| Identification | Back Directory | [Name]
CIS-1,4-CYCLOHEXANEDIOL | [CAS]
931-71-5 | [Synonyms]
cis-Chinit
cis-Quinitol
cis-4-cyclohexanediol
CIS-1,4-CYCLOHEXANEDIOL
cis-cyclohexane-1,4-diol
1,4-Cyclohexanediol, cis-
cis-Hexahydrohydroquinone
TRANS-1,4-CYLCLOHEXANEDIOL
cis-1,4-Cyclohexanediol >
cis-1,4-Dihydroxycyclohexane
(1s,4s)-cyclohexane-1,4-diol
cis-1,4-Cyclohexanediol | [EINECS(EC#)]
213-240-8 | [Molecular Formula]
C6H12O2 | [MDL Number]
MFCD00075462 | [MOL File]
931-71-5.mol | [Molecular Weight]
116.16 |
| Chemical Properties | Back Directory | [Melting point ]
98-100 ºC | [Boiling point ]
150 ºC | [density ]
1.156±0.06 g/cm3(Predicted) | [Fp ]
65 ºC | [storage temp. ]
2-8°C | [pka]
14.75±0.40(Predicted) | [InChI]
InChI=1S/C6H12O2/c7-5-1-2-6(8)4-3-5/h5-8H,1-4H2/t5-,6+ | [InChIKey]
VKONPUDBRVKQLM-OLQVQODUSA-N | [SMILES]
[C@@H]1(O)CC[C@H](O)CC1 | [CAS DataBase Reference]
931-71-5 | [EPA Substance Registry System]
1,4-Cyclohexanediol, cis- (931-71-5) |
| Hazard Information | Back Directory | [Uses]
cis-1,4-Cyclohexanediol is an metabolite of side-chain of candesartan cilexetil (C175580), on digoxin-induced arrhythmias in dogs with congestive heart failure. | [Purification Methods]
Crystallise the cis-diol from acetone (charcoal), then dry and sublime it under vacuum. It also crystallises from Me2CO or Me2CO/*C6H6. The diacetate has m 40.6-41.1o (from pet ether or 34-36o from EtOH). [Grob & Baumann Helv Chim Acta 38 604 1955, Owen & Robins J Chem Soc 320 1949, Beilstein 6 III 4080, 6 IV 5209.] | [Structure and conformation]
Chair conformation:
this form of cis-1, 4-cyclohexane diol is most stable,
there will be a strong intramolecular hydrogen bonding. In cyclohexane boat form 1, 4 interaction is know as Flagpole interaction which makes it unstable. But in this case, ?OH groups are present instead of hydrogen and there will be a strong hydrogen bonding and no flagpole interaction. Hence, diaxial boat form is more stable. |
|
| Company Name: |
CHIRIAL CO.LTD Gold
|
| Tel: |
025-58218501 19941513806 |
| Website: |
https://www.chirial.com |
|