5-Methylfurfuryl alcohol

Base Information

• Chemical Name: 5-Methylfurfuryl alcohol
• CAS No.: 3857-25-8
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• Hs Code.: 29321900
• European Community (EC) Number: 672-135-9
• UNII: 0JVO5EFA0A
• DSSTox Substance ID: DTXSID30191894
• Nikkaji Number: J37.043F
• Wikidata: Q27236876
• Mol file: 3857-25-8.mol

Synonyms:3857-25-8;(5-methylfuran-2-yl)methanol;5-Methyl-2-furanmethanol;5-Methylfurfuryl alcohol;(5-Methyl-2-furyl)methanol;2-Furanmethanol, 5-methyl-;2-(Hydroxymethyl)-5-methylfuran;5-methyl-2-furfuryl alcohol;(5-Methyl-furan-2-yl)-methanol;UNII-0JVO5EFA0A;5-methyl furfuryl alcohol;MFCD00130134;0JVO5EFA0A;5-Methylfuran-2-methanol;2-hydroxymethyl-5-methylfuran;SCHEMBL183308;(5-Methylfur-2-yl)-methanol;(5-Methyl-2-furyl)methanol #;FEMA NO. 4544;DTXSID30191894;AMY41923;BBL100301;GEO-01839;STK162629;AKOS000248903;DS-4903;HY-W087919;SB60866;SDCCGMLS-0065829.P001;(5-Methyl-2-furyl)methanol, AldrichCPR;SY046643;A6525;CS-0128749;FT-0620606;EN300-106187;J-501593;J-640083;J-800084;Q27236876;Z335244864

Chemical Property of 5-Methylfurfuryl alcohol

Chemical Property:

• Vapor Pressure: 0.647mmHg at 25°C
• Refractive Index: 1.4835-1.4855
• Boiling Point: 178.5 °C at 760 mmHg
• PKA: 14.04±0.10(Predicted)
• Flash Point: 61.8 °C
• PSA: 33.37000
• Density: 1.095 g/cm³
• LogP: 1.08030
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 72.9

Purity/Quality:

98% MIN ^*data from raw suppliers

5-Methyl-2-furanmethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xn
• Statements: 20/21/22-22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(O1)CO
• Uses: 5-Methyl-2-furanmethanol (cas# 3857-25-8) is a compound useful in organic synthesis.

Technology Process of 5-Methylfurfuryl alcohol

There total 96 articles about 5-Methylfurfuryl alcohol 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: 40.1%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → 2,5-dimethyltetrahydrofuran (1003-38-9) + 2,5-dimethylfuran (625-86-5) + 2,5-bis-(hydroxymethyl)furan (1883-75-6) + 2-hydroxymethyl-5-methylfuran (3857-25-8)

Guidance literature:

With hydrogen; In tetrahydrofuran; at 220 ℃; for 1h; under 11251.1 Torr;

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: 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-Methylfurfural

methanol

5-hydroxymethyl-2-furfuraldehyde

methyl 5-methyl-2-furancarboxylate

Downstream raw materials:

5-Methylfurfural

6-hydroxy-6-methyl-2H-pyran-3(6H)-one

(((5-methyl-2-furfuryl)oxy)methyl)-tri-n-butylstannane

2-(formyloxy)methyl-5-methylfuran

Refernces

• 1、 Nishimura, Shun,Ikeda, Naoya,Ebitani, Kohki. "Selective hydrogenation of biomass-derived 5-hydroxymethylfurfural (HMF) to 2,5-dimethylfuran (DMF) under atmospheric hydrogen pressure over carbon supported PdAu bimetallic catalyst". . p. 89 - 98. Retrieved 2014.
• 2、 Meller, Elad,Sasson, Yoel,Aizenshtat, Zeev. "Palladium catalyzed hydrogenation of biomass derived halogenated furfurals". . p. 103149 - 103159. Retrieved 2016.
• 3、 Guo, Tianmeng,Li, Danni,Qi, Xinhua,Qiu, Mo,Xi, Ran. "Highly efficient catalytic transfer hydrogenation of biomass-derived furfural to furfuryl alcohol using UiO-66 without metal catalysts". . . Retrieved 2020.
• 4、 Yepez, Alfonso,Garcia, Angel,Climent,Romero, Antonio A.,Luque, Rafael. "Catalytic conversion of starch into valuable furan derivatives using supported metal nanoparticles on mesoporous aluminosilicate materials". . p. 428 - 434. Retrieved 2014.
• 5、 Ma, Ning,Song, Yong,Han, Feng,Waterhouse, Geoffrey I. N.,Li, Yan,Ai, Shiyun. "Multifunctional NiCoTi?Catalyst Derived from Layered Double Hydroxides for Selective Hydrogenation of 5-Hydroxymethylfurfural to 2,5-Dimethylfuran". . p. 517 - 525. Retrieved 2021.
• 6、 Cattaneo, Stefano,Naslhajian, Hadi,Somodi, Ferenc,Evangelisti, Claudio,Villa, Alberto,Prati, Laura. "Ruthenium on carbonaceous materials for the selective hydrogenation of HMF". . . Retrieved 2018.
• 7、 Hu, Bin,Warczinski, Lisa,Li, Xiaoyu,Lu, Mohong,Bitzer, Johannes,Heidelmann, Markus,Eckhard, Till,Fu, Qi,Schulwitz, Jonas,Merko, Mariia,Li, Mingshi,Kleist, Wolfgang,H?ttig, Christof,Muhler, Martin,Peng, Baoxiang. "Formic Acid-Assisted Selective Hydrogenolysis of 5-Hydroxymethylfurfural to 2,5-Dimethylfuran over Bifunctional Pd Nanoparticles Supported on N-Doped Mesoporous Carbon". supporting information. p. 6807 - 6815. Retrieved 2021/02/01.
• 8、 Meng, Ge,Ji, Kaiyue,Zhang, Wei,Kang, Yiran,Wang, Yu,Zhang, Ping,Wang, Yang-Gang,Li, Jun,Cui, Tingting,Sun, Xiaohui,Tan, Tianwei,Wang, Dingsheng,Li, Yadong. "Tandem catalyzing the hydrodeoxygenation of 5-hydroxymethylfurfural over a Ni3Fe intermetallic supported Pt single-atom site catalyst". . p. 4139 - 4146. Retrieved 2021/04/02.