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{{Short description|Chemical compound}}
{{context|date=August 2010}}
{{more citations needed|date=October 2021}}
{{chembox {{chembox
| Watchedfields = changed
| verifiedrevid = 396490223 | verifiedrevid = 426582243
| ImageFile1 = Furfurylamine.png | ImageFile1 = Furfurylamine.svg
| ImageSize1 = | ImageSize1 =
| IUPACName = 1-(2-Furyl)methylamine | PIN = 1-(Furan-2-yl)methanamine
| OtherNames = furfurylamine, 2-Aminomethylfuran | OtherNames = furfurylamine, 2-Aminomethylfuran
| Section1 = {{Chembox Identifiers |Section1={{Chembox Identifiers
| Abbreviations = | Abbreviations =
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
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| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 617-89-0 | CASNo = 617-89-0
| EINECS = | EINECS =210-536-9
| PubChem = | PubChem = 3438
| UNNumber = 2526
| UNII = 86GAN59F7R
| SMILES = o1c(ccc1)CN | SMILES = o1c(ccc1)CN
| InChI = 1/C5H7NO/c6-4-5-2-1-3-7-5/h1-3H,4,6H2 | InChI = 1/C5H7NO/c6-4-5-2-1-3-7-5/h1-3H,4,6H2
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| KEGG_Ref = {{keggcite|correct|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = | KEGG =
}}
| ATCCode = }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| Formula = |C=5|H=7|N=1|O=1| | Formula =
| C=5 | H=7 | N=1 | O=1
| MolarMass = | MolarMass =
| Appearance = | Appearance =
| Density = 1.099 g/mL liquid | Density = 1.099 g/mL liquid
| MeltingPt = -70 °C | MeltingPtC = -70
| Melting_notes = | MeltingPt_notes =
| BoilingPt = 145 °C | BoilingPtC = 145
| Boiling_notes = | BoilingPt_notes =
| Solubility = Soluble | Solubility = Soluble
| SolubleOther = | SolubleOther =
| Solvent = ] | Solvent = ]
| pKa = | pKa =
| pKb = | pKb =
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| Viscosity = | Viscosity =
| Dipole = }} | Dipole = }}
| Section3 = {{Chembox Structure |Section3={{Chembox Structure
| CrystalStruct = | CrystalStruct =
| Coordination = | Coordination =
| MolShape = | MolShape =
| Dipole = }} | Dipole = }}
| Section4 = {{Chembox Thermochemistry |Section4={{Chembox Thermochemistry
| DeltaHf = | DeltaHf =
| DeltaHc = | DeltaHc =
| Entropy = | Entropy =
| HeatCapacity = }} | HeatCapacity = }}
| Section5 = {{Chembox Pharmacology |Section5={{Chembox Pharmacology
| AdminRoutes = | AdminRoutes =
| Bioavail = | Bioavail =
| Metabolism = | Metabolism =
| HalfLife = | HalfLife =
| ProteinBound | ProteinBound =
| Excretion = | Excretion =
| Legal_status = | Legal_status =
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| Legal_AU = | Legal_AU =
| Legal_CA = | Legal_CA =
| Pregnancy_category =
| PregCat =
| PregCat_AU = | Pregnancy_AU =
| PregCat_US = }} | Pregnancy_US = }}
| Section6 = {{Chembox Explosive |Section7={{Chembox Hazards
| GHSPictograms = {{GHS02}}{{GHS05}}{{GHS05}}{{GHS07}}
| ShockSens =
| GHSSignalWord = Danger
| FrictionSens =
| HPhrases = {{H-phrases|226|301|302|310|311|312|314|332}}
| ExplosiveV =
| PPhrases = {{P-phrases|210|233|240|241|242|243|260|261|262|264|270|271|280|301+310|301+312|301+330+331|302+350|302+352|303+361+353|304+312|304+340|305+351+338|310|312|321|322|330|361|363|370+378|403+235|405|501}}
| REFactor = }}
| ExternalSDS =
| Section7 = {{Chembox Hazards
| ExternalMSDS =
| EUClass =
| EUIndex =
| MainHazards = | MainHazards =
| NFPA-H = | NFPA-H =
| NFPA-F = | NFPA-F =
| NFPA-R = | NFPA-R =
| NFPA-O = | NFPA-S =
| RPhrases = | FlashPtC = 37
| AutoignitionPtC =
| SPhrases =
| RSPhrases =
| FlashPt = 37 °C
| Autoignition =
| ExploLimits = | ExploLimits =
| PEL = }} | PEL = }}
| Section8 = {{Chembox Related |Section8={{Chembox Related
| OtherAnions = | OtherAnions =
| OtherCations = | OtherCations =
| OtherFunctn = | OtherFunction =
| OtherFunction_label =
| Function =
| OtherCpds = }} | OtherCompounds =
}}
}} }}


'''Furfurylamine''' is an aromatic ] typically formed by the ] of ] with ].<ref>{{Cite web|title=Furfurylamine, Penn A Kem - ChemPoint|url=https://www.chempoint.com/products/penn-a-kem/penn-furan-and-furfural-based-solvents/furfurylamine|access-date=2021-10-01|website=www.chempoint.com}}</ref>
Furfurylamine is an ] ]. Its ] is ]<sub>5</sub>]<sub>7</sub>]].<ref>http://www.chemexper.com/chemicals/supplier/cas/617-89-0.html</ref> Industrially, it is synthesized from ].

The pharmaceutical drug ], a ] ], is a trimethyl ammonium ] of furfurylamine.

Furfurylamine also has use in the synthesis of ].

==See also==
*] - corresponding nitrile
*] - corresponding thiol
*] - corresponding alcohol
*] - corresponding carboxylic acid


==References== ==References==
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] ]
] ]


{{amine-stub}}

Latest revision as of 10:41, 7 February 2024

Chemical compound
This article needs additional citations for verification. Please help improve this article by adding citations to reliable sources. Unsourced material may be challenged and removed.
Find sources: "Furfurylamine" – news · newspapers · books · scholar · JSTOR (October 2021) (Learn how and when to remove this message)
Furfurylamine
Names
Preferred IUPAC name 1-(Furan-2-yl)methanamine
Other names furfurylamine, 2-Aminomethylfuran
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.009.580 Edit this at Wikidata
EC Number
  • 210-536-9
PubChem CID
UNII
UN number 2526
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5H7NO/c6-4-5-2-1-3-7-5/h1-3H,4,6H2Key: DDRPCXLAQZKBJP-UHFFFAOYSA-N
  • InChI=1/C5H7NO/c6-4-5-2-1-3-7-5/h1-3H,4,6H2Key: DDRPCXLAQZKBJP-UHFFFAOYAX
SMILES
  • o1c(ccc1)CN
Properties
Chemical formula C5H7NO
Molar mass 97.117 g·mol
Density 1.099 g/mL liquid
Melting point −70 °C (−94 °F; 203 K)
Boiling point 145 °C (293 °F; 418 K)
Solubility in water Soluble
Hazards
GHS labelling:
Pictograms GHS02: FlammableGHS05: CorrosiveGHS05: CorrosiveGHS07: Exclamation mark
Signal word Danger
Hazard statements H226, H301, H302, H310, H311, H312, H314, H332
Precautionary statements P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P270, P271, P280, P301+P310, P301+P312, P301+P330+P331, P302+P350, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P361, P363, P370+P378, P403+P235, P405, P501
Flash point 37 °C (99 °F; 310 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

Furfurylamine is an aromatic amine typically formed by the reductive amination of furfural with ammonia.

The pharmaceutical drug furtrethonium, a parasympathomimetic cholinergic, is a trimethyl ammonium derivative of furfurylamine.

Furfurylamine also has use in the synthesis of Barmastine.

See also

References

  1. "Furfurylamine, Penn A Kem - ChemPoint". www.chempoint.com. Retrieved 2021-10-01.


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