| Revision as of 14:34, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,081 edits Saving copy of the {{chembox}} taken from revid 472076971 of page 1-Phenylethylamine for the Chem/Drugbox validation project (updated: ''). |
Latest revision as of 12:31, 1 June 2024 edit Christian75 (talk | contribs)Extended confirmed users, New page reviewers, Pending changes reviewers, Rollbackers114,924 edits renumbering per template:chembox |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{chembox |
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{{chembox |
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|Watchedfields = changed |
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| verifiedrevid = 443258387 |
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|verifiedrevid = 477188998 |
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| Name = 1-Phenylethylamine |
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|Name = 1-Phenylethylamine |
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| Reference = <ref name ="PubChem"></ref> |
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| ImageFile = 1-phenethylamine.png |
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|ImageFile = 1-phenethylamine.png |
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| ImageName = Chemical structure of 1-Phenylethylamine |
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|ImageName = Chemical structure of 1-Phenylethylamine |
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| IUPACName = 1-phenylethan-1-amine |
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|PIN = 1-Phenylethan-1-amine |
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| OtherNames = (±)-1-Phenylethylamine, (±)-α-Methylbenzylamine |
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|OtherNames = {{Unbulleted list |
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| (±)-1-Phenylethylamine |
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| Section1 = {{Chembox Identifiers |
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|(±)-α-Methylbenzylamine |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 670 |
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| ChemSpiderID = 7130 |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = C02455 |
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| InChI = 1/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3 |
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| InChIKey = RQEUFEKYXDPUSK-UHFFFAOYAS |
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| SMILES1 = CC(c1ccccc1)N |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL = 278059 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = RQEUFEKYXDPUSK-UHFFFAOYSA-N |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 618-36-0 |
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| SMILES = NC(c1ccccc1)C |
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}} |
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}} |
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| Section2 = {{Chembox Properties |
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|Section1 = {{Chembox Identifiers |
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|CASNo = 618-36-0 |
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| Formula = C<sub>6</sub>H<sub>5</sub>CH(CH<sub>3</sub>)NH<sub>2</sub> |
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|CASNo_Comment = (''R''/''S'') |
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| MolarMass = 121.18 g/mol |
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|CASNo1 = 3886-69-9 |
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| Density = 0.94 g/ml at 25 °C |
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|CASNo1_Comment = (''R'')-(+) |
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| MeltingPt = |
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|CASNo2 = 2627-86-3 |
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| BoilingPt = 185 °C |
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|CASNo2_Comment = (''S'')-(−) |
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}} |
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|CASNo_Ref = {{cascite|correct|CAS}} |
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| Section7 = {{Chembox Hazards |
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|CASNo1_Ref = {{cascite|correct|CAS}} |
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| MainHazards=Corrosive |
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|CASNo2_Ref = {{cascite|correct|CAS}} |
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}} |
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|UNII_Ref = {{fdacite|correct|FDA}} |
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| Section8 = {{Chembox Related |
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|UNII = HZ9DM6B2MT |
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| OtherFunctn = (''R'')-(+)- (CAS )<br>(''S'')-(–)- (CAS ) |
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|UNII_Comment = (''R''/''S'') |
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| Function = stereoisomers |
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|UNII1_Ref = {{fdacite|correct|FDA}} |
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}} |
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|UNII1 = V022ZK8GZ5 |
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|UNII1_Comment = (''R'')-(+) |
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|UNII2_Ref = {{fdacite|correct|FDA}} |
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|UNII2 = 05780F90V3 |
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|UNII2_Comment = (''S'')-(−) |
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|PubChem = 7408 |
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|PubChem_Comment = (''R''/''S'') |
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|PubChem1 = 643189 |
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|PubChem1_Comment = (''R'')-(+) |
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|PubChem2 = 75818 |
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|PubChem2_Comment = (''S'')-(−) |
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|SMILES = CC(C1=CC=CC=C1)N |
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|SMILES_Comment = (''R''/''S'') |
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|SMILES1 = C(C1=CC=CC=C1)N |
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|SMILES1_Comment = (''R'')-(+) |
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|SMILES2 = C(C1=CC=CC=C1)N |
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|SMILES2_Comment = (''S'')-(−) |
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|InChI = 1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3 |
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|InChIKey = RQEUFEKYXDPUSK-UHFFFAOYSA-N |
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|InChI_Comment = (''R''/''S'') |
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|InChI1 = 1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3/t7-/m1/s1 |
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|InChIKey1 = RQEUFEKYXDPUSK-SSDOTTSWSA-N |
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|InChI1_Comment = (''R'')-(+) |
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|InChI2 = 1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3/t7-/m0/s1 |
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|InChIKey2 = RQEUFEKYXDPUSK-ZETCQYMHSA-N |
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|InChI2_Comment = (''S'')-(−) |
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|ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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|ChEBI_Ref = {{ebicite|correct|EBI}} |
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|ChEBI = 670 |
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|ChemSpiderID = 7130 |
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|KEGG_Ref = {{keggcite|correct|kegg}} |
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|KEGG = C02455 |
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|ChEMBL_Ref = {{ebicite|correct|EBI}} |
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|ChEMBL = 278059 |
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|StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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|StdInChI = 1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3 |
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|StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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|StdInChIKey = RQEUFEKYXDPUSK-UHFFFAOYSA-N |
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}} |
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}} |
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|Section2 = {{Chembox Properties |
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|C=8|H=11|N=1 |
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|Density = 0.94 g/mL |
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|MeltingPt = -65 C{{citation needed|date=November 2015}} |
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|BoilingPtC = 187 |
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}} |
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|Section3 = {{Chembox Hazards |
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|MainHazards = Corrosive |
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}} |
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|Section9 = {{Chembox Related |
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|OtherFunction = (''R'')-(+)- (CAS )<br>(''S'')-(−)- (CAS ) |
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|OtherFunction_label = stereoisomers |
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}} |
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}} |
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'''1-Phenylethylamine''' is the organic compound with the formula C<sub>6</sub>H<sub>5</sub>CH(NH<sub>2</sub>)CH<sub>3</sub>. This ] is a colorless liquid is often used in ]s. Like ], it is relatively basic and forms stable ammonium salts and ]s. |
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==Preparation and optical resolution== |
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1-Phenylethylamine may be prepared by the ] of ]:<ref>{{OrgSynth | title = α-Phenylethylamine | author = John C. Robinson, Jr. and H. R. Snyder | volume = 23 | pages = 68 | year = 1943 | doi = 10.15227/orgsyn.023.0068}}</ref> |
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:{{chem2|C6H5C(O)CH3 + NH3 + H2 -> C6H5CH(NH2)CH3 + H2O}} |
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The ], using ], is another method for this transformation.<ref>{{cite book|last1= Mann |first1= F. G. |last2= Saunders |first2= B. C.|title=Practical Organic Chemistry, 4th Ed.|year=1960|publisher=Longman|location=London|isbn=9780582444072|pages=223–224|url=https://www.scribd.com/doc/46973684/Practical-Organic-Chemistry-Frederick-George-Mann}}</ref> |
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{{sc|l}}-] is used to ] 1-Phenylethylamine, a versatile resolving agent in its own right. The dextrorotatory ] crystallizes with the malate, leaving the levorotatory form in solution.<ref>{{cite journal |doi=10.15227/orgsyn.017.0080|title=d- and l-α-Phenylethylamine|journal=Organic Syntheses|year=1937|volume=17|page=80|author=A. W. Ingersoll}}</ref> |
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== See also == |
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* ] |
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== References == |
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{{Reflist}} |
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{{Phenethylamines}} |
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{{DEFAULTSORT:Phenethylamine, 1-}} |
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] |