“1,8-Diaminonaphthalene”的意思、由来-开放百科全书

词条

1,8-Diaminonaphthalene

释义

Synthesis and reactions
References

{{chembox
| Verifiedfields = changed
| verifiedrevid = 477206675
| ImageFile=1,8-Diaminonaphthalene.png
| ImageSize= 108px
| IUPACName=naphthalene-1,8-diamine
| OtherNames= deltamin, 1,8-naphthalenediamine
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 61381
| InChI = 1/C10H10N2/c11-8-5-1-3-7-4-2-6-9(12)10(7)8/h1-6H,11-12H2
| InChIKey = YFOOEYJGMMJJLS-UHFFFAOYAU
| SMILES1 = c1(cccc2cccc(N)c12)N
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 595537
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C10H10N2/c11-8-5-1-3-7-4-2-6-9(12)10(7)8/h1-6H,11-12H2
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = YFOOEYJGMMJJLS-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|changed|??}}
| CASNo=479-27-6
| PubChem=68067
| SMILES=C1=CC2=C(C(=C1)N)C(=CC=C2)N
|Section2={{Chembox Properties
| Formula=C{{sub|10}}H{{sub|10}}N{{sub|2}}
| MolarMass=158.1998
| Appearance=
| Density=
| MeltingPt=
| BoilingPt=
| Solubility=
|Section3={{Chembox Hazards
| MainHazards=
| FlashPt=
| AutoignitionPt =
|Section8={{Chembox Related
| OtherFunction_label = Aromatic amines
| OtherFunction = 1-Naphthylamine
1,8-bis(dimethylamino)naphthalene
}}1,8-Diaminonaphthalene is an organic compound with the formula C{{sub|10}}H{{sub|6}}(NH{{sub|2}}){{sub|2}}. It is one of the diamine derivatives of naphthalene. It is a colorless solid that darkens in air due to oxidation. It is a precursor to commercial pigments.^[1]

Synthesis and reactions

It is prepared by reduction of 1,8-dinitronaphthalene, which in turn is obtained as a mixture of isomers by nitration of 1-nitronaphthalene.

Upon treatment with phthalic anhydride derivatives, the diamine converts to phthaloperinones. The derivative from phthalic anhydride itself, Solvent Orange 60, is a useful orange pigments. It is a precursor to 1,8-bis(dimethylamino)naphthalene.

References

1. ^Gerald Booth "Naphthalene Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim. {{DOI|10.1002/14356007.a17_009}}.

2 : Naphthylamines|Diamines

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