1,4-Cyclohexanedimethanol
Product Information
Molecular Formula
C8H16O2
Molecular Weight
144.21
Description
1,4-Cyclohexanedimethanol (CAS# 105-08-8) is extensively used as cross-linking reagent in polymer industry. It has been used in the synthesis of polyketal copolymers. It was used as diol comonomer during the synthesis of polyester-carbonates based on 1,3-propylene-co-1,4-cyclohexanedimethylene succinate.
Synonyms
[4-(hydroxymethyl)cyclohexyl]methanol
IUPAC Name
[4-(hydroxymethyl)cyclohexyl]methanol
SMILES
C1CC(CCC1CO)CO
InChI
InChI=1S/C8H16O2/c9-5-7-1-2-8(6-10)4-3-7/h7-10H,1-6H2
InChI Key
YIMQCDZDWXUDCA-UHFFFAOYSA-N
Boiling Point
162 °C / 9.8 mmHg
Melting Point
31.5°C
Flash Point
166 °C
Purity
98 %
Density
1.004 g/cm3
Solubility
water, 4312 mg/L @ 25 °C (est)
Appearance
White or colorless to almost white or almost colorless powder to lump to clear liquid
Application
Used in polyester films and protective coatings; for the reduction of reaction time in esterification; as a chemical intermediate for linear polyester fibers, polyester resins, unsaturated resins, high performance polyester enamels, polyurethane foams and elastomers, cyclohexane dimethanol glycidyl ether, and for its dimethacrylate ester derivative.
Refractive Index
1.47
LogP
0.77740
Vapor Pressure
3.08X10-4 mm Hg at 25 °C
Henry's Law Constant
6.4X10-11 atm-cu m/mol at 25 °C (est)
Decomposition
When heated to decomposition it emits acrid smoke and fumes
Dissociation Constants
pKa = 17.6 (est)
Odor
Sweet (1,3/1,4-cyclohexanedimethanol mixture)
Safety Information
Hazards
H318
Precautionary Statement
P264, P280, P305+P351+P338, P310, and P337+P313
Signal Word
Danger
Computed Properties
XLogP3
0.6
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
2
Exact Mass
144.115029749 g/mol
Monoisotopic Mass
144.115029749 g/mol
Topological Polar Surface Area
40.5Ų
Heavy Atom Count
10
Formal Charge
0
Complexity
73.3
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| DE-102020208951-A1 | Process for coloring keratinic material, comprising the use of an organosilicon compound, a phosphoric acid ester and a coloring compound | 2020-07-17 |
| DE-102020208952-A1 | Pigment suspension and cosmetic product manufactured using the pigment suspension | 2020-07-17 |
| WO-2022012806-A1 | Pigment suspension and cosmetic agent prepared using the pigment suspension | 2020-07-17 |
| WO-2022012808-A1 | Method for dyeing keratinous material, comprising the use of an organosilicon compound, a phosphoric acid ester and a dyeing compound | 2020-07-17 |
| DE-102020204541-A1 | A method of coloring keratinic material, comprising the use of an organosilicon compound, a polysaccharide, a coloring compound and an aftertreatment agent | 2020-04-08 |
| WO-2021204441-A1 | Method for dyeing keratin material, comprising the use of a organosilicon compound, a polysaccharide, a coloring compound and a post-treatment agent | 2020-04-08 |
| US-11028217-B1 | Thermoplastic polyurethane compositions comprising nitro-substituted polyester diols | 2020-03-13 |
| US-10807063-B1 | Device and method for continuously manufacturing acrylate compound | 2019-12-31 |
| US-2021187361-A1 | Golf ball | 2019-12-23 |
| WO-2021123347-A1 | Process for the cosmetic treatment of keratin fibres using a rare-earth metal and a particular polymer | 2019-12-20 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 31836225 | 2020-05-15 | A tiered high-throughput screening approach for evaluation of estrogen and androgen receptor modulation by environmentally relevant bisphenol A substitutes | The Science of the total environment |
| 32023790 | 2020-04-01 | Bisphenol A and its substitutes regulate human B cell survival via Nrf2 expression | Environmental pollution (Barking, Essex : 1987) |
| 26289545 | 2015-11-01 | Effect of chronic exposure to two components of Tritan copolyester on Daphnia magna, Moina macrocopa, and Oryzias latipes, and potential mechanisms of endocrine disruption using H295R cells | Ecotoxicology (London, England) |
| 22343188 | 2012-06-01 | Lack of androgenicity and estrogenicity of the three monomers used in Eastman's Tritan™ copolyesters | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association |
| 21732135 | 2012-02-01 | Study on the enzymatic degradation of PBS and its alcohol acid modified copolymer | Biodegradation |
| 20699060 | 2011-01-01 | A biodegradable and biocompatible drug-delivery system based on polyoxalate microparticles | Journal of biomaterials science. Polymer edition |
| 21110566 | 2010-11-01 | Properties of photocured epoxy resin materials for application in piezoelectric ultrasonic transducer matching layers | The Journal of the Acoustical Society of America |
| 20112991 | 2010-03-08 | Polyoxalate nanoparticles as a biodegradable and biocompatible drug delivery vehicle | Biomacromolecules |
| 20482988 | 2010-01-01 | Development of biodegradable polyurethane scaffolds using amino acid and dipeptide-based chain extenders for soft tissue engineering | Journal of biomaterials science. Polymer edition |
| 18620358 | 2008-08-15 | Use of cyclohexanedimethanol as a nonflammable organic solvent for industrial scale reversed phase chromatography | Journal of chromatography. A |
