2-(4-Bromophenyl)-5-ethoxypyrimidine | 150595-67-8

• 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: 2-(4-Bromophenyl)-5-ethoxypyrimidine
• 英文别名: 2-(4-bromophenyl)-5-(ethoxy)pyrimidine
• CAS: 150595-67-8
• 化学式: C₁₂H₁₁BrN₂O
• 分子量: 279.136
• InChiKey: OSOLVNQRXHZVSO-UHFFFAOYSA-N

物化性质

• 沸点：
  285.4±32.0 °C(Predicted)
• 密度：
  1.410±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  35
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-戊烯-1-醇 、 2-(4-Bromophenyl)-5-ethoxypyrimidine 在 palladium diacetate sodium carbonate 、 三苯基膦 作用下， 以 various solvent(s) 为溶剂， 反应 3.0h， 以50%的产率得到5-Ethoxy-2-(4-<(E/Z)-5-hydroxypent-1-enyl>phenyl)pyrimidine
  参考文献：
  名称：

  Synthesis, Transition Temperatures and Some Physical Properties of Some Low-Melting Smectic C Materials

  摘要：

  As part of a systematic study of the factors affecting the smectic C phase, a dipole (ie, an oxygen atom) was introduced into the middle of one of the (non-polarisable) alkyl chains of a model phenylpyrimidine. A carbon-carbon double bond has also been introduced and the position and nature (E/Z) of the double bond was varied systematically and the resultant effect on the transition temperatures and several other physical properties of relevance to ferroelectric liquid crystal displays (FLCDs) studied. The new phenylpyrimidines exhibit nematic, smectic C and sometimes highly ordered smectic phases for long chain lengths. The effect of the oxygen atom in a central position in the chain is often to reduce the melting point (T-m) more than all the other transition temperatures (eg, below room temperature). This often results in a widening of the smectic C temperature range compared to the corresponding compounds without an oxygen atom in the middle of the chain. Of the alkenyl substituted compounds the ethers with a trans double bond in the 2-position [(E)-2-] exhibit the highest T-Sc values and lowest smectic A transition temperatures. The ethers with a double bond in a terminal position of the alkenyloxy chain exhibit the widest smectic C mesophase ranges (up to 60 degrees C). Of the esters only the (E)-alk-2-enoates exhibit mesomorphic properties.

  DOI：

  10.1080/10587259508038688
• 作为产物：
  描述：

  4-溴苯甲脒盐酸盐水合物 、 3-dimethylamino-2-ethoxy-N,N-dimethyl-prop-2-eneiminium perchlorate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以94%的产率得到2-(4-Bromophenyl)-5-ethoxypyrimidine
  参考文献：
  名称：

  Synthesis, Transition Temperatures and Some Physical Properties of Some Low-Melting Smectic C Materials

  摘要：

  As part of a systematic study of the factors affecting the smectic C phase, a dipole (ie, an oxygen atom) was introduced into the middle of one of the (non-polarisable) alkyl chains of a model phenylpyrimidine. A carbon-carbon double bond has also been introduced and the position and nature (E/Z) of the double bond was varied systematically and the resultant effect on the transition temperatures and several other physical properties of relevance to ferroelectric liquid crystal displays (FLCDs) studied. The new phenylpyrimidines exhibit nematic, smectic C and sometimes highly ordered smectic phases for long chain lengths. The effect of the oxygen atom in a central position in the chain is often to reduce the melting point (T-m) more than all the other transition temperatures (eg, below room temperature). This often results in a widening of the smectic C temperature range compared to the corresponding compounds without an oxygen atom in the middle of the chain. Of the alkenyl substituted compounds the ethers with a trans double bond in the 2-position [(E)-2-] exhibit the highest T-Sc values and lowest smectic A transition temperatures. The ethers with a double bond in a terminal position of the alkenyloxy chain exhibit the widest smectic C mesophase ranges (up to 60 degrees C). Of the esters only the (E)-alk-2-enoates exhibit mesomorphic properties.

  DOI：

  10.1080/10587259508038688

文献信息

• Nitrogen heterocycles and liquid crystalline mixtures containing them
  申请人：Hoffmann-La Roche Inc.

  公开号：US05326497A1

  公开（公告）日：1994-07-05

  Compounds of the general formula ##STR1## wherein R.sup.1 is C.sub.5-12 -alkyl or C.sub.5-12 -alkenyl; R.sup.2 is C.sub.1-9 -alkyl or C.sub.2-9 -alkenyl; provided that at least one of groups R.sup.1 and R.sup.2 is alkenyl; X is a CH group or nitrogen; n is either 0 or 1; q is a whole number between 2 to 6 inclusive; r is either 0 or 1 provided that the sum of q and r at least 3, s is either 0 or 1; and p is either 1 or 2, provided that n is zero when p is 2; mixtures which contain these compounds as well as the use of these compounds for electro-optical purposes.

  通式为##STR1##的化合物，其中R.sup.1为C.sub.5-12-烷基或C.sub.5-12-烯基；R.sup.2为C.sub.1-9-烷基或C.sub.2-9-烯基；要求至少有一个基团R.sup.1和R.sup.2为烯基；X为CH基团或氮；n为0或1；q为2到6之间的整数；r为0或1，要求q和r的总和至少为3，s为0或1；p为1或2，要求当p为2时n为零；包含这些化合物的混合物以及这些化合物用于电光目的。
• Stickstoff-Heterocyclen
  申请人：Rolic AG

  公开号：EP0537620B1

  公开（公告）日：1998-01-07
• US5326497A
  申请人：——

  公开号：US5326497A

  公开（公告）日：1994-07-05
• Synthesis, Transition Temperatures and Some Physical Properties of Some Low-Melting Smectic C Materials
  作者：Stephen Kelly、Jürg Fünfschilling

  DOI：10.1080/10587259508038688

  日期：1995.2

  As part of a systematic study of the factors affecting the smectic C phase, a dipole (ie, an oxygen atom) was introduced into the middle of one of the (non-polarisable) alkyl chains of a model phenylpyrimidine. A carbon-carbon double bond has also been introduced and the position and nature (E/Z) of the double bond was varied systematically and the resultant effect on the transition temperatures and several other physical properties of relevance to ferroelectric liquid crystal displays (FLCDs) studied. The new phenylpyrimidines exhibit nematic, smectic C and sometimes highly ordered smectic phases for long chain lengths. The effect of the oxygen atom in a central position in the chain is often to reduce the melting point (T-m) more than all the other transition temperatures (eg, below room temperature). This often results in a widening of the smectic C temperature range compared to the corresponding compounds without an oxygen atom in the middle of the chain. Of the alkenyl substituted compounds the ethers with a trans double bond in the 2-position [(E)-2-] exhibit the highest T-Sc values and lowest smectic A transition temperatures. The ethers with a double bond in a terminal position of the alkenyloxy chain exhibit the widest smectic C mesophase ranges (up to 60 degrees C). Of the esters only the (E)-alk-2-enoates exhibit mesomorphic properties.