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| CAS No.: | 65376-05-8 |
|---|---|
| Name: | (1R,2R)-1,2-Cyclohexanedimethanol |
| Article Data: | 14 |
| Molecular Structure: | |
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| Formula: | C8H16O2 |
| Molecular Weight: | 144.214 |
| Synonyms: | (1R,2R)-Cyclohexane-1,2-diyldimethanol;(1R,2R)-1,2-Bis(hydroxymethyl)cyclohexane; |
| EINECS: | 692-053-7 |
| Density: | 1.004 g/cm3 |
| Melting Point: | 63.0 to 67.0 °C |
| Boiling Point: | 270.1 °C at 760 mmHg |
| Flash Point: | 129 °C |
| PSA: | 40.46000 |
| LogP: | 0.77740 |
- 81281-59-67-Benzylideneaminotheophylline
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- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 68439-39-4Poly(oxy-1,2-ethanediyl), alpha-(2-ethylhexyl)-omega-hydroxy-,
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- 958254-66-51H-Imidazo[4,5-b]pyridine-2-carboxaldehyde, 1-methyl-, hydrochloride
- 99170-93-1N-Methyl-2-oxazolamine
- 717878-06-31-(4-fluorophenyl)-4-nitro-1H-imidazole
- 914458-26-7[5-(2-fluorophenyl)-1-pentyl-1H-pyrrol-3-yl]-1-naphthalenyl-Methanone
- 894852-01-87-BROMO-2,2-DIMETHYL-2H-PYRIDO[3,2-B][1,4]OXAZIN-3(4H)-ONE
- 140459-96-7
(1R,2R)-1,2-cyclohexanedicarboxylic acid dimethyl ester
- 65376-05-8
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
| Conditions | Yield |
|---|---|
| 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; |
- 46022-05-3
(1R,2R)-(-)-trans-cyclohexane-1,2-dicarboxylic acid
- 65376-05-8
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
| Conditions | Yield |
|---|---|
| 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 |
- 65376-04-7
(-)-(1R,2R)-trans-2-(hydroxymethyl)cyclohexanoic acid
- 65376-05-8
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In diethyl ether for 12h; Heating; | 80% |
| With lithium aluminium tetrahydride |
- 65376-05-8
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; for 19h; Inert atmosphere; | 76% |
- 76155-27-6
(+/-)-trans-2-(hydroxymethyl)cyclohexylmethanol
- 65376-05-8
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
| Conditions | Yield |
|---|---|
| With C11H19NO |
- 76155-27-6
(+/-)-trans-2-(hydroxymethyl)cyclohexylmethanol
A
- 57280-65-6, 65376-04-7, 80795-84-2, 93379-40-9
trans-2-(hydroxymethyl)cyclohexanecarboxylic acid
B
- 65376-05-8
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
C
- 3205-34-3
(1S,2S)-(–)-1,2-di(hydroxymethyl)cyclohexane
D
- 65376-04-7
(-)-(1R,2R)-trans-2-(hydroxymethyl)cyclohexanoic acid
| Conditions | Yield |
|---|---|
| With sodium hydroxide; NAD; silver nitrate; glycine; Flavin mononucleotide Product distribution; multistep reaction, other trans-diols, stereospecificity; |
- 96946-89-3
diethyl trans-1,2,3,6-tetrahydrophthalate
- 65376-05-8
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
| Conditions | Yield |
|---|---|
| Stage #1: diethyl trans-1,2,3,6-tetrahydrophthalate With hydrogen; palladium on activated charcoal Stage #2: With lithium aluminium tetrahydride |
- 65376-03-6
(3aR,7aS)-1,3,3a,4,7,7a-hexahydroisobenzofuran-1-one
- 65376-05-8
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
| Conditions | Yield |
|---|---|
| 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 |
- 15753-50-1
cis-1,2-cyclohexanedimethanol
- 65376-05-8
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
| Conditions | Yield |
|---|---|
| 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 |
- 439919-46-7
cis-1,6-dihydroxymethyl-3-cyclohexene
- 65376-05-8
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane
| Conditions | Yield |
|---|---|
| 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 |
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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