Dimethyl Isosorbide

HCID 62990
NotesReactions
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Basic information

CAS
5306-85-4
Standard SMILES
CO[C@H]1CO[C@H]2[C@@H]1OC[C@H]2OC
InChIKey
MEJYDZQQVZJMPP-ULAWRXDQSA-N
Molecular formula
C8H14O4
Average molar mass
174.19 g/mol
Monoisotopic mass
174.08920893

Names & identifiers

Preferred name
Dimethyl Isosorbide
IUPAC
(3S,3aR,6R,6aR)-3,6-dimethoxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan
English name
Isosorbide dimethyl ether
Molecular formula
C8H14O4
Molecular weight
174.2

Names & synonyms

Isosorbide dimethyl ether5306-85-4Dimethyl isosorbide2,5-Dimethylisosorbide1,4:3,6-Dianhydro-2,5-di-O-methyl-D-glucitolSA6A6V432SNSC-40727NSC-44695D-Glucitol, 1,4:3,6-dianhydro-2,5-di-O-methyl-DTXSID201019399RefChem:1342482,5-O-dimethylisosorbide
Show more names
DIMETHYL ISOBORBIDE(3R,3aR,6S,6aR)O,O-DIMETHYLISOSORBIDEDiMethyl Isosorbide(DMI)SOSORBIDE DIMETHYL ETHERlsosorbide dimethyl ether
DTXCID201477371226-159-8Arlasolve DMI(3R,3aR,6S,6aR)-3,6-Dimethoxyhexahydrofuro[3,2-b]furanMFCD00064828(3S,3aR,6R,6aR)-3,6-dimethoxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan2,5-Di-O-methyl-1,4:3,6-dianhydro-D-glucitol(3R,3aR,6S,6aR)-3,6-dimethoxy-hexahydrofuro[3,2-b]furan

Database identifiers

CAS
5306-85-4
PubChem CID
62990
DTXSID
DTXSID201019399
UNII
SA6A6V432S
EC Number
226-159-8
Nikkaji
J208.650F

Properties

Computed structural properties

XLogP
-0.6
Topological polar surface area
36.9 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
4
Rotatable bonds
2
Heavy atoms
12

Experimental & physicochemical properties

CosmeticsSolvent
Animal DrugsPharmaceuticals -> UK Veterinary Medicines Directorate List
Physical DescriptionLiquid

Physicochemical properties

Melting point
-70 °C · -70°C
Boiling point
93 · 93-95 °C0.1 mm Hg(lit.)
Density
1.15 g/mL · 1.15 g/mL at 25 °C(lit.)
vapor pressure
12.54 Pa · 12.54Pa at 20℃
refractive index
20 · n20/D 1.461(lit.)
Flash point
227 °F · 227 °F

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 99.6% (225 of 226) of all reports.

Not Classified

Aggregated GHS information provided per 226 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 5 items

Chemical: D-Glucitol, 1,4:3,6-dianhydro-2,5-di-O-methyl-

D-Glucitol, 1,4:3,6-dianhydro-2,5-di-O-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of D-Glucitol, 1,4:3,6-dianhydro-2,5-di-O-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Status: Active Update: 08-01-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/21446

D-Glucitol, 1,4:3,6-dianhydro-2,5-di-O-methyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and CategoriesNot Classified

Safety data

wgk
3
tsca
TSCA listed
hs_code
29092000
Signal word
Warning
Symbol(GHS)
GHS07
safety_code
23-24/25

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 305,816 lb
Consumer UsesSurfactant (surface active agent)
Industry UsesSolvent
Household ProductsInformation on 1 consumer products that contain Dimethyl Isosorbide in the following categories is provided:
Use ClassificationCosmetics -> Solvent
General Manufacturing Information · 2 items

Pharmaceutical and Medicine Manufacturing

D-Glucitol, 1,4:3,6-dianhydro-2,5-di-O-methyl-: ACTIVE

Applications · 3 items

Usesdimethyl isosorbide is a carrier, solvent, and viscosity controller. Its particular skin-penetrating ability opens the possibility of enhancing active substance efficacy in optical products. Its physical characteristics and solubility properties are superior to those of propylene glycol, glycerin, or ethyl alcohol.

UsesIsosorbide dimethyl ether (DMI), a sustainable solvent, is widely used in various cosmetic and pharmaceutical formulations.General applications: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.

General DescriptionDimethyl isosorbide (DMI) is a biobased greener solvent and thus aligns with "Use of Renewable Feedstocks" and "Safer Solvents and Auxiliaries".

Preparation methods · 1 item

PreparationIsosorbide dimethyl ether is synthesized from isosorbide by methylation.Isosorbide dimethyl ether is obtained from stock like D-sorbitol, which is mainly derived from the hydrogenation of D-glucose.Isosorbide dimethyl has a low level of toxicity and is referred to as a green solvent due to its production from renewable/raw material.The boiling point of this solvent is high.lt is used as a substitute to dimethyl sulfoxide,and dimethylformamide-like solvents.

Upstream & downstream products

Downstream products

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]

Related reactions

2 records
New reaction record

Compound notes

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