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2-Methyltetrahydrofuran

HCID 7301
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
25265-68-3
Standard SMILES
CC1CCCO1
InChIKey
JWUJQDFVADABEY-UHFFFAOYSA-N
Molecular formula
C5H10O
Average molar mass
86.13 g/mol
Monoisotopic mass
86.07316494

Overview

Methyltetrahydrofuran appears as a colorless liquid with an ether-like odor. Less dense than water. Vapors heavier than air. Used to make other chemicals and as a solvent.

Names & identifiers

Preferred name
2-Methyltetrahydrofuran
IUPAC
2-methyloxolane
English name
methyltetrahydrofuran
Molecular formula
C5H10O
Molecular weight
86.13

Names & synonyms

2-METHYLTETRAHYDROFURAN96-47-92-MethyloxolaneTetrahydrosylvanTetrahydro-2-methylfuranFuran, tetrahydro-2-methyl-MTHFDTXSID9030258FCD0VD8ALFNSC-2115DTXCID7010258RefChem:88394
Show more names
DIMETHYLTETRAHYDROFURANTetrahydromethylfuran2-methyl-furamethyltetrahydrofuran
202-507-4MethyltetrahydrofuranFuran, 2-methyl-tetrahydro-25265-68-32-MeTHFFuran, tetrahydromethyl-MFCD000053672-methyl tetrahydrofuran

Database identifiers

CAS
25265-68-3、96-47-9
PubChem CID
7301
DTXSID
DTXSID9030258
ChEMBL
CHEMBL1580503
UNII
FCD0VD8ALF
EC Number
202-507-4、246-769-8
Nikkaji
J49.588C

Properties

Computed structural propertiesFilling in

XLogP
1
Topological polar surface area
9.2 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
6
Formal charge
0
Complexity
43.2

Experimental & physicochemical properties

Chemical ClassesFlammable agents - 3rd degree
SolventsSolvents -> Ethers (<C12)
Density0.853 @ 20°C
Boiling Point80 °C @760 [mm Hg]
Vapor Pressure97.3 [mmHg]
Physical Description · 3 items

Methyltetrahydrofuran appears as a colorless liquid with an ether-like odor. Less dense than water. Vapors heavier than air. Used to make other chemicals and as a solvent.

Liquid

Clear, colorless to yellow liquid with a mildly irritating odor of ether; [NTP: CSWG]

Physicochemical properties

Boiling point
77 · 77-78 °C
EPA Substance Registry System
Furan, tetrahydromethyl- (25265-68-3)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Danger

H225 (85.6%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 439 reports by companies from 22 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

Hazard information

Regulatory Information · 5 items

Chemical: Furan, tetrahydro-2-methyl-

Furan, tetrahydro-2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Furan, tetrahydro-2-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)

Status: Active Update: 28-02-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13699

Furan, tetrahydro-2-methyl-: HSNO Approval: HSR001202 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelFlammable Liquid
Fire Hazards · 2 items

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Health Hazards · 2 items

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used as a specialty solvent and as a reactant in chemical manufacture, as a solvent for organometallic reagents, and for electrolytic solutions in lithium batteries; Also recently being used in gasoline alternative P-series fuels (blends of ethanol, methyltetrahydrofurans, and pentanes); [NTP: CSWG]

Battery Manufacturing [Category: Industry]

U.S. Production2023: 1,000,000 - <8,500,000 lb
Industry UsesFuel
General Manufacturing Information · 2 items

Pharmaceutical and Medicine Manufacturing

Furan, tetrahydro-2-methyl-: ACTIVE

Applications

General DescriptionA colorless liquid with an ether-like odor. Less dense than water. Flash point 12°F. Vapors heavier than air. Used to make other chemicals and as a solvent.

Related reactions

1,852 records
New reaction record
HRID 589 reaction equation
HRID 589As solvent750 AstraZeneca ELN dataset
HRID 18998 reaction equation
HRID 18998As solventuspto-grants-2010_06
HRID 41096 reaction equation
HRID 41096As solventuspto-grants-2013_09
HRID 41877 reaction equation
HRID 41877As reactantuspto-grants-2013_09
HRID 43254 reaction equation
HRID 43254As solventuspto-grants-2013_09
HRID 43255 reaction equation
HRID 43255As reactantuspto-grants-2013_09
HRID 46316 reaction equation
HRID 46316As solventuspto-grants-2013_09
HRID 46318 reaction equation
HRID 46318As solventuspto-grants-2013_09
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Compound notes

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Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

· Inhalation or contact with material may irritate or burn skin and eyes.

Hazards SummaryStabilized with 0.025% BHT (CAS# 128-37-0); An eye irritant; [Sigma-Aldrich MSDS] See Tetrahydrofuran.
DOT ID and Guide2536 127
Reactive GroupEthers
Reactivity AlertsHighly Flammable
Reactivity ProfileMETHYLTETRAHYDROFURAN reacts violently with oxidants, causing fire and explosion hazards [Handling Chemicals Safely 1980. p. 891].
DOT Hazard Classification · 4 items

Methyltetrahydrofuran

UN2536

Class 3 Flammable and combustible liquid (49 eCFR § 173.120)

PG II: the degree of danger presented by the material is medium

Air and Water ReactionsHighly flammable. Partially soluble in water. Oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick 1979. p.151-154, 164].
Peroxide Forming Chemical · 6 items

2-Methyltetrahydrofuran

B*: Compounds that form peroxides on concentration (distillation/evaporation)

5 samples had 0-100 ppm peroxide; age &gt;1-10+ yrs

Kelly

Unstabilized MeTHF may quickly form peroxides. See Millapore Sigma Sheet linked for more information.

https://www.sigmaaldrich.com/content/dam/sigma-aldrich/docs/Sigma-Aldrich/General_Information/1/greener-solvents-br-ms.PDF

Safety & protection

Fire FightingExcerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:
Accidental Release Measures · 2 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 items

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Nonfire Spill ResponseExcerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:
Isolation and Evacuation · 2 items

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

Immediate precautionary measure

Protective Action Criteria (PAC) · 3 items

4.0 [ppm]

44 [ppm]

270 [ppm]

Personal Protective Equipment (PPE)Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:
Emergency Response Planning GuidelinesCAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient.

Toxicology

Adverse EffectsNeurotoxin - Acute solvent syndrome
Toxicity DataLC50 (rat) = 6,000 ppm/4hr