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Revision as of 01:02, 13 December 2024 editSmokefoot (talk | contribs)Autopatrolled, Extended confirmed users, Pending changes reviewers, Rollbackers74,523 edits 1575 refs in SFS  Latest revision as of 17:29, 26 December 2024 edit undoReconrabbit (talk | contribs)Autopatrolled, Extended confirmed users, New page reviewers8,311 edits amine stub 
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{{Chembox {{Chembox
| ImageFile = | ImageFile = N(benzyl)3.svg
| ImageSize = | ImageSize = 170
| ImageAlt = | ImageAlt =
| IUPACName = | IUPACName =
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|Section1={{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo = 620-40-6 | CASNo = 620-40-6
| ChEMBL = 3184803
| CASNo_Comment =
| CASNo1 = | ChemSpiderID = 22739
| EC_number = 210-638-3
| CASNo1_Comment =
| PubChem = | PubChem = 24321
| SMILES = }} | UNII = HZ10O1931J
| StdInChI=1S/C21H21N/c1-4-10-19(11-5-1)16-22(17-20-12-6-2-7-13-20)18-21-14-8-3-9-15-21/h1-15H,16-18H2
| StdInChIKey = MXHTZQSKTCCMFG-UHFFFAOYSA-N
| SMILES = C1=CC=C(C=C1)CN(CC2=CC=CC=C2)CC3=CC=CC=C3
}}
|Section2={{Chembox Properties |Section2={{Chembox Properties
| C=21|H=21|N = 1 | C=21|H=21|N = 1
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| Solubility = }} | Solubility = }}
|Section3={{Chembox Hazards |Section3={{Chembox Hazards
| GHS_ref=
| GHSPictograms = {{GHS07}}
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|315|319|335}}
| PPhrases = {{P-phrases|261|264|264+265|271|280|302+352|304+340|305+351+338|319|321|332+317|337+317|362+364|403+233|405|501}}
| MainHazards = | MainHazards =
| FlashPt = | FlashPt =
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}} }}


'''Tribenzylamine''' is an ] with the formula {{chem2|N(CH2C6H5)3}}. It is a symmetrical ]. It is of some historic interest as one of the first compounds produced by the ]. '''Tribenzylamine''' is an ] with the formula {{chem2|N(CH2C6H5)3}}. It is a symmetrical ]. It is of some historic interest as one of the first compounds produced by the ].<ref>{{cite journal |doi=10.1002/cber.188501802113 |title=Ueber eine neue Bildungsweise von Tribenzylamin |date=1885 |last1=Leuckart |first1=R. |journal=Berichte der Deutschen Chemischen Gesellschaft |volume=18 |issue=2 |pages=2341–2344 }}</ref>


The compound is a common test target in methods development, e.g. from ].<ref>{{cite journal |doi=10.1021/ja807323a |title=Ruthenium-Catalyzed ''N'' -Alkylation of Amines and Sulfonamides Using Borrowing Hydrogen Methodology |date=2009 |last1=Hamid |first1=M. Haniti S. A. |last2=Allen |first2=C. Liana |last3=Lamb |first3=Gareth W. |last4=Maxwell |first4=Aoife C. |last5=Maytum |first5=Hannah C. |last6=Watson |first6=Andrew J. A. |last7=Williams |first7=Jonathan M. J. |journal=Journal of the American Chemical Society |volume=131 |issue=5 |pages=1766–1774 |pmid=19191700 |bibcode=2009JAChS.131.1766H }}</ref><ref>{{cite journal |doi=10.1021/ja107274w |title=Multialkylation of Aqueous Ammonia with Alcohols Catalyzed by Water-Soluble Cp*Ir−Ammine Complexes |date=2010 |last1=Kawahara |first1=Ryoko |last2=Fujita |first2=Ken-Ichi |last3=Yamaguchi |first3=Ryohei |journal=Journal of the American Chemical Society |volume=132 |issue=43 |pages=15108–15111 |pmid=20931960 |bibcode=2010JAChS.13215108K }}</ref> The compound is a common target in the development of new synthetic methods, e.g. from ].<ref>{{cite journal |doi=10.1021/ja807323a |title=Ruthenium-Catalyzed ''N'' -Alkylation of Amines and Sulfonamides Using Borrowing Hydrogen Methodology |date=2009 |last1=Hamid |first1=M. Haniti S. A. |last2=Allen |first2=C. Liana |last3=Lamb |first3=Gareth W. |last4=Maxwell |first4=Aoife C. |last5=Maytum |first5=Hannah C. |last6=Watson |first6=Andrew J. A. |last7=Williams |first7=Jonathan M. J. |journal=Journal of the American Chemical Society |volume=131 |issue=5 |pages=1766–1774 |pmid=19191700 |bibcode=2009JAChS.131.1766H }}</ref><ref>{{cite journal |doi=10.1021/ja107274w |title=Multialkylation of Aqueous Ammonia with Alcohols Catalyzed by Water-Soluble Cp*Ir−Ammine Complexes |date=2010 |last1=Kawahara |first1=Ryoko |last2=Fujita |first2=Ken-Ichi |last3=Yamaguchi |first3=Ryohei |journal=Journal of the American Chemical Society |volume=132 |issue=43 |pages=15108–15111 |pmid=20931960 |bibcode=2010JAChS.13215108K }}</ref>


==References== ==References==
<references /> <references />

]
]


{{Amine-stub}}

Latest revision as of 17:29, 26 December 2024

Tribenzylamine
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.009.673 Edit this at Wikidata
EC Number
  • 210-638-3
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C21H21N/c1-4-10-19(11-5-1)16-22(17-20-12-6-2-7-13-20)18-21-14-8-3-9-15-21/h1-15H,16-18H2Key: MXHTZQSKTCCMFG-UHFFFAOYSA-N
SMILES
  • C1=CC=C(C=C1)CN(CC2=CC=CC=C2)CC3=CC=CC=C3
Properties
Chemical formula C21H21N
Molar mass 287.406 g·mol
Appearance white solid
Melting point 91.5 °C (196.7 °F; 364.6 K)
Boiling point 385 °C (725 °F; 658 K)
Hazards
GHS labelling:
Pictograms GHS07: Exclamation mark
Signal word Warning
Hazard statements H315, H319, H335
Precautionary statements P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Tribenzylamine is an organic compound with the formula N(CH2C6H5)3. It is a symmetrical tertiary amine. It is of some historic interest as one of the first compounds produced by the Leuckart reaction.

The compound is a common target in the development of new synthetic methods, e.g. from benzyl alcohol.

References

  1. Leuckart, R. (1885). "Ueber eine neue Bildungsweise von Tribenzylamin". Berichte der Deutschen Chemischen Gesellschaft. 18 (2): 2341–2344. doi:10.1002/cber.188501802113.
  2. Hamid, M. Haniti S. A.; Allen, C. Liana; Lamb, Gareth W.; Maxwell, Aoife C.; Maytum, Hannah C.; Watson, Andrew J. A.; Williams, Jonathan M. J. (2009). "Ruthenium-Catalyzed N -Alkylation of Amines and Sulfonamides Using Borrowing Hydrogen Methodology". Journal of the American Chemical Society. 131 (5): 1766–1774. Bibcode:2009JAChS.131.1766H. doi:10.1021/ja807323a. PMID 19191700.
  3. Kawahara, Ryoko; Fujita, Ken-Ichi; Yamaguchi, Ryohei (2010). "Multialkylation of Aqueous Ammonia with Alcohols Catalyzed by Water-Soluble Cp*Ir−Ammine Complexes". Journal of the American Chemical Society. 132 (43): 15108–15111. Bibcode:2010JAChS.13215108K. doi:10.1021/ja107274w. PMID 20931960.


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