1-(Hydroxymethyl)cyclohexanol

Base Information

• Chemical Name: 1-(Hydroxymethyl)cyclohexanol
• CAS No.: 15753-47-6
• Molecular Formula: C7H14 O2
• Molecular Weight: 130.187
• European Community (EC) Number: 852-020-1
• NSC Number: 71538
• DSSTox Substance ID: DTXSID40290862
• Nikkaji Number: J803.619E
• Wikidata: Q82028660
• Mol file: 15753-47-6.mol

Synonyms:15753-47-6;1-(hydroxymethyl)cyclohexanol;1-(hydroxymethyl)cyclohexan-1-ol;1-methylolcyclohexan-1-ol;Cyclohexanemethanol, 1-hydroxy-;NSC71538;hydroxymethyl cyclohexanol;(hydroxymethyl)cyclohexanol;1-hydroxymethyl-cyclohexanol;NCIOpen2_000536;SCHEMBL18763;DTXSID40290862;1-(hydroxymethyl)-1-cyclohexanol;BGZGQDDKQNYZID-UHFFFAOYSA-N;1-(hydroxymethyl)-cyclohexan-1-ol;MFCD00956115;NSC-71538;AKOS014320890;BS-12484;FT-0652016;EN300-199144;A809849

Chemical Property of 1-(Hydroxymethyl)cyclohexanol

Chemical Property:

• Vapor Pressure: 0.00567mmHg at 25°C
• Boiling Point: 242.8°Cat760mmHg
• Flash Point: 114.8°C
• Density: 1.08g/cm³
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 130.099379685
• Heavy Atom Count: 9
• Complexity: 84.9

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)(CO)O

Technology Process of 1-(Hydroxymethyl)cyclohexanol

There total 39 articles about 1-(Hydroxymethyl)cyclohexanol 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: 95.0%

1-[(2-pyridyldimethylsilyl)methyl]cyclohexanol → 1-(hydroxymethyl)cyclohexanol (15753-47-6)

Guidance literature:

With potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate; In tetrahydrofuran; methanol; at 50 ℃;

DOI:10.1016/S0040-4039(99)01028-X

Reference yield: 95.0%

1,3-dioxa-spiro[4.5]decane (176-97-6) → 1-(hydroxymethyl)cyclohexanol (15753-47-6)

Guidance literature:

1,3-dioxa-spiro[4.5]decane; With [2,2]bipyridinyl; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.3h; Inert atmosphere;

With hydrogenchloride; water; In diethyl ether; at 20 ℃; for 1h;

DOI:10.1248/cpb.58.426

Reference yield: 88.0%

1-acetoxy-1-acetoxymethyl-cyclohexane (104178-78-1) → 1-(hydroxymethyl)cyclohexanol (15753-47-6)

Guidance literature:

With potassium carbonate; In methanol;

DOI:10.1016/S0040-4039(00)74346-2

upstream raw materials:

diazomethane

cyclohexanone

1-oxaspiro(2.5)octane

1-hydroxy-cyclohexanecarboxylic acid

Downstream raw materials:

1-cyclohexen-1-ylmethyl acetate

1-(Butyl-di-tert-butyl-silanyloxy)-cyclohexanecarbaldehyde

(1-methylcyclohexyl)methanol

cyclohexanecarbaldehyde

Refernces

• 1、 Zhang, Yong-Qiang,Poppel, Christina,Panfilova, Anastasia,Bohle, Fabian,Grimme, Stefan,Gans?uer, Andreas. "SN2 Reactions at Tertiary Carbon Centers in Epoxides". supporting information. p. 9719 - 9722. Retrieved 2017/08/08.
• 2、 Griesbeck, Axel G.,Reckenthaeler, Melissa. "Homogeneous and heterogeneous photoredoxcatalyzed hydroxymethylation of ketones and keto esters: Catalyst screening, chemoselectivity and dilution effects". supporting information. p. 1143 - 1150. Retrieved 2014/06/09.