4-hydroxybenzal-2-toluidine | 33630-03-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-hydroxybenzal-2-toluidine
• 英文别名: 4-hydroxybenzylidene-2'-methylaniline；4-Hydroxy-benzaldehyd-(2-methyl-anil)；4-(o-Tolylimino-methyl)-phenol；(4-Oxy-benzaldehyd)-o-tolyimid；(4-Oxy-benzaldehyd)-o-tolylimid；(4-Oxy-benzal)-o-toluidin；4-{[(2-Methylphenyl)imino]methyl}phenol；4-[(2-methylphenyl)iminomethyl]phenol
• CAS: 33630-03-4
• 化学式: C₁₄H₁₃NO
• mdl: MFCD00447690
• 分子量: 211.263
• InChiKey: HFXMDIDYYYEVHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-hydroxybenzal-2-toluidine 在 sodium 、 六氯环三磷腈 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以48%的产率得到
  参考文献：
  名称：

  PREPARATION AND CHARACTERIZATION OF CHROMOPHOR GROUP CONTAINING CYCLOTRIPHOSPHAZENES: I IMINO CHROMOPHOR CARRYING SOME CYCLOTRIPHOSPHAZENES

  摘要：

  Some new substituted cyclotriphosphazenes were prepared by the reaction of hexachlorocyclotriphophazene and 4-hydroxy or 4'-hydroxy Schiff bases as 4'-hydroxybenzylideneaniline, 4'-hydroxy-4-chlorobenzylideneaniline, 4'-hydroxy-2-chlorobenzylidenaniline, 4'-hydroxy furfurylidenaniline, 4-hydroxybenzylidene-2'-methylaniline, 4-hydroxybenzylidene-2',6' dimethylaniline, 4-hydroxybenzylidene-2'-chloroaniline, 4-hydroxybenzylidenr4'-tert-butylaniline, 4'-hydroxybenzylidene-3,4-15-Crown-5-aniline. The structure of compounds with a general formula [NP(OC6H4CH=N-Ar)(2)](3) or [NP(OC6H4N=CH-Ar)(2)](3), was determined by IR, UV, H-1-NMR and elemental analysis. IR spectra of all compounds showed four characteristic bands located at 1633-1601 cm(-1) 1242-1150 cm(-1) 1278-1261 cm(-1) and 958-943 cm(1), respectively, corresponding to CH=N, P=N, P-N-P (asymmetric) and P-N-P (symmetric) vibrations. Characteristic UV bands,named as Band I, Band II, Band III and Band IV located at 346-308nm, 294-271nm, 262-216nm and 240-210nm respectively, are due to electronic transitions. The H-1-NMR spectra of 4-hydroxyfurfurylidene and the phosphazene derivative shows cis-trans izomerization below 305 degrees K and 295 degrees K.

  DOI：

  10.1080/10426509908031613
• 作为产物：
  描述：

  对羟基苯甲醛 、 邻甲苯胺 在 哌啶 作用下， 以 乙醇 为溶剂， 以78%的产率得到4-hydroxybenzal-2-toluidine
  参考文献：
  名称：

  PREPARATION AND CHARACTERIZATION OF CHROMOPHOR GROUP CONTAINING CYCLOTRIPHOSPHAZENES: I IMINO CHROMOPHOR CARRYING SOME CYCLOTRIPHOSPHAZENES

  摘要：

  Some new substituted cyclotriphosphazenes were prepared by the reaction of hexachlorocyclotriphophazene and 4-hydroxy or 4'-hydroxy Schiff bases as 4'-hydroxybenzylideneaniline, 4'-hydroxy-4-chlorobenzylideneaniline, 4'-hydroxy-2-chlorobenzylidenaniline, 4'-hydroxy furfurylidenaniline, 4-hydroxybenzylidene-2'-methylaniline, 4-hydroxybenzylidene-2',6' dimethylaniline, 4-hydroxybenzylidene-2'-chloroaniline, 4-hydroxybenzylidenr4'-tert-butylaniline, 4'-hydroxybenzylidene-3,4-15-Crown-5-aniline. The structure of compounds with a general formula [NP(OC6H4CH=N-Ar)(2)](3) or [NP(OC6H4N=CH-Ar)(2)](3), was determined by IR, UV, H-1-NMR and elemental analysis. IR spectra of all compounds showed four characteristic bands located at 1633-1601 cm(-1) 1242-1150 cm(-1) 1278-1261 cm(-1) and 958-943 cm(1), respectively, corresponding to CH=N, P=N, P-N-P (asymmetric) and P-N-P (symmetric) vibrations. Characteristic UV bands,named as Band I, Band II, Band III and Band IV located at 346-308nm, 294-271nm, 262-216nm and 240-210nm respectively, are due to electronic transitions. The H-1-NMR spectra of 4-hydroxyfurfurylidene and the phosphazene derivative shows cis-trans izomerization below 305 degrees K and 295 degrees K.

  DOI：

  10.1080/10426509908031613

文献信息

• Rai, Mangat; Khera, Vandana; Kaul, Journal of the Indian Chemical Society, 2006, vol. 83, # 2, p. 208 - 209
  作者：Rai, Mangat、Khera, Vandana、Kaul、Sharma

  DOI：——

  日期：——
• Furlong, Dissertation <Wuerzburg 1910>, S.49
  作者：Furlong

  DOI：——

  日期：——
• PREPARATION AND CHARACTERIZATION OF CHROMOPHOR GROUP CONTAINING CYCLOTRIPHOSPHAZENES: I IMINO CHROMOPHOR CARRYING SOME CYCLOTRIPHOSPHAZENES
  作者：Mustafa Odabaşoğlu、Günseli Turgut、Hatice Karaer

  DOI：10.1080/10426509908031613

  日期：1999.9.1

  Some new substituted cyclotriphosphazenes were prepared by the reaction of hexachlorocyclotriphophazene and 4-hydroxy or 4'-hydroxy Schiff bases as 4'-hydroxybenzylideneaniline, 4'-hydroxy-4-chlorobenzylideneaniline, 4'-hydroxy-2-chlorobenzylidenaniline, 4'-hydroxy furfurylidenaniline, 4-hydroxybenzylidene-2'-methylaniline, 4-hydroxybenzylidene-2',6' dimethylaniline, 4-hydroxybenzylidene-2'-chloroaniline, 4-hydroxybenzylidenr4'-tert-butylaniline, 4'-hydroxybenzylidene-3,4-15-Crown-5-aniline. The structure of compounds with a general formula [NP(OC6H4CH=N-Ar)(2)](3) or [NP(OC6H4N=CH-Ar)(2)](3), was determined by IR, UV, H-1-NMR and elemental analysis. IR spectra of all compounds showed four characteristic bands located at 1633-1601 cm(-1) 1242-1150 cm(-1) 1278-1261 cm(-1) and 958-943 cm(1), respectively, corresponding to CH=N, P=N, P-N-P (asymmetric) and P-N-P (symmetric) vibrations. Characteristic UV bands,named as Band I, Band II, Band III and Band IV located at 346-308nm, 294-271nm, 262-216nm and 240-210nm respectively, are due to electronic transitions. The H-1-NMR spectra of 4-hydroxyfurfurylidene and the phosphazene derivative shows cis-trans izomerization below 305 degrees K and 295 degrees K.