-diyldimethanol
3236-47-3

(1s,4s)-cyclohexane-1,4-diyldimethanol

Conditions
ConditionsYield
With C16H30O; (4-methylcyclohexyl)methanol at 225℃; under 258581 Torr;
With (4-methylcyclohexyl)methanol; hydrogen at 250℃; under 212036 Torr; for 5h;A n/a
B n/a
With Pd/Al2O3; C16H30O; (4-methylcyclohexyl)methanol at 225℃; under 259341 Torr;A n/a
B n/a
dimethyl 1,4-cyclohexane dicarboxylate
94-60-0

dimethyl 1,4-cyclohexane dicarboxylate

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at -20 - 20℃; for 3h; Large scale;
C20H44O2Si2

C20H44O2Si2

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium tetrachloroaurate(III) dihydrate / methanol / 1 h / 20 °C
2: sodium tetrachloroaurate(III) dihydrate / methanol / 2 h / 20 °C
View Scheme
(3R,6S)-cyclohex-1-ene-3,6-dimethanol diacetate

(3R,6S)-cyclohex-1-ene-3,6-dimethanol diacetate

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 10 wt% Pd(OH)2 on carbon; hydrogen / methanol; ethyl acetate / 18 h / 3345.86 Torr
2: potassium carbonate; methanol / 17 h / 20 °C
View Scheme
(3R,6S)-cyclohex-1-ene-3,6-dimethanol diacetate

(3R,6S)-cyclohex-1-ene-3,6-dimethanol diacetate

A

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

B

(1s,4s)-cyclohexane-1,4-diyldimethanol
3236-47-3

(1s,4s)-cyclohexane-1,4-diyldimethanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 10 wt% Pd(OH)2 on carbon; hydrogen / methanol; ethyl acetate / 18 h / 3345.86 Torr
2: potassium carbonate / methanol / 17 h / 20 °C
View Scheme
(2E,4E)-hexa-2,4-diene-1,6-diol
107550-83-4

(2E,4E)-hexa-2,4-diene-1,6-diol

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine; dmap / dichloromethane / 16 h
2: m-xylene / 1 h / 250 °C / 11103.3 - 78334.3 Torr / Autoclave; Inert atmosphere
3: 10 wt% Pd(OH)2 on carbon; hydrogen / methanol; ethyl acetate / 18 h / 3345.86 Torr
4: potassium carbonate; methanol / 17 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: t-butyl catechol / m-xylene / 12 h / 200 - 1217 °C / 11103.3 - 62819.5 Torr / Autoclave; Inert atmosphere; Sealed tube
2: triethylamine; dmap / dichloromethane / 1.75 h / 20 °C
3: 10 wt% Pd(OH)2 on carbon; hydrogen / methanol; ethyl acetate / 18 h / 3345.86 Torr
4: potassium carbonate; methanol / 17 h / 20 °C
View Scheme
(2E,4E)-hexa-2,4-diene-1,6-diol
107550-83-4

(2E,4E)-hexa-2,4-diene-1,6-diol

A

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

B

(1s,4s)-cyclohexane-1,4-diyldimethanol
3236-47-3

(1s,4s)-cyclohexane-1,4-diyldimethanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: t-butyl catechol / m-xylene / 12 h / 200 - 1217 °C / 11103.3 - 62819.5 Torr / Autoclave; Inert atmosphere; Sealed tube
2: hydrogen / isopropyl alcohol / 20 h / 3345.86 Torr / Autoclave
View Scheme
Multi-step reaction with 4 steps
1: triethylamine; dmap / dichloromethane / 16 h
2: m-xylene / 1 h / 250 °C / 11103.3 - 78334.3 Torr / Autoclave; Inert atmosphere
3: 10 wt% Pd(OH)2 on carbon; hydrogen / methanol; ethyl acetate / 18 h / 3345.86 Torr
4: potassium carbonate / methanol / 17 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: t-butyl catechol / m-xylene / 12 h / 200 - 1217 °C / 11103.3 - 62819.5 Torr / Autoclave; Inert atmosphere; Sealed tube
2: triethylamine; dmap / dichloromethane / 1.75 h / 20 °C
3: 10 wt% Pd(OH)2 on carbon; hydrogen / methanol; ethyl acetate / 18 h / 3345.86 Torr
4: potassium carbonate / methanol / 17 h / 20 °C
View Scheme
(3R,6S)-cyclohex-1-ene-1,4-dimethanol

(3R,6S)-cyclohex-1-ene-1,4-dimethanol

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine; dmap / dichloromethane / 1.75 h / 20 °C
2: 10 wt% Pd(OH)2 on carbon; hydrogen / methanol; ethyl acetate / 18 h / 3345.86 Torr
3: potassium carbonate; methanol / 17 h / 20 °C
View Scheme
(3R,6S)-cyclohex-1-ene-1,4-dimethanol

(3R,6S)-cyclohex-1-ene-1,4-dimethanol

A

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

B

(1s,4s)-cyclohexane-1,4-diyldimethanol
3236-47-3

(1s,4s)-cyclohexane-1,4-diyldimethanol

Conditions
ConditionsYield
With hydrogen In isopropyl alcohol under 3345.86 Torr; for 20h; Pressure; Reagent/catalyst; Solvent; Autoclave; stereoselective reaction;A 15.1 %Chromat.
B 78.6 %Chromat.
Multi-step reaction with 3 steps
1: triethylamine; dmap / dichloromethane / 1.75 h / 20 °C
2: 10 wt% Pd(OH)2 on carbon; hydrogen / methanol; ethyl acetate / 18 h / 3345.86 Torr
3: potassium carbonate / methanol / 17 h / 20 °C
View Scheme
(1R,4S)-cyclohexane-1,4-dimethanol diacetate

(1R,4S)-cyclohexane-1,4-dimethanol diacetate

A

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

B

(1s,4s)-cyclohexane-1,4-diyldimethanol
3236-47-3

(1s,4s)-cyclohexane-1,4-diyldimethanol

Conditions
ConditionsYield
With potassium carbonate In methanol at 20℃; for 17h; Overall yield = 1.02 g;A 0.44 %Spectr.
B 82.3 %Spectr.
(1R,4S)-cyclohexane-1,4-dimethanol diacetate

(1R,4S)-cyclohexane-1,4-dimethanol diacetate

A

terephthalic acid
100-21-0

terephthalic acid

B

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

C

(1s,4s)-cyclohexane-1,4-diyldimethanol
3236-47-3

(1s,4s)-cyclohexane-1,4-diyldimethanol

Conditions
ConditionsYield
With methanol; potassium carbonate at 20℃; for 17h;A 0.12 %Chromat.
B 0.48 %Chromat.
C 90.5 %Chromat.
(2E,4E)-hexa-2,4-diene-1,6-diacetate
63621-97-6, 81759-81-1

(2E,4E)-hexa-2,4-diene-1,6-diacetate

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: m-xylene / 1 h / 250 °C / 11103.3 - 78334.3 Torr / Autoclave; Inert atmosphere
2: 10 wt% Pd(OH)2 on carbon; hydrogen / methanol; ethyl acetate / 18 h / 3345.86 Torr
3: potassium carbonate; methanol / 17 h / 20 °C
View Scheme
(2E,4E)-hexa-2,4-diene-1,6-diacetate
63621-97-6, 81759-81-1

(2E,4E)-hexa-2,4-diene-1,6-diacetate

A

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

B

(1s,4s)-cyclohexane-1,4-diyldimethanol
3236-47-3

(1s,4s)-cyclohexane-1,4-diyldimethanol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: m-xylene / 1 h / 250 °C / 11103.3 - 78334.3 Torr / Autoclave; Inert atmosphere
2: 10 wt% Pd(OH)2 on carbon; hydrogen / methanol; ethyl acetate / 18 h / 3345.86 Torr
3: potassium carbonate / methanol / 17 h / 20 °C
View Scheme
trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

trans-1,4-bis-iodomethyl-cyclohexane
83447-96-5

trans-1,4-bis-iodomethyl-cyclohexane

Conditions
ConditionsYield
With 1H-imidazole; iodine; triphenylphosphine In toluene at 60℃; for 2h;92%
4-(dimethylamino)-1-((3-fluorophenyl)(phenyl)carbamoyl)pyridinium chloride
1187857-70-0

4-(dimethylamino)-1-((3-fluorophenyl)(phenyl)carbamoyl)pyridinium chloride

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

((1r,4r)-4-(hydroxymethyl)cyclohexyl)methyl-3-fluorophenyl(phenyl)carbamate
1187857-71-1

((1r,4r)-4-(hydroxymethyl)cyclohexyl)methyl-3-fluorophenyl(phenyl)carbamate

Conditions
ConditionsYield
With pyridine In acetonitrile at 53℃; for 18h; Large scale;83%
With dmap In acetonitrile at 53℃; for 18h;
trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

(±)-trans-[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclohexyl]methanol
180046-62-2

(±)-trans-[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclohexyl]methanol

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 29h;82%
With pyridine In dichloromethane at 0 - 20℃; for 21h;68%
With dmap; triethylamine In N,N-dimethyl-formamide at 0 - 25℃; for 22h;66%
trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

ethyl vinyl ether
109-92-2

ethyl vinyl ether

C16H30Br2O4

C16H30Br2O4

Conditions
ConditionsYield
With N-Bromosuccinimide In dichloromethane at 4℃; for 6h;79%
Isopropenyl acetate
108-22-5

Isopropenyl acetate

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

A

trans-1,4-cyclohexylenedimethylene diacetate
10412-78-9

trans-1,4-cyclohexylenedimethylene diacetate

B

di-isopropenyl trans-1,4-cyclohexanedimethanol ether

di-isopropenyl trans-1,4-cyclohexanedimethanol ether

C

C13H22O3

C13H22O3

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; sodium carbonate In toluene at 100℃; for 6h; Inert atmosphere;A n/a
B 75%
C n/a
trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

trans-1,4-Bis(bromomethyl)cyclohexane
57702-84-8

trans-1,4-Bis(bromomethyl)cyclohexane

Conditions
ConditionsYield
With phosphorus tribromide In N,N-dimethyl-formamide; toluene at 100℃; for 1.5h; Cooling with ice;71.28%
at 135 - 140℃; Einleiten von HBr;
With hydrogen bromide
With pyridine; phosphorus tribromide In chloroform
With phosphorus tribromide In benzene Title compound not separated from byproducts;
methyl 6-methyl-4-(2H-tetrazol-5-yl)picolinate
890127-04-5

methyl 6-methyl-4-(2H-tetrazol-5-yl)picolinate

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

methyl 4-(2-(((trans)-4-(hydroxymethyl)cyclohexyl)methyl)-2H-tetrazol-5-yl)-6-methylpicolinate

methyl 4-(2-(((trans)-4-(hydroxymethyl)cyclohexyl)methyl)-2H-tetrazol-5-yl)-6-methylpicolinate

Conditions
ConditionsYield
With di-tert-butyl-diazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 18h;67%
trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

trans-1,4-Bis-cyclohexane
86218-00-0

trans-1,4-Bis-cyclohexane

Conditions
ConditionsYield
With tetrachloromethane; triphenylphosphine64%
trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

para-chloroacetophenone
99-91-2

para-chloroacetophenone

1-(4-(((1r,4r)-4-(hydroxymethyl)cyclohexyl)methoxy)phenyl)ethan-1-one

1-(4-(((1r,4r)-4-(hydroxymethyl)cyclohexyl)methoxy)phenyl)ethan-1-one

Conditions
ConditionsYield
With (4,4′-di-tert-butyl-2,2′-dipyridyl)Ni(o-tolyl)(Br); 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 80℃; for 24h; Inert atmosphere; Sealed tube; UV-irradiation;62%
trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

pivaloyl chloride
3282-30-2

pivaloyl chloride

trans-4-(pivaloyloxymethyl)cyclohexanemethanol

trans-4-(pivaloyloxymethyl)cyclohexanemethanol

Conditions
ConditionsYield
With pyridine at 0℃; for 2h; Esterification;61%
trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

benzyl bromide
100-39-0

benzyl bromide

(trans-4-((benzyloxy)methyl)cyclohexyl)methanol

(trans-4-((benzyloxy)methyl)cyclohexyl)methanol

Conditions
ConditionsYield
Stage #1: trans-1,4-Cyclohexanedimethanol With sodium hydride In tetrahydrofuran at 0 - 20℃; for 1h;
Stage #2: benzyl bromide With tetra-(n-butyl)ammonium iodide In tetrahydrofuran at 20 - 60℃; for 15h;
60%
Stage #1: trans-1,4-Cyclohexanedimethanol With 15-crown-5; sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h; Inert atmosphere;
Stage #2: benzyl bromide In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 1h;
45%
In tetrahydrofuran; ethyl acetate
(4-chlorophenyl)(phenyl)carbamic chloride
1187856-44-5

(4-chlorophenyl)(phenyl)carbamic chloride

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

((1r,4r)-4-(hydroxymethyl)cyclohexyl)methyl (4-chlorophenyl)(phenyl)carbamate
1187856-45-6

((1r,4r)-4-(hydroxymethyl)cyclohexyl)methyl (4-chlorophenyl)(phenyl)carbamate

Conditions
ConditionsYield
With pyridine Reflux; Large scale;60%
With pyridine Sealed tube; Reflux;57%
With pyridine Reflux;
trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

terephthaloyl chloride
100-20-9

terephthaloyl chloride

C24H24O8
32726-47-9

C24H24O8

Conditions
ConditionsYield
Stage #1: trans-1,4-Cyclohexanedimethanol; terephthaloyl chloride With triethylamine In tetrahydrofuran at 20℃; for 13h; Inert atmosphere;
Stage #2: With water; triethylamine In tetrahydrofuran
59.6%
trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

trans-4-(hydroxymethyl)cyclohexylmethyl 4-methylbenzenesulfonate
170811-08-2

trans-4-(hydroxymethyl)cyclohexylmethyl 4-methylbenzenesulfonate

Conditions
ConditionsYield
With pyridine In chloroform for 4h;55.1%
With dmap; triethylamine In dichloromethane for 36h; Ambient temperature;47%
With triethylamine In dichloromethane at -20 - 20℃; for 10h;
trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

acetyl chloride
75-36-5

acetyl chloride

((1r,4r)-4-(hydroxymethyl)cyclohexyl)methyl acetate

((1r,4r)-4-(hydroxymethyl)cyclohexyl)methyl acetate

Conditions
ConditionsYield
Stage #1: trans-1,4-Cyclohexanedimethanol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Inert atmosphere;
Stage #2: acetyl chloride In tetrahydrofuran; mineral oil at 15℃; for 3h; Inert atmosphere;
53%
trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

phenyl isocyanate
103-71-9

phenyl isocyanate

((1r,4r)-4-(hydroxymethyl)cyclohexyl)methyl phenylcarbamate
1187856-29-6

((1r,4r)-4-(hydroxymethyl)cyclohexyl)methyl phenylcarbamate

Conditions
ConditionsYield
In pyridine at 20℃; for 5h;51.5%
With pyridine at 20℃; for 5h;
trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

trans-1,4-cyclohexanedicarboxylic acid dichloride
13170-66-6, 14571-47-2, 19988-54-6

trans-1,4-cyclohexanedicarboxylic acid dichloride

C24H36O8

C24H36O8

Conditions
ConditionsYield
Stage #1: trans-1,4-Cyclohexanedimethanol; trans-1,4-cyclohexanedicarboxylic acid dichloride With triethylamine In tetrahydrofuran Inert atmosphere;
Stage #2: With water; triethylamine In tetrahydrofuran
50.9%
trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

3-(1-piperazinyl)-1,2-benzisothiazole
87691-87-0

3-(1-piperazinyl)-1,2-benzisothiazole

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

(trans-4-((4-(benzo[d]isothiazol-3-yl)piperazin-1-yl)methyl)cyclohexyl)methyl methanesulfonate

(trans-4-((4-(benzo[d]isothiazol-3-yl)piperazin-1-yl)methyl)cyclohexyl)methyl methanesulfonate

Conditions
ConditionsYield
Stage #1: trans-1,4-Cyclohexanedimethanol; methanesulfonyl chloride With triethylamine In ethyl acetate at 0 - 20℃; for 3h;
Stage #2: 3-(1-piperazinyl)-1,2-benzisothiazole With sodium carbonate; potassium iodide In acetonitrile for 22h; Reflux;
44.1%
trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

methyl iodide
74-88-4

methyl iodide

(4-Methoxymethyl-cyclohexyl)-methanol
110928-47-7

(4-Methoxymethyl-cyclohexyl)-methanol

Conditions
ConditionsYield
With potassium hydride44%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

tert-butyl 2-(((1r,4r)-4-(hydroxymethyl)cyclohexyl)methoxy)acetate
1187856-42-3

tert-butyl 2-(((1r,4r)-4-(hydroxymethyl)cyclohexyl)methoxy)acetate

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; sodium hydroxide In water; benzene at 20℃; for 2h;44%
With tetra-(n-butyl)ammonium iodide; sodium hydroxide In water; benzene at 20℃; for 2h;
trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

4-(bromomethyl)cyclohexylmethanol
23791-91-5

4-(bromomethyl)cyclohexylmethanol

Conditions
ConditionsYield
With bromine; triphenylphosphine In N,N-dimethyl-formamide41%
N-(3-methoxybenzyl)-6-methyl-4-(2H-tetrazol-5-yl)picolinamide
1112181-71-1

N-(3-methoxybenzyl)-6-methyl-4-(2H-tetrazol-5-yl)picolinamide

trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

N-(3-methoxybenzyl)-4-(2-(((trans)-4-(hydroxymethyl)cyclohexyl)methyl)-2H-tetrazol-5-yl)-6-methylpicolinamide
1112174-74-9

N-(3-methoxybenzyl)-4-(2-(((trans)-4-(hydroxymethyl)cyclohexyl)methyl)-2H-tetrazol-5-yl)-6-methylpicolinamide

Conditions
ConditionsYield
With di-tert-butyl-diazodicarboxylate In tetrahydrofuran for 18h; regioselective reaction;37%
trans-1,4-Cyclohexanedimethanol
3236-48-4

trans-1,4-Cyclohexanedimethanol

ethyl iodide
75-03-6

ethyl iodide

A

4-(ethoxymethyl)-1-(hydroxymethyl)cyclohexane

4-(ethoxymethyl)-1-(hydroxymethyl)cyclohexane

B

1,4-bis(ethoxymethyl)cyclohexane

1,4-bis(ethoxymethyl)cyclohexane

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 16h; Heating;A 30%
B 32%

Trans-1,4-Cyclohexanedimethanol Chemical Properties

IUPAC Name: [4-(Hydroxymethyl)cyclohexyl]methanol
Structure of Trans-1,4-Cyclohexanedimethanol (CAS NO.3236-48-4):
           
Empirical Formula: C8H16O2
Molecular Weight: 144.2114 g/mol
Index of Refraction: 1.47
Density: 1.004 g/cm3
Melting point: 61-66 °C
Flash Point: 161.1 °C
Boiling Point: 286.2 °C at 760 mmHg
Vapour Pressure: 0.000303 mmHg at 25 °C
Appearance of Trans-1,4-Cyclohexanedimethanol (CAS NO.3236-48-4): White crystalline powder
Canonical SMILES: C1CC(CCC1CO)CO
InChI: InChI=1S/C8H16O2/c9-5-7-1-2-8(6-10)4-3-7/h7-10H,1-6H2
InChIKey: YIMQCDZDWXUDCA-UHFFFAOYSA-N

Trans-1,4-Cyclohexanedimethanol Toxicity Data With Reference

 Trans-1,4-Cyclohexanedimethanol (CAS NO.3236-48-4) hasn't been listed as a carcinogen by NTP, IARC, ACGIH, or CA Prop 65. And the toxicological properties have not been fully investigated.

Trans-1,4-Cyclohexanedimethanol Safety Profile

Risk Statements: 36
36: Irritating to the eyes
Safety Statements: 39-26 
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
39: Wear eye/face protection.

Trans-1,4-Cyclohexanedimethanol Specification

 Trans-1,4-Cyclohexanedimethanol ,its cas register number is 3236-48-4. It also can be called 1,4-Cyclohexanedimethanol, trans- . It is hazardous,so the first aid measures and others should be known. Such as: When on the skin: first,should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly,Get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product : Wash mouth out with water,and get medical aid immediately.
In addition, Trans-1,4-Cyclohexanedimethanol (CAS NO.3236-48-4) could be stable under normal temperatures and pressures. It is not compatible with strong oxidizing agents, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: carbon monoxide and carbon dioxide.

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