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
Show more names
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
- Formal charge
- 0
- Complexity
- 53.2
Experimental & physicochemical properties
Chemical Classes
Other Classes -> Ethers, Other
Flammable agents - 3rd degree
LogP
2.24
2.24
Density
0.8883 at 68 °F (NTP, 1992) - Less dense than water; will float
0.892-0.898
Solubility
less than 1 mg/mL at 72.5 °F (NTP, 1992)
Slightly soluble in water
Soluble (in ethanol)
Boiling Point
198 to 201 °F at 760 mmHg (NTP, 1992)
92.00 to 94.00 °C. @ 760.00 mm Hg
93 °C
Melting Point
-81 °F (NTP, 1992)
-63 °C
Vapor Pressure
53 mmHg at 72 °F ; 174 mmHg at 124 °F; 404 mmHg at 167 °F (NTP, 1992)
25.9 [mmHg]
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
- FLAVIS Number
- 13.029 · 13.029 | 2,5-Dimethylfuran
- Flash point
- 29 °F · 29 °F
- storage temp.
- Flammables area
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
- form
- Liquid
- color
- Clear colorless to amber
- Specific Gravity
- 0.903 · 0.903
- Odor
- 10 % · at 10.00 % in propylene glycol. chemical ethereal meaty gravy roast beef bacon
- Odor Type
- meaty
- Water Solubility
- Slightly miscible with water. Miscible with ethanol and fats.
- JECFA Number
- 1488 · 1488
- BRN
- 106449 · 106449
- Stability
- Light Sensitive, Volatile
- InChI
- 1S/C6H8O/c1-5-3-4-6(2)7-5/h3-4H,1-2H3
- InChIKey
- GSNUFIFRDBKVIE-UHFFFAOYSA-N
- SMILES
- Cc1ccc(C)o1
- LogP
- 2.24 · 2.24
- Surface tension
- 25.42 mN/m · 25.42mN/m at 293.15K
- Substances Added to Food (formerly EAFUS)
- 2 · 2,5-DIMETHYLFURAN
- CAS DataBase Reference
- 625 · 625-86-5(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 5 HL9OJ7Y · DR5HL9OJ7Y
- NIST Chemistry Reference
- 2 · Furan, 2,5-dimethyl-(625-86-5)
- EPA Substance Registry System
- 2 · 2,5-Dimethylfuran (625-86-5)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 2 · GHS02,GHS07
- Signal word
- Danger
- Hazard statements
- 302 · H302-H412-H225
- Precautionary statements
- 501 · P501-P273-P270-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P303+P361+P353-P301+P312+P330-P403+P235
- target organs
- Respiratory system
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- F,Xn
- Risk Statements
- 11 · 11-22-2017/11/22
- Safety Statements
- 16 · 16
- RIDADR
- 1993 · UN 1993 3/PG 2
- WGK Germany
- 3 · 3
- RTECS
- 875000 · LU0875000
- F
- 8 · 8
- Hazard Note
- Harmful/Flammable
- TSCA
- TSCA listed
- HazardClass
- 3 · 3
- PackingGroup
- II
- HS Code
- 29321900 · 29321900
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 4 OralEye · Acute Tox. 4 OralEye Irrit. 2Flam. Liq. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
Safety & regulation
GHS classification
GHS Classification
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
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.)
Health Hazards
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.
Peroxide Forming Chemical
2,5-Dimethylfuran
B*: Compounds that form peroxides on concentration (distillation/evaporation)
Fábos et al.
Hazard Classes and Categories
Flam. Liq. 2 (37.2%)
Flammable agents - 3rd degree
Safety & protection
First Aid
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
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.
Personal Protective Equipment (PPE)
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
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
- hs_code
- 29321900
- risk_code
- 11-22-2017/11/22
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07
- hazard_code
- F,Xn
- hazard_note
- Harmful/Flammable
- safety_code
- 16
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- II
- target organs
- Respiratory system
- Hazard statements
- H302-H412-H225
- Hazard Classifications
- Acute Tox. 4 OralEye Irrit. 2Flam. Liq. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
- Precautionary statements
- P501-P273-P270-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P303+P361+P353-P301+P312+P330-P403+P235
Chemistry & industry
Pharmacology
Uses & manufacturing
Uses
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.
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
Furan, 2,5-dimethyl-: ACTIVE
Applications
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Additional notes
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
Compound notes
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