Product Name

  • Name

    (1R,2R)-1,2-Cyclohexanedimethanol

  • EINECS 692-053-7
  • CAS No. 65376-05-8
  • Article Data14
  • CAS DataBase
  • Density 1.004 g/cm3
  • Solubility
  • Melting Point 63.0 to 67.0 °C
  • Formula C8H16O2
  • Boiling Point 270.1 °C at 760 mmHg
  • Molecular Weight 144.214
  • Flash Point 129 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 65376-05-8 ((1R,2R)-1,2-Cyclohexanedimethanol)
  • Hazard Symbols
  • Synonyms (1R,2R)-Cyclohexane-1,2-diyldimethanol;(1R,2R)-1,2-Bis(hydroxymethyl)cyclohexane;
  • PSA 40.46000
  • LogP 0.77740

Synthetic route

(1R,2R)-1,2-cyclohexanedicarboxylic acid dimethyl ester
140459-96-7

(1R,2R)-1,2-cyclohexanedicarboxylic acid dimethyl ester

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
With hydrogen In methanol at 190℃; under 52505.3 Torr; Temperature; Pressure; Solvent;94%
Stage #1: (1R,2R)-1,2-cyclohexanedicarboxylic acid dimethyl ester With diisobutylaluminium hydride In toluene at -5 - 20℃; for 6h; Inert atmosphere;
Stage #2: With hydrogenchloride; water In toluene at -5 - 40℃; for 13h;		74%
With lithium aluminium tetrahydride In diethyl ether
Stage #1: (1R,2R)-1,2-cyclohexanedicarboxylic acid dimethyl ester With diisobutylaluminium hydride In toluene at 0 - 20℃; for 4h; Inert atmosphere;
Stage #2: With hydrogenchloride In water at 0 - 40℃; for 18h;
With methanol; sodium tetrahydroborate In tetrahydrofuran at 40℃; for 3h; Temperature; Reflux;
(1R,2R)-(-)-trans-cyclohexane-1,2-dicarboxylic acid
46022-05-3

(1R,2R)-(-)-trans-cyclohexane-1,2-dicarboxylic acid

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
With sodium tetrahydroborate; iodine In tetrahydrofuran at 0℃; for 5h; Reflux;88.4%
With Red-Al In tetrahydrofuran; toluene for 5h; Inert atmosphere; Reflux;85.2%
Multi-step reaction with 2 steps
1: diethyl ether
2: LiAlH4 / diethyl ether
View Scheme
(-)-(1R,2R)-trans-2-(hydroxymethyl)cyclohexanoic acid
65376-04-7

(-)-(1R,2R)-trans-2-(hydroxymethyl)cyclohexanoic acid

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether for 12h; Heating;80%
With lithium aluminium tetrahydride
bis(D-menthyl) (1R,2R)-cyclohexane-1,2-dicarboxylate

bis(D-menthyl) (1R,2R)-cyclohexane-1,2-dicarboxylate

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; for 19h; Inert atmosphere;76%
(+/-)-trans-2-(hydroxymethyl)cyclohexylmethanol
76155-27-6

(+/-)-trans-2-(hydroxymethyl)cyclohexylmethanol

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
With C11H19NO
(+/-)-trans-2-(hydroxymethyl)cyclohexylmethanol
76155-27-6

(+/-)-trans-2-(hydroxymethyl)cyclohexylmethanol

A

trans-2-(hydroxymethyl)cyclohexanecarboxylic acid
57280-65-6, 65376-04-7, 80795-84-2, 93379-40-9

trans-2-(hydroxymethyl)cyclohexanecarboxylic acid

B

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

C

(1S,2S)-(–)-1,2-di(hydroxymethyl)cyclohexane
3205-34-3

(1S,2S)-(–)-1,2-di(hydroxymethyl)cyclohexane

D

(-)-(1R,2R)-trans-2-(hydroxymethyl)cyclohexanoic acid
65376-04-7

(-)-(1R,2R)-trans-2-(hydroxymethyl)cyclohexanoic acid

Conditions
ConditionsYield
With sodium hydroxide; NAD; silver nitrate; glycine; Flavin mononucleotide Product distribution; multistep reaction, other trans-diols, stereospecificity;
...Expand
diethyl trans-1,2,3,6-tetrahydrophthalate
96946-89-3

diethyl trans-1,2,3,6-tetrahydrophthalate

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
Stage #1: diethyl trans-1,2,3,6-tetrahydrophthalate With hydrogen; palladium on activated charcoal
Stage #2: With lithium aluminium tetrahydride
(3aR,7aS)-1,3,3a,4,7,7a-hexahydroisobenzofuran-1-one
65376-03-6

(3aR,7aS)-1,3,3a,4,7,7a-hexahydroisobenzofuran-1-one

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 86 percent / H2 / Pd/C / methanol
2: 34 percent / NaOH / H2O / 192 h / 130 °C
3: 80 percent / LiAlH4 / diethyl ether / 12 h / Heating
View Scheme
cis-1,2-cyclohexanedimethanol
15753-50-1

cis-1,2-cyclohexanedimethanol

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 80 percent / NAD+, FMN, pH 9, HLADH, NaOH, glycine / Ambient temperature
2: 34 percent / NaOH / H2O / 192 h / 130 °C
3: 80 percent / LiAlH4 / diethyl ether / 12 h / Heating
View Scheme
cis-1,6-dihydroxymethyl-3-cyclohexene
439919-46-7

cis-1,6-dihydroxymethyl-3-cyclohexene

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 83 percent / NAD+, FMN, pH 9, HLADH, NaOH, glycine / 48 h / 20 °C
2: 86 percent / H2 / Pd/C / methanol
3: 34 percent / NaOH / H2O / 192 h / 130 °C
4: 80 percent / LiAlH4 / diethyl ether / 12 h / Heating
View Scheme
(3aR,7aS)-hexahydroisobenzofuran-1-one
89395-29-9

(3aR,7aS)-hexahydroisobenzofuran-1-one

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 34 percent / NaOH / H2O / 192 h / 130 °C
2: 80 percent / LiAlH4 / diethyl ether / 12 h / Heating
View Scheme
1,2-cis-cyclohexanedicarboxylic anhydride
13149-00-3

1,2-cis-cyclohexanedicarboxylic anhydride

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: LiAlH4
2: 80 percent / NAD+, FMN, pH 9, HLADH, NaOH, glycine / Ambient temperature
3: 34 percent / NaOH / H2O / 192 h / 130 °C
4: 80 percent / LiAlH4 / diethyl ether / 12 h / Heating
View Scheme
phthalic acid dimethyl ester
131-11-3

phthalic acid dimethyl ester

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Raney nickel; methanol / 50 - 60 °C / 73550.8 Torr / Hydrogenation.Behandeln des Reaktionsprodukts mit methanol. Natriummethylat
2: LiAlH4; diethyl ether
3: (1R)-menthyl isocyanate
View Scheme
dimethyl cyclohexane-trans-1,2-dicarboxylate
3205-35-4

dimethyl cyclohexane-trans-1,2-dicarboxylate

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LiAlH4; diethyl ether
2: (1R)-menthyl isocyanate
View Scheme
(x)C8H11N*C8H12O4

(x)C8H11N*C8H12O4

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: hydrogenchloride / water
2.1: sulfuric acid / 18 h / 40 °C
3.1: diisobutylaluminium hydride / toluene / 6 h / -5 - 20 °C / Inert atmosphere
3.2: 13 h / -5 - 40 °C
View Scheme
trans-1,2-cyclohexanedicarboxylic acid
2305-32-0

trans-1,2-cyclohexanedicarboxylic acid

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: ethanol / 6.5 h / -70 - 20 °C / Resolution of racemate
2.1: hydrogenchloride / water
3.1: sulfuric acid / 18 h / 40 °C
4.1: diisobutylaluminium hydride / toluene / 6 h / -5 - 20 °C / Inert atmosphere
4.2: 13 h / -5 - 40 °C
View Scheme
Multi-step reaction with 2 steps
1.1: ethanol / 30 h / 35 - 75 °C
1.2: 1 h
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 65 °C
View Scheme
Multi-step reaction with 2 steps
1.1: (R)-1-phenyl-ethyl-amine / methanol; isopropyl alcohol / 30 - 40 °C
2.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / 25 - 30 °C
2.2: 1 h
View Scheme
Multi-step reaction with 4 steps
1: (R)-1-phenyl-ethyl-amine / methanol; isopropyl alcohol / 30 - 40 °C
2: tetrahydrofuran / 1 h / 25 - 30 °C
3: tetrahydrofuran / 45 - 50 °C
4: sodium tetrahydroborate; water / tetrahydrofuran / 1 h
View Scheme
trans-cyclohex-4-ene-1,2-dicarboxylic acid
88-98-2, 2305-26-2, 15573-40-7, 50987-15-0, 51096-07-2, 51096-08-3

trans-cyclohex-4-ene-1,2-dicarboxylic acid

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: palladium; hydrogen / methanol / 30 - 35 °C
2.1: ethanol / 30 h / 35 - 75 °C
2.2: 1 h
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 65 °C
View Scheme
racemic trans-cyclohexane-1,2-dicarboxylic acid

racemic trans-cyclohexane-1,2-dicarboxylic acid

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: methanol / 0 - 35 °C / Inert atmosphere
1.2: Inert atmosphere
2.1: Red-Al / tetrahydrofuran; toluene / 5 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 3 steps
1: (R)-1-phenyl-ethyl-amine / 5 °C
2: sulfuric acid / 4 h / Reflux
3: sodium tetrahydroborate; methanol / tetrahydrofuran / 3 h / 40 °C / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: diisopropylamine / ethanol / 3 h / -72 - 20 °C
2.1: sulfuric acid / 20 h / 10 - 50 °C
3.1: diisobutylaluminium hydride / toluene / 4 h / 0 - 20 °C / Inert atmosphere
3.2: 18 h / 0 - 40 °C
View Scheme
(R,R)-1,2-cyclohexane dicarboxylic acid (R)-1-phenylethyl amine salt

(R,R)-1,2-cyclohexane dicarboxylic acid (R)-1-phenylethyl amine salt

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sulfuric acid / 20 h / 10 - 50 °C
2.1: diisobutylaluminium hydride / toluene / 4 h / 0 - 20 °C / Inert atmosphere
2.2: 18 h / 0 - 40 °C
View Scheme
dimethyl cis-1,2-cyclohexanedicarboxylate
1687-29-2

dimethyl cis-1,2-cyclohexanedicarboxylate

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium methylate / methanol / 4 h / Inert atmosphere; Reflux
1.2: 4 h / 75 °C / Inert atmosphere
1.3: 0 - 5 °C / pH 2 / Inert atmosphere
2.1: Red-Al / tetrahydrofuran; toluene / 5 h / Inert atmosphere; Reflux
View Scheme
C16H16N4O6

C16H16N4O6

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetrahydrofuran / 45 - 50 °C
2: sodium tetrahydroborate; water / tetrahydrofuran / 1 h
View Scheme
((R,R)-cyclohexane-1,2-diyl)bis((1H-imidazol-1-yl)methanone)

((R,R)-cyclohexane-1,2-diyl)bis((1H-imidazol-1-yl)methanone)

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Conditions
ConditionsYield
With sodium tetrahydroborate; water In tetrahydrofuran for 1h;15.5 g
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

((1R,2R)-2-(((tert-butyldimethylsilyl)oxy)methyl)cyclohexyl)methanol
146611-58-7

((1R,2R)-2-(((tert-butyldimethylsilyl)oxy)methyl)cyclohexyl)methanol

Conditions
ConditionsYield
Stage #1: (+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane With n-butyllithium In tetrahydrofuran; cyclohexane at 0 - 20℃; for 3.25h; Inert atmosphere;
Stage #2: tert-butyldimethylsilyl chloride In tetrahydrofuran; cyclohexane at 20℃; for 1h; Inert atmosphere;		99%
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

8-oxabicyclo[4,3,0]nonane-7-one
2611-01-0

8-oxabicyclo[4,3,0]nonane-7-one

Conditions
ConditionsYield
With (CH3)5C5*Ir(-OCH2C(C6H5)2NH-) In acetone at 20℃; for 36h;98%
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

A

((1R,2R)-2-{[(4-methoxybenzyl)oxy]methyl}cyclohexyl)methanol

((1R,2R)-2-{[(4-methoxybenzyl)oxy]methyl}cyclohexyl)methanol

B

C24H32O4

C24H32O4

Conditions
ConditionsYield
Stage #1: (+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane With sodium hydride In N,N-dimethyl-formamide; mineral oil at -20℃; for 0.5h; Inert atmosphere;
Stage #2: p-methoxybenzyl chloride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; Inert atmosphere;		A 97%
B 2%
...Expand
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

(1R,2R)-2-{[(4-methoxybenzyl)oxy]methyl}cyclohexanecarbaldehyde

(1R,2R)-2-{[(4-methoxybenzyl)oxy]methyl}cyclohexanecarbaldehyde

Conditions
ConditionsYield
Stage #1: (+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -60℃; Inert atmosphere;
Stage #2: With triethylamine In dichloromethane at -50 - 20℃; Inert atmosphere;		94%
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

(1R,2R)-(-)-trans-cyclohexane-1,2-diylbis(methylene)dimethanesulfonate
186204-35-3

(1R,2R)-(-)-trans-cyclohexane-1,2-diylbis(methylene)dimethanesulfonate

Conditions
ConditionsYield
With triethylamine at 0 - 5℃; Industrial scale;92.6%
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;92%
With triethylamine In chloroform at 0 - 20℃; for 5h;90.8%
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

(R)-trans-1,2-bis-(toluene-4-sulfonyloxymethyl)-cyclohexane
3205-36-5, 7436-01-3, 59461-66-4, 62208-94-0, 76155-28-7, 95810-29-0

(R)-trans-1,2-bis-(toluene-4-sulfonyloxymethyl)-cyclohexane

Conditions
ConditionsYield
With triethylamine In dichloromethane at -10 - 0℃; for 3h; Concentration;92.5%
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

C18H17N3O2S

C18H17N3O2S

C32H38N6O4S2

C32H38N6O4S2

Conditions
ConditionsYield
Stage #1: (+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane With sodium hydroxide In tetrahydrofuran
Stage #2: C18H17N3O2S In tetrahydrofuran at 70℃; for 2h; Reagent/catalyst; Solvent; Temperature;		74%
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

C18H17N3O2S

C18H17N3O2S

C20H27N3O3S

C20H27N3O3S

Conditions
ConditionsYield
Stage #1: (+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane With sodium hydroxide In tetrahydrofuran
Stage #2: C18H17N3O2S In tetrahydrofuran at -10℃;		32%
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

trans-8-oxabicyclo[4.3.0]nonan-7-ol

trans-8-oxabicyclo[4.3.0]nonan-7-ol

Conditions
ConditionsYield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water; dimethyl sulfoxide at 23℃; for 2h;
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

ethyl (+/-)-(2E)-3-[(1RS,2SR)-2-(hydroxymethyl)-cyclohexyl]-2-propenoate

ethyl (+/-)-(2E)-3-[(1RS,2SR)-2-(hydroxymethyl)-cyclohexyl]-2-propenoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: o-iodoxybenzoic acid / dimethylsulfoxide; H2O / 2 h / 23 °C
2: benzene / 16 h / Heating
View Scheme
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

ethyl (+/-)-(2E)-3-[(1RS,2SR)-2-(iodomethyl)cyclohexyl]-2-propenoate

ethyl (+/-)-(2E)-3-[(1RS,2SR)-2-(iodomethyl)cyclohexyl]-2-propenoate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: o-iodoxybenzoic acid / dimethylsulfoxide; H2O / 2 h / 23 °C
2: benzene / 16 h / Heating
3: 94 percent / triethylamine / CH2Cl2 / 0 °C
4: 84 percent / sodium iodide / acetone / 14 h / Heating
View Scheme
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

ethyl (+/-)-(2E)-3-{(1RS,2SR)-2-[(methanesulfonyloxy)methyl]cyclohexane}-2-propenoate

ethyl (+/-)-(2E)-3-{(1RS,2SR)-2-[(methanesulfonyloxy)methyl]cyclohexane}-2-propenoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: o-iodoxybenzoic acid / dimethylsulfoxide; H2O / 2 h / 23 °C
2: benzene / 16 h / Heating
3: 94 percent / triethylamine / CH2Cl2 / 0 °C
View Scheme
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

(+/-)-(1RS,3aSR,7aSR)-1,3,3a,4,5,6,7,7a-octahydrobenzo[c]thiophene-1-acetic acid

(+/-)-(1RS,3aSR,7aSR)-1,3,3a,4,5,6,7,7a-octahydrobenzo[c]thiophene-1-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: o-iodoxybenzoic acid / dimethylsulfoxide; H2O / 2 h / 23 °C
2: benzene / 16 h / Heating
3: 94 percent / triethylamine / CH2Cl2 / 0 °C
4: 84 percent / sodium iodide / acetone / 14 h / Heating
5: 97 percent / ethanol / 120 h / Heating
6: 75 percent / potassium hydroxide; water / 8 h / Heating
View Scheme
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

(+/-)-(1SR,3aSR,7aSR)-1,3,3a,4,5,6,7,7a-octahydrobenzo[c]thiophene-1-acetic acid

(+/-)-(1SR,3aSR,7aSR)-1,3,3a,4,5,6,7,7a-octahydrobenzo[c]thiophene-1-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: o-iodoxybenzoic acid / dimethylsulfoxide; H2O / 2 h / 23 °C
2: benzene / 16 h / Heating
3: 94 percent / triethylamine / CH2Cl2 / 0 °C
4: 84 percent / sodium iodide / acetone / 14 h / Heating
5: 97 percent / ethanol / 120 h / Heating
6: 10 percent Chromat. / potassium hydroxide; water / 8 h / Heating
View Scheme
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

ethyl (+/-)-(1RS,3aSR,7aSR)-2-benzyl-2,3,3a,4,5,6,7,7a-octahydro-1H-isoindole-1-acetate

ethyl (+/-)-(1RS,3aSR,7aSR)-2-benzyl-2,3,3a,4,5,6,7,7a-octahydro-1H-isoindole-1-acetate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: o-iodoxybenzoic acid / dimethylsulfoxide; H2O / 2 h / 23 °C
2: benzene / 16 h / Heating
3: 94 percent / triethylamine / CH2Cl2 / 0 °C
4: 84 percent / sodium iodide / acetone / 14 h / Heating
5: 70 percent / triethylamine / 120 h / Heating
View Scheme
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

(E)-3-((1R,2S)-2-Carbamimidoylsulfanylmethyl-cyclohexyl)-acrylic acid ethyl ester; hydriodide

(E)-3-((1R,2S)-2-Carbamimidoylsulfanylmethyl-cyclohexyl)-acrylic acid ethyl ester; hydriodide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: o-iodoxybenzoic acid / dimethylsulfoxide; H2O / 2 h / 23 °C
2: benzene / 16 h / Heating
3: 94 percent / triethylamine / CH2Cl2 / 0 °C
4: 84 percent / sodium iodide / acetone / 14 h / Heating
5: 97 percent / ethanol / 120 h / Heating
View Scheme
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
65376-05-8

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

(3aR)-trans-octahydro-isobenzofuran
4743-54-8, 10479-79-5, 13149-01-4

(3aR)-trans-octahydro-isobenzofuran

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine
2: aqueous KOH-solution
View Scheme

(1R,2R)-1,2-Cyclohexanedimethanol Specification

The (1R,2R)-1,2-Cyclohexanedimethanol, with the CAS registry number of 65376-05-8, is also known as (1R,2R)-1,2-Bis(hydroxymethyl)cyclohexane. The molecular formula of this chemical is C8H16O2 and its molecular weight is 144.21144. What's more, its systematic name is (1R,2R)-Cyclohexane-1,2-diyldimethanol.

Physical properties about (1R,2R)-1,2-Cyclohexanedimethanol are: (1)ACD/LogP: 0.53; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.53; (4)ACD/LogD (pH 7.4): 0.53; (5)ACD/BCF (pH 5.5): 1.48; (6)ACD/BCF (pH 7.4): 1.48; (7)ACD/KOC (pH 5.5): 46.15; (8)ACD/KOC (pH 7.4): 46.15; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.47; (14)Molar Refractivity: 40.12 cm3; (15)Molar Volume: 143.5 cm3; (16)Polarizability: 15.9×10-24 cm3; (17)Surface Tension: 40.5 dyne/cm; (18)Density: 1.004 g/cm3; (19)Flash Point: 129 °C; (20)Enthalpy of Vaporization: 59.01 kJ/mol; (21)Boiling Point: 270.1 °C at 760 mmHg; (22)Vapour Pressure: 0.000923 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: OC[C@@H]1CCCC[C@H]1CO
(2) InChI: InChI=1/C8H16O2/c9-5-7-3-1-2-4-8(7)6-10/h7-10H,1-6H2/t7-,8-/m0/s1
(3) InChIKey: XDODWINGEHBYRT-YUMQZZPRBI

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View