Basic information
- CAS
620-02-0- Standard SMILES
Cc1ccc(C=O)o1- InChIKey
OUDFNZMQXZILJD-UHFFFAOYSA-N- Molecular formula
- C6H6O2
- Average molar mass
- 110.11 g/mol
- Monoisotopic mass
- 110.03677943
Overview
5-methyl-2-furaldehyde is a member of the class of furans that is furan which is substituted at positions 2 and 5 by formyl and methyl groups, respectively. It has a role as an EC 2.2.1.6 (acetolactate synthase) inhibitor, a flavouring agent, a Maillard reaction product and a human metabolite. It is an aldehyde and a member of furans.
Names & identifiers
- Preferred name
- 5-Methylfurfural
- IUPAC
- 5-methylfuran-2-carbaldehyde
- English name
- 5-Methyl furfural
- Molecular formula
- C6H6O2
- Molecular weight
- 110.11
Names & synonyms
Show more names
Database identifiers
- CAS
620-02-0- PubChem CID
- 12097
- DTXSID
DTXSID1060714- ChEMBL
CHEMBL2230304- ChEBI
CHEBI:2091- UNII
- 4482BZC72D
- EC Number
- 210-622-6
- Nikkaji
- J37.047I
Properties
Computed structural properties
- XLogP
- 0.7
- Topological polar surface area
- 30.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 90.5
Experimental & physicochemical properties
LogP
0.67
0.67
Solubility
slightly soluble in water; soluble in oils
miscible (in ethanol)
Boiling Point
89.00 to 90.00 °C. @ 26.00 mm Hg
187 °C
Physicochemical properties
- Melting point
- 171 °C · 171 °C
- Boiling point
- 187 · 187-189 °C(lit.)
- Density
- 1.107 g/mL · 1.107 g/mL at 25 °C(lit.)
- refractive index
- 20 · n20/D 1.531
- FEMA
- 2702 · 2702 | 5-METHYLFURFURAL
- FLAVIS Number
- 13.001 · 13.001 | 5-Methylfurfural
- Flash point
- 163 °F · 163 °F
- storage temp.
- 2 · 2-8°C
- solubility
- 33 g/l · 33g/l
- form
- Liquid
- Specific Gravity
- 1.1075 · 1.1075 (20/20℃)
- color
- very deep yellow to brown
- Odor
- 10 % · at 10.00 % in dipropylene glycol. spice caramel maple
- Odor Type
- caramellic
- biological source
- synthetic
- Water Solubility
- Soluble in alcohol and water.
- Sensitive
- Air Sensitive
- JECFA Number
- 745 · 745
- BRN
- 106895 · 106895
- Henry's Law Constant
- 4.7 · 4.7×100 mol/(m3Pa) at 25℃, Ebert et al. (2023)
- Major Application
- flavors and fragrances
- Cosmetics Ingredients Functions
- PERFUMING
- InChI
- 1S/C6H6O2/c1-5-2-3-6(4-7)8-5/h2-4H,1H3
- InChIKey
- OUDFNZMQXZILJD-UHFFFAOYSA-N
- SMILES
- [H]C(=O)c1ccc(C)o1
- LogP
- 0.67 · 0.670
- CAS DataBase Reference
- 620 · 620-02-0(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- 5 · 5-METHYLFURFURAL
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 4482 BZC72D · 4482BZC72D
- NIST Chemistry Reference
- 2 · 2-Furancarboxaldehyde, 5-methyl-(620-02-0)
- EPA Substance Registry System
- 2 · 2-Furancarboxaldehyde, 5-methyl- (620-02-0)
- UNSPSC Code
- 85151701 · 85151701
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 227 · H227-H315-H319-H335
- Precautionary statements
- 210 · P210-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P403+P235-P501-P210e-P261-P280a-P305+P351+P338-P405-P501a
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26
- WGK Germany
- 2 · 2
- RTECS
- 7032500 · LT7032500
- TSCA
- TSCA listed
- HS Code
- 29329995 · 29329995
- Storage Class
- 10 · 10 - Combustible liquids
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 88.4% (380 of 430) of all reports.
Warning
H315 (11.4%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 430 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: 2-Furancarboxaldehyde, 5-methyl-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
2-Furancarboxaldehyde, 5-methyl-: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- LT7032500
- hs_code
- 29329995
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H227-H315-H319-H335
- Precautionary statements
- P210-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P403+P235-P501-P210e-P261-P280a-P305+P351+P338-P405-P501a
Chemistry & industry
Pharmacology
Uses & manufacturing
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Applications
OccurrenceReported found in sour cherry, apple, orange juice, cranberry, blueberry, guava, grapes, raisin, peach, blackberry, strawberry jam, asparagus, carrot, onion, potato, bell pepper, tomato, cinnamon, bark, clove bud, bread, parmesan cheese, yogurt, butter, egg, fatty fish, beef, pork liver, beer, cognac, coffee, tea, barley, filberts, popcorn, peanuts, oats, soybean, roasted coconut, cloudberry, passion fruit, pecan, mushroom, starfruit, trassi, sesame seed, mango, tamarind, rice bran, quince, sweet potato, sukiyaki, calamus, licorice, malt, wort, elderberry, mangosteen, kiwifruit, buchu oil, Bourbon vanilla, wild rice, chicory root, shrimp, oyster, clam, okra, pistachio nut and maté
Uses5-Methyl-2-furaldehyde is used as a perfuming agent. It is used a smoke with essence.
Uses5-methylfurfural is an intermediate for the synthesis of s-bioallethrin and prallethrin.It used for blending coffee, chocolate, nuts, caramel, spices and on food fragrance. Used in the synthesis of pharmaceutical intermediates.
General Description5-Methylfurfural is formed during the photoexposition of ranitidine hydrochloride. It is employed as potential age marker for Madeira wine. It is a volatile compound present in Lavandula stoechas, Lavandula angustifolia and Lavandula angustifolia x latifolia unifloral honeys.
Preparation methods
PreparationFrom sucrose with HCl, followed by treating with stannous chloride; 5-Methyl furfural is produced by distillation of various methylpentoses with acid together.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Additional notes
DefinitionChEBI: 5-methyl-2-furaldehyde is a member of furans and an aldehyde. It has a role as a Maillard reaction product, a human metabolite, an EC 2.2.1.6 (acetolactate synthase) inhibitor and a flavouring agent.
Related reactions
Compound notes
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