3-Cyclohexene-1,1-dimethanol

Base Information

• Chemical Name: 3-Cyclohexene-1,1-dimethanol
• CAS No.: 2160-94-3
• Molecular Formula: C8H14 O2
• Molecular Weight: 142.198
• Hs Code.: 2906199090
• European Community (EC) Number: 218-481-2
• NSC Number: 112688
• DSSTox Substance ID: DTXSID40175968
• Nikkaji Number: J72.728H
• Wikidata: Q69756822
• Mol file: 2160-94-3.mol

Synonyms:3-CYCLOHEXENE-1,1-DIMETHANOL;2160-94-3;cyclohex-3-ene-1,1-diyldimethanol;[1-(hydroxymethyl)cyclohex-3-en-1-yl]methanol;4,4-Bis(hydroxymethyl)cyclohexene;1,1-Bis(hydroxymethyl)-3-cyclohexene;4,4-Bis(hydroxymethyl)-1-cyclohexene;EINECS 218-481-2;Cyclohex-2-ene-1,1-dimethanol;NSC 112688;BRN 2040659;NSC112688;SCHEMBL230030;1,1-dimethylol-3-cyclohexene;3-Cyclohexene-1.1-dimethanol;YXEBFFWTZWGHEY-UHFFFAOYSA-;DTXSID40175968;CAA16094;4,4-bis[(hydroxy)methyl]cyclohexene;STK709214;AKOS005258313;NSC-112688;LS-57506;CS-0318303;FT-0615561;[1-(hydroxymethyl)-1-cyclohex-3-enyl]methanol;EN300-344180;3-06-00-04131 (Beilstein Handbook Reference);A878995

Chemical Property of 3-Cyclohexene-1,1-dimethanol

Chemical Property:

• Vapor Pressure: 0.0119mmHg at 25°C
• Melting Point: 88-90 °C(lit.)
• Refractive Index: 1.4504 (estimate)
• Boiling Point: 115 °C (0.4 mmHg)
• PKA: 14.66±0.10(Predicted)
• Flash Point: 105°C
• PSA: 40.46000
• Density: 1.05g/cm³
• LogP: 0.69750
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

97% ^*data from raw suppliers

Cyclohex-3-ene-1,1-diyldimethanol 95+% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC(CC=C1)(CO)CO
• Uses: 3-Cyclohexene-1,1-dimethanol can be used to prepare epoxy resins.

Technology Process of 3-Cyclohexene-1,1-dimethanol

There total 5 articles about 3-Cyclohexene-1,1-dimethanol 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:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-Cyclohexene-1-carboxaldehyde (100-50-5,61746-36-9) → 4,4-bis(hydroxylmethyl)cyclohexene (2160-94-3)

Guidance literature:

With potassium hydroxide; In ethanol; Heating;

Reference yield:

→ 4,4-bis(hydroxylmethyl)cyclohexene (2160-94-3)

Guidance literature:

With methanol; formaldehyd; at 70 ℃; weiteres Reagens: KOH; weitere Angaben: zuletzt bei Siedetemperatur;

DOI:10.1021/ja01259a002

Reference yield:

cyclohex-3-ene-1,1-dicarboxylic acid diethyl ester (38511-09-0) → 4,4-bis(hydroxylmethyl)cyclohexene (2160-94-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 7h;

DOI:10.1021/ol0483293

upstream raw materials:

formaldehyd

3-Cyclohexene-1-carboxaldehyde

cyclohex-3-ene-1,1-dicarboxylic acid diethyl ester

Downstream raw materials:

4,4-bis<(mesyloxy)methyl>-1-cyclohexene

4,4-Bis(brommethyl)-1-cyclohexen

4,4-ditrityloxymethylcyclohexene

4-amino-1,1-bis(hydroxymethyl)-cyclohexane

Refernces

Novel non-nucleosidic phosphoramidites for oligonucleotide modification and labeling

10.1016/S0960-894X(97)00278-3

The research focuses on the synthesis of novel non-nucleosidic phosphoramidites and controlled pore glass (CPG) supports, which are based on a cyclohexyl-4-amino-1,1-dimethanol backbone. The purpose of this study was to develop a series of reagents that could be used to label oligonucleotides with biotin and fluorescein at various positions, including the 5'-, 3'-, and internal sites. The researchers aimed to improve the efficiency of synthesis and mimic the stereochemical properties of the natural polynucleotide backbone, while also keeping the reporter groups away from the oligonucleotide chain to enhance hybridization efficiency. The key chemicals used in the process included 3-cyclohexene-1,1-dimethanol, benzoyl chloride, sodium borohydride, BF3-Et2O, hydroxylamine-O-sulfonic acid, biotin-N-hydroxysuccinimide ester (biotin-NHSu), fluorescein-NHSu, and various other reagents for the protection, deprotection, and coupling steps. The conclusions of the research were that these novel biotin, fluorescein, and amino labeled phosphoramidites and CPG supports could be used advantageously for the introduction of multiple reporter groups onto oligonucleotides in a cost-effective and efficient manner, retaining the natural 3-carbon atom internucleotide phosphate distance in DNA/RNA, which does not affect the hybridization and annealing properties of the duplex.