1,4-Cyclohexanediol

Base Information

• Chemical Name: 1,4-Cyclohexanediol
• CAS No.: 556-48-9
• Molecular Formula: C6H12O2
• Molecular Weight: 116.16
• Hs Code.: 29061900
• European Community (EC) Number: 209-126-2,213-240-8,615-039-4
• NSC Number: 5730,5651
• DSSTox Substance ID: DTXSID20871178,DTXSID60878843,DTXSID60883614
• Nikkaji Number: J6.477G,J7.179J,J81.313C
• Wikidata: Q16912255,Q72459696
• ChEMBL ID: CHEMBL3948618
• Mol file: 556-48-9.mol

Synonyms:(cis)-isomer of 1,4-cyclohexanediol;(trans)-isomer of 1,4-cyclohexanediol;1,4-cyclohexanediol;cis-1,4-cyclohexanediol;trans-1,4-cyclohexanediol

Chemical Property of 1,4-Cyclohexanediol

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 0.00301mmHg at 25°C
• Melting Point: 98-100 °C(lit.)
• Refractive Index: 1.526
• Boiling Point: 252.4 °C at 760 mmHg
• PKA: 14.75±0.40(Predicted)
• Flash Point: 65.6 °C
• PSA: 40.46000
• Density: 1.156 g/cm³
• LogP: 0.28220
• Storage Temp.: Store below +30°C.
• Water Solubility.: It is highly soluble in water.
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 116.083729621
• Heavy Atom Count: 8
• Complexity: 54.9

Purity/Quality:

98% ^*data from raw suppliers

1,4-Cyclohexanediol(Cis/TransMixture) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: C1CC(CCC1O)O
• Uses: 1,4-cyclohexanediol be used in the production of polyester fibers and organic intermediates etc. 1,4-Cyclohexanediol, cis + trans, is used as a chemical, organic, pharmaceutical intermediate. It is also used as an important intermediate for manufacturing of anti-Cancer and anti-Infective Drugs - dihydroartemisinin and dihydroartemisitene dimers. It is also used in co polyester resins.

Technology Process of 1,4-Cyclohexanediol

There total 41 articles about 1,4-Cyclohexanediol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

4-Benzyloxyphenol (103-16-2) → 1,4-Cyclohexanediol (556-48-9) + toluene (108-88-3,15644-74-3,16713-13-6)

Guidance literature:

With hydrogen; In n-heptane; at 140 ℃; for 6h; under 750.075 Torr; Catalytic behavior;

DOI:10.1021/acscatal.8b04611

Reference yield: 99.0%

1,4-Cyclohexanedione (637-88-7) → 1,4-Cyclohexanediol (556-48-9)

Guidance literature:

With samarium diiodide; water; In tetrahydrofuran; at 20 ℃;

DOI:10.1248/cpb.53.1017

Reference yield: 98.0%

(4-hydroxycyclohexyl) 4-methylbenzoate (1036648-32-4) → 1,4-Cyclohexanediol (556-48-9)

Guidance literature:

With methanol; samarium diiodide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; Reflux;

DOI:10.1021/ol900828x

upstream raw materials:

hydroquinone

1,4-Cyclohexanedione

(1S,4R)-Cyclohex-2-ene-1,4-diol

4-hydroxycyclohexanone

Downstream raw materials:

acetic acid-(4-bromo-cyclohexyl ester)

4-chlorocyclohexanol acetate

C₁₀H₁₆N₄O₈

1,4-diacetoxycyclohexane

Refernces

• 1、 Chen, Changzhou,Liu, Peng,Xia, Haihong,Zhou, Minghao,Jiang, Jianchun. "Catalytic transfer hydrogenation of 4-O-5 models in lignin-derived compounds to cycloalkanes over Ni-based catalysts". . p. 582 - 591. Retrieved 2020/12/01.
• 2、 Cao, Yanwei,Zheng, Huan,Zhu, Gangli,Wu, Haihong,He, Lin. "Ceria supported Ru0-Ruδ+ clusters as efficient catalyst for arenes hydrogenation". supporting information. p. 770 - 774. Retrieved 2020/08/24.