Isosorbide Dimethyl Ether - ≥98%(GC) , CAS No.5306-85-4

CAS: 5306-85-4 Cat. No.: I157534 Molecular Weight: 174.2 Beilstein Registry Number: 80854 EC Number: 226-159-8

GRADE & PURITY ≥98%(GC)

Synonyms

DMI | (3R,3aR,6S,6aR)-3,6-Dimethoxyhexahydrofuro[3,2-b]furan | (3S,3aR,6R,6aR)-3,6-dimethoxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan | 2,5-Dimethylisosorbide | Isosorbide dimethyl ether | SA6A6V432S | 1,4:3,6-Dianhydro-2,5-di-O-methyl-D-glucitol

Storage

Room temperature

Shipped In

Normal

Overview

Product Describtion:

Isosorbide dimethyl ether (DMI), a sustainable solvent, is widely used in various cosmetic and pharmaceutical formulations.

Product Application：
DMI can be used as an alternative green solvent for epoxidation of cyclooctene, Baylis–Hillman reaction of isomaltulose-derived aldehydes with α,β-unsaturated ketones and also in solid-phase synthesis.
It can be used as a coalescent for water-borne paints, where it acts as a co-solvent during the water loss phase and as a coalescing agent during the film formation.

It is employed as a specialty solvent. It is a solvent for active ingredients especially DHA for sunless tanning products. It is also utilized as viscosity controlling agent.

Specifications

Synonyms

DMI | (3R, 3aR, 6S, 6aR)-3, 6-Dimethoxyhexahydrofuro[3, 2-b]furan | (3S, 3aR, 6R, 6aR)-3, 6-dimethoxy-2, 3, 3a, 5, 6, 6a-hexahydrofuro[3, 2-b]furan | 2, 5-Dimethylisosorbide | Isosorbide dimethyl ether | SA6A6V432S | 1, 4:3, 6-Dianhydro-2, 5-di-O-methyl-D-glucitol

Specifications & Purity

≥98%(GC)

Storage

Room temperature

Shipped In

Normal

Purity

≥98%(GC)

Names and Identifiers

• Pubchem Sid: 488183622
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183622
• Canonical Smiles: COC1COC2C1OCC2OC
• IUPAC Name: (3S,3aR,6R,6aR)-3,6-dimethoxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan
• InChIKey: MEJYDZQQVZJMPP-ULAWRXDQSA-N
• INCHI: 1S/C8H14O4/c1-9-5-3-11-8-6(10-2)4-12-7(5)8/h5-8H,3-4H2,1-2H3/t5-,6+,7-,8-/m1/s1
• Isomeric SMILES: CO[C@@H]1CO[C@H]2[C@@H]1OC[C@@H]2OC
• WGK Germany: 3
• Molecular Weight: 174.2
• Beilstein: 80854
• Reaxy-Rn: 4372223
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4372223&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Furofurans
      • Subclass Isosorbides

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Furofurans
• Subclass: Isosorbides
• Intermediate Tree Nodes: Not available
• Direct Parent: Isosorbides
• Alternative Parents: Tetrahydrofurans Oxacyclic compounds Dialkyl ethers Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Isosorbide - Tetrahydrofuran - Oxacycle - Ether - Dialkyl ether - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as isosorbides. These are organic polycyclic compounds containing an isosorbide(1,4-Dianhydrosorbitol) moiety, which consists of two -oxolan-3-ol rings.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in water
• Refractive Index: n20/D 1.461 (lit.)
• Specific Rotation[α]: α21/D +96.1°, c = 2 in chloroform
• Flash Point(°F): 226°F
• Flash Point(°C): 108°C
• Boil Point(°C): 93-95 °C/0.1 mmHg (lit.)
• Melt Point(°C): -70°C
• Molecular Weight: 174.190 g/mol
• XLogP3: -0.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 174.089 Da
• Monoisotopic Mass: 174.089 Da
• Topological Polar Surface Area: 36.900 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 143.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Xianzhu You, Yating Zhou, Xuru Jin, Sheng Xiang, Xiaopeng Pei, Hua Zhou, Zhiyong Liao, Ying Tan.  (2023)  Green fabrication of PHBV microbeads using a dimethyl isosorbide solvent for skin exfoliators.  GREEN CHEMISTRY,      [PMID:] [10.1039/D3GC03214K]

2. Chun Chang, Shijie Wang, Pengkun Guo, Guizhuan Xu, Xiaoyang Zheng, Chaojun Du, Youzhou Jiao.  (2022)  Metal sulfate-catalyzed methanolysis of cellulose at high solid loadings: Heterogeneous degradation kinetics and levulinate synthesis.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2022.139873]

3. Yan Wang, Ting Ou, Yue Dong, Lu Chen, Yunjie Huang, Delong Sun, Wei Qiang, Xiaopeng Pei, Yiju Li, Ying Tan.  (2024)  A Green Asymmetric Bicyclic Co-Solvent Molecule for High-Voltage Aqueous Lithium-Ion Batteries.  ADVANCED MATERIALS,      [PMID:38211955] [10.1002/adma.202311009]

4. Yiming Zhang, Yu Cao, Baoshan Zhang, Haochen Gong, Shaojie Zhang, Xiaoyi Wang, Xinpeng Han, Shuo Liu, Ming Yang, Wensheng Yang, Jie Sun.  (2024)  Rational Molecular Engineering via Electron Reconfiguration toward Robust Dual-Electrode/Electrolyte Interphases for High-Performance Lithium Metal Batteries.  ACS Nano,      [PMID:38776362] [10.1021/acsnano.4c04517]

5. Chenjing Qu, Xiaolong Han, Haiyun Wang, Ruidong Wang, Yifei Zhang, Weiwei Sun, Ziqian Shi, Yuting Wang, Penggang Yin.  (2025)  Synergistic Catalysis Driven by Solvent Effect: Efficient Glycolysis of Polyethylene Terephthalate (PET) by the Zn(OAc)2/DBU-DMSO System.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.5c03502]