CIS-2,5-BISHYDROXYMETHYL-TETRAHYDROFURAN

Base Information

• Chemical Name: CIS-2,5-BISHYDROXYMETHYL-TETRAHYDROFURAN
• CAS No.: 2144-40-3
• Molecular Formula: C6H12 O3
• Molecular Weight: 132.159
• Hs Code.: 2932190090
• Mol file: 2144-40-3.mol

Synonyms:2,5-Furandimethanol,tetrahydro-, cis- (8CI); cis-2,5-Bis(hydroxymethyl)tetrahydrofuran

Chemical Property of CIS-2,5-BISHYDROXYMETHYL-TETRAHYDROFURAN

Chemical Property:

• Melting Point: 130.5 °C(Solv: benzene (71-43-2); ethyl ether (60-29-7))
• Boiling Point: 261.6°Cat760mmHg
• PKA: 14.14±0.10(Predicted)
• Flash Point: 112°C
• PSA: 49.69000
• Density: 1.13g/cm³
• LogP: -0.48140
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

((2R,5S)-Tetrahydrofuran-2,5-diyl)dimethanol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: 2,5-Bishydroxymethyl Tetrahydrofuran is a tetrahydrofuran compound substituted with two hydroxymethyl groups. 2,5-Bishydroxymethyl Tetrahydrofuran is potentially useful as a fragment for the synthesis of small molecules, nucleoside derivatives, and materials.
• Physical properties: CIS-2,5-BISHYDROXYMETHYL-TETRAHYDROFURAN is?an oily liquid substance,it can be soluble in Chloroform, Ethyl Acetate and Methanol.
• Uses: 2,5-Bishydroxymethyl Tetrahydrofuran?is a bishydroxymethyl-substituted THF compound,It can be used as an intermediate in organic synthesis.

Technology Process of CIS-2,5-BISHYDROXYMETHYL-TETRAHYDROFURAN

There total 121 articles about CIS-2,5-BISHYDROXYMETHYL-TETRAHYDROFURAN 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: 25.4%

5-hydroxymethyl-tetrahydrofuran-2-carbaldehyde (69924-30-7) → 2,5-dimethyltetrahydrofuran (1003-38-9) + tetrahydrofuran-2,5-dimethanol (104-80-3,1122-89-0,2144-40-3,81370-88-9,81370-89-0) + 2,5-dimethylfuran (625-86-5) + 2-hydroxymethyl-5-methylfuran (3857-25-8) + 5-methyltetrahydro-2-furaldehyde (37493-29-1)

Guidance literature:

With hydrogen; In 1,4-dioxane; at 180 ℃; for 4h; under 9000.9 Torr; Reagent/catalyst; Overall yield = 100 %; Catalytic behavior;

DOI:10.1039/c5gc00062a

Reference yield: 13.0%

2,5-dimethylfuran (625-86-5) → 2,5-dimethyltetrahydrofuran (1003-38-9) + tetrahydro-5-methyl-2-furanmethanol (6126-49-4) + tetrahydrofuran-2,5-dimethanol (104-80-3,1122-89-0,2144-40-3,81370-88-9,81370-89-0)

Guidance literature:

With palladium on activated charcoal; hydrogen; In tetrahydrofuran; at 150 ℃; under 6000.6 Torr;

DOI:10.1002/cssc.201402530

Reference yield: 11.0%

5-hydroxymethyl-tetrahydrofuran-2-carbaldehyde (69924-30-7) → 2,5-dimethyltetrahydrofuran (1003-38-9) + tetrahydrofuran-2,5-dimethanol (104-80-3,1122-89-0,2144-40-3,81370-88-9,81370-89-0) + 2,5-dimethylfuran (625-86-5) + 2,5-bis-(hydroxymethyl)furan (1883-75-6) + 2-hydroxymethyl-5-methylfuran (3857-25-8) + 5-methyltetrahydro-2-furaldehyde (37493-29-1)

Guidance literature:

With hydrogen; In 1,4-dioxane; at 180 ℃; for 4h; under 9000.9 Torr; Overall yield = 100 %; Catalytic behavior;

DOI:10.1039/c5gc00062a

upstream raw materials:

5-hydroxymethyl-2-furfuraldehyde

cis-2,5-bis(methoxycarbonyl)tetrahydrofuran

cis-tetrahydro-furan-2,5-dicarboxylic acid diethyl ester

2,5-bis-(hydroxymethyl)furan

Downstream raw materials:

2,5-Bis-acetoxymethyl-tetrahydro-furan

(20R,23S)-31,33,34,35-tetrakis(phenylmethoxy)-18,25,32-trioxahexacyclo<25.3.1.1^2,6.1^7,11.1^12,16.1^20,23>pentatriconta-1(31),2,4,6(35),7,9,11(34),12,14,16(33),27,29-dodecaene

(20R,23S)-14,29-Dimethyl-4-<2,4-dinitro-6-(trifluoromethyl)anilino>-31,33,34,35-tetraethoxy-18,25,32-trioxahexacyclo<25.3.1.1^2,6.1^7,11.1^12,16.1^20,23>pentatriaconta-1(31),2,4,6(35),7,9,11(34),12,14,16(33),27,29-dodecaene

(20R,23S)-14,29-Dimethyl-31,33,34,35-tetraethoxy-4-(2,4,6-trinitroanilino)-18,25,32-trioxahexacyclo<25.3.1.1^2,6.1^7,11.1^12,16.1^20,23>pentatriaconta-1(31),2,4,6(35),7,9,11(34),12,14,16(33),27,29-dodecaene

Refernces

• 1、 Krishna, Siddarth H.,McClelland, Daniel J.,Rashke, Quinn A.,Dumesic, James A.,Huber, George W.. "Hydrogenation of levoglucosenone to renewable chemicals". . p. 1278 - 1285. Retrieved 2017.
• 2、 Klein,Rojahn. "-". . p. 2353,2358. Retrieved 1965.
• 3、 Grilc, M.,Likozar, B.,Pomeroy, Brett. "Process condition-based tuneable selective catalysis of hydroxymethylfurfural (HMF) hydrogenation reactions to aromatic, saturated cyclic and linear poly-functional alcohols over Ni-Ce/Al2O3". supporting information. p. 7996 - 8002. Retrieved 2021/11/01.
• 4、 -. "Preparation method 2 and 5 - tetrahydrofuran dimethanol". Paragraph 0072-0106. . Retrieved 2021/11/19.