2,5-Dimethylfuran

HCID 12266

Basic information

CAS
625-86-5
Standard SMILES
Cc1ccc(C)o1
InChIKey
GSNUFIFRDBKVIE-UHFFFAOYSA-N
Molecular formula
C6H8O
Average molar mass
96.13 g/mol
Monoisotopic mass
96.05751488

Overview

2,5-dimethylfuran is a clear yellow oily liquid. Aromatic caustic odor. (NTP, 1992)

Names & identifiers

Preferred name
2,5-Dimethylfuran
IUPAC
2,5-dimethylfuran
English name
2,5-Dimethylfuran
Molecular formula
C6H8O
Molecular weight
96.13

Names & synonyms

2,5-DIMETHYLFURAN625-86-5Furan, 2,5-dimethyl-2,5-Dimethylfurane2,5-dimethyl-furanDTXSID7022093DR5HL9OJ7YNSC-6220DTXCID102093FEMA NO. 4106CHEBI:89052RefChem:444578
Show more names
DIMETHYL FURANFEMA 41062,5diMethylturan2,5-dimethyl-fura2,5- twoMethyl furan2,5-Dimethylfuran >2,5-Dimethylfuran,98%
210-914-32,5-Dimethyl furanNSC 6220MFCD000032502,5-Dimethyl furaneCCRIS 3158EINECS 210-914-3UNII-DR5HL9OJ7Y

Database identifiers

CAS
625-86-5
PubChem CID
12266
DTXSID
DTXSID7022093
ChEMBL
CHEMBL1416448
ChEBI
CHEBI:89052
UNII
DR5HL9OJ7Y
EC Number
210-914-3
Nikkaji
J45.569E

Properties

Computed structural properties

XLogP
2.2
Topological polar surface area
13.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
7

Experimental & physicochemical properties

Chemical Classes · 2 items

Other Classes -> Ethers, Other

Flammable agents - 3rd degree

SpringerMaterials PropertiesChemical diffusion
LogP · 2 items

2.24

2.24

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 2 items

0.8883 at 68 °F (NTP, 1992) - Less dense than water; will float

0.892-0.898

Flavoring AgentsEU Flavoring substances

Physicochemical properties

Melting point
-62 °C · -62 °C
Boiling point
92 · 92-94 °C(lit.)
Density
0.905 g/mL · 0.905 g/mL at 20 °C
vapor density
3.31 · 3.31 (vs air)
refractive index
20 · n20/D 1.441(lit.)
FEMA
4106 · 4106 | 2,5-DIMETHYLFURAN

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 62.8% (91 of 145) of all reports.

Danger

H225 (37.2%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P264, P270, P280, P301+P317, P303+P361+P353, P330, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 145 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 5 items

Chemical: Furan, 2,5-dimethyl-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Furan, 2,5-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Furan, 2,5-dimethyl- 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)

Furan, 2,5-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard

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 HazardsThis chemical is flammable. (NTP, 1992)
Health Hazards · 1 item

SYMPTOMS: Exposure to this compound may cause skin, eye and mucous membrane irritation. Other symptoms of exposure include conjunctivitis, corneal damage, nausea, vomiting, abdominal pain, headache, dizziness, cyanosis, dermatitis, collapse, respiratory distress, convulsions, blistering and ulceration of skin, gangrene, erythema, vertigo, lowered body temperature, chronic lung disease, kidney and liver damage, and coma.

Hazards SummaryNot mutagenic in vitro; [ToxPlanet: CDC] May cause irritation; Harmful by ingestion; [Alfa Aesar MSDS] See Furan.
Reactive GroupEthers

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Isolation and EvacuationExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: When working with this chemical, wear a NIOSH-approved full face chemical cartridge respirator equipped with the appropriate organic vapor cartridges. If that is not available, a half face respirator similarly equipped plus airtight goggles can be substituted. However, please note that half face respirators provide a substantially lower level of protection than do full face respirators. (NTP, 1992)

Toxicology

Adverse EffectsNeurotoxin - Acute solvent syndrome
Toxicity Summary2,5-Dimethylfuran plays a role in the mechanism for the neurotoxicity of hexane in humans. Together with hexane-2,5-dione and 4,5-dihydroxy-2-hexanone, it is one of the main metabolites of hexane. (Wikipedia)
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Toxicity DataLCLo (rat) = 500 ppm/4hr

Safety data

F
8
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
rtecs
LU0875000
ridadr
UN 1993 3/PG 2

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Uses & manufacturing

Uses · 2 items

A volatile constituent of tobacco smoke and roasted coffee aroma; Also a human metabolite of n-hexane; [CDC] Used as flavoring agent or adjuvant; [FDA]

Its blood concentration can be used as a biomarker for smoking. While it may be abbreviated DMF, it should not be confused with dimethylformamide.

U.S. Production2023: 50,000 - <250,000 lb
Industry UsesIntermediate
Use Classification · 2 items

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing Information · 2 items

All Other Basic Organic Chemical Manufacturing

Furan, 2,5-dimethyl-: ACTIVE

Applications · 4 items

OccurrenceReported found in beef, chicken, cocoa, coffee, egg, malt, rice, and rum.

Uses2,5-Dimethylfuran is a major metabolite of hexane with singlet oxygen scavenging ability. It is used as biofuel, biomaker for smoking, pharmaceutical intermediate and in organic synthesis. It is also used to analyze samples for the derivatization of carbonyl-containing compounds to their oximes.

UsesIt is an ideal marker for detecting cigarette smoke.

General DescriptionClear yellow oily liquid. Aromatic caustic odor.

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [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]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]
Additional notes · 1 item

DefinitionChEBI: 2,5-dimethylfuran is a member of the class of furans that is furan in which the hydrogens at positions 2 and 5 are replaced by methyl groups. It has a role as a human urinary metabolite, an antifungal agent, a bacterial metabolite, a fumigant, a fuel, a plant metabolite and a Maillard reaction product.

Related reactions

14 records

Compound notes

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