Tetrahydropyran-2-methanol

Base Information

• Chemical Name: Tetrahydropyran-2-methanol
• CAS No.: 100-72-1
• Molecular Formula: C6H12O2
• Molecular Weight: 116.16
• Hs Code.: 29329990
• European Community (EC) Number: 202-882-4
• NSC Number: 66493,5221
• UNII: JR71SUM5E9
• DSSTox Substance ID: DTXSID40870441
• Nikkaji Number: J35.394I
• Wikidata: Q27281647
• Mol file: 100-72-1.mol

Synonyms:TETRAHYDROPYRAN-2-METHANOL;100-72-1;oxan-2-ylmethanol;(oxan-2-yl)methanol;2-Hydroxymethyltetrahydropyran;2H-Pyran-2-methanol, tetrahydro-;(Tetrahydro-2H-pyran-2-yl)methanol;2-(Hydroxymethyl)tetrahydropyran;Pyran-2-methanol, tetrahydro-;Tetrahydropyran-2-carbinol;2-Tetrahydropyranilcarbinol;Tetrahydropyranyl-2-methanol;2-Methyloltetrahydro-1,4-pyran;2-Methanol tetrahydropyran;Tetrahydro-2H-pyran-2-ylmethanol;Tetrahydropyran-2-ylmethanol;Tetrahydro-2H-pyran-2-methanol;NSC 5221;2-Methanol, tetrahydropyran;EINECS 202-882-4;UNII-JR71SUM5E9;BRN 0102998;JR71SUM5E9;AI3-14307;NSC-5221;MFCD00006624;WLN: T6OTJ B1Q;5-17-03-00136 (Beilstein Handbook Reference);NSC 66493;Oxan-2-ylmethanol;Tetrahydropyran-2-methanol;tetrahydro-2-pyranylmethanol;SCHEMBL226684;2-hydroxymethyl-tetrahydropyran;(tetrahydropyran-2-yl)methanol;tetrahydro-pyran-2-yl-methanol;ROTONRWJLXYJBD-UHFFFAOYSA-;DTXSID40870441;NSC5221;Tetrahydropyran-2-methanol, 98%;AMY15433;BCP29810;NSC66493;Tetrahydro-2-hydroxymethyl-2H-pyran;Tetrahydro-2H-pyran-2-ylmethanol #;NSC-66493;AKOS000120206;AKOS016843228;AB00784;SB22788;(TETRAHYDRO-PYRAN-2-YL)-METHANOL;AS-53912;SY003220;3,4,5,6-tetrahydro-2H-pyran-2-methanol;HY-115051;LS-127319;CS-0034490;FT-0631527;T0952;EN300-20690;P17277;2-(HYDROXYMETHYL)TETRAHYDROPYRAN, (+/-)-;J-000204;J-524876;Q27281647;F0001-0026;Z104479808

Chemical Property of Tetrahydropyran-2-methanol

Chemical Property:

• Appearance/Colour: clear colourless to very slightly yellow liquid
• Vapor Pressure: 0.4 mm Hg ( 20 °C)
• Melting Point: 187 °C
• Refractive Index: n20/D 1.458(lit.)
• Boiling Point: 183.9 °C at 760 mmHg
• PKA: 14.48±0.10(Predicted)
• Flash Point: 93.3 °C
• PSA: 29.46000
• Density: 1 g/cm³
• LogP: 0.54780
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 116.083729621
• Heavy Atom Count: 8
• Complexity: 63.5

Purity/Quality:

98% ^*data from raw suppliers

Tetrahydropyran-2-methanol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: C1CCOC(C1)CO
• Uses: Chemical intermediate.

Technology Process of Tetrahydropyran-2-methanol

There total 53 articles about Tetrahydropyran-2-methanol 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:

D-talitol (643-03-8) → Tetrahydropyran-2-methanol (100-72-1) + 1,2-pentanediol (5343-92-0) + carbon dioxide (124-38-9,18923-20-1)

Guidance literature:

With hydrogen; at 224.84 ℃; under 21977.2 Torr; Inert atmosphere; Flow reactor;

DOI:10.1039/c3ra45179h

Reference yield:

D-talitol (643-03-8) → Tetrahydrofurfuryl alcohol (97-99-4) + Tetrahydropyran-2-methanol (100-72-1) + propan-1-ol (71-23-8) + propylene glycol (57-55-6,63625-56-9) + ethanol (64-17-5) + ethane (74-84-0) + propane (74-98-6) + carbon dioxide (124-38-9,18923-20-1) + n-butane (106-97-8,9003-29-6,9021-92-5) + pentane (109-66-0,8031-35-4,9078-70-0)

Guidance literature:

With hydrogen; at 224.84 ℃; under 21977.2 Torr; Inert atmosphere; Flow reactor;

DOI:10.1039/c3ra45179h

Reference yield:

D-talitol (643-03-8) → Tetrahydrofurfuryl alcohol (97-99-4) + Tetrahydropyran-2-methanol (100-72-1) + propan-1-ol (71-23-8) + propylene glycol (57-55-6,63625-56-9) + ethane (74-84-0) + propane (74-98-6) + n-hexan-2-one (591-78-6) + carbon dioxide (124-38-9,18923-20-1) + n-butane (106-97-8,9003-29-6,9021-92-5) + hexan-1-ol (111-27-3)

Guidance literature:

With hydrogen; at 244.84 ℃; under 21977.2 Torr; Inert atmosphere; Flow reactor;

DOI:10.1039/c3ra45179h

upstream raw materials:

[1,3]-dioxolan-2-one

hexane-1,2,6-triol

acrolein dimer

(3,6-dihydro-2H-pyran-2-yl)-methanol

Downstream raw materials:

bromo-phenyl-acetic acid tetrahydropyran-2-ylmethyl ester

methacrylic acid tetrahydropyran-2-ylmethyl ester

oxane-2-yl-methyl acetate

(tetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate

Refernces

• 1、 Hevko, John M.,Dua, Suresh,Bowie, John H.,Taylor, Mark S.. "Gas phase and condensed phase SNi reactions. The competitive six and seven centre cyclisations of the 5,6-epoxyhexoxide anion. A joint experimental and ab initio study. A comparison with SNi reactions of homologous epoxyalkoxide anions". . p. 457 - 464. Retrieved 1999.
• 2、 McDonald, Frank E.,Singhi, Aatur D.. "Syn-oxidative cyclizations of trishomoallylic alcohols: Stereoselective and stereospecific synthesis of trans-tetrahydropyranyl alcohols". . p. 7683 - 7686. Retrieved 1997.
• 3、 Bhaumik, Asim,Tatsumi, Takashi. "Intramolecular rearrangement of epoxides generated in situ over titanium silicate molecular sieves". . p. 349 - 356. Retrieved 1999.
• 4、 Hu, Xun,Westerhof, Roel J. M.,Wu, Liping,Dong, Dehua,Li, Chun-Zhu. "Upgrading biomass-derived furans via acid-catalysis/hydrogenation: The remarkable difference between water and methanol as the solvent". . p. 219 - 224. Retrieved 2015.
• 5、 Bhaumik, Asim,Tatsumi, Takashi. "Highly efficient and regioselective cyclization catalyzed by titanium silicate-1". . p. 463 - 464. Retrieved 1998.
• 6、 Matile, Stefan,Paraja, Miguel. "Primary Anion–π Catalysis of Epoxide-Opening Ether Cyclization into Rings of Different Sizes: Access to New Reactivity". supporting information. p. 6273 - 6277. Retrieved 2020/02/28.
• 7、 -. "PROCESS FOR PRODUCING 1,6-HEXANEDIOL". Page/Page column 0082; 0083. . Retrieved 2016/06/28.