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It has a JavaScript library set-up to integrate well within webpages and mobile devices like a phone or tablet, too. It comprises 2D/3D sketcher, an NMR predictor, and is freely available (open source GPL license). Derived from Chemdoodle, there is a structure -> name utility speaking multiple dialects (e.g., IUPAC / CA, Hantzsch nomenclature ...
The systematic name ethenyl is the preferred IUPAC name. Also in preferred IUPAC names, stereodescriptors are preceded by a numerical or letter locant to describe the position of the stereogenic unit when such locants are present. Therefore, the preferred IUPAC names for the compounds that are given in the question are (2Z)-6-ethenyl-3,4 ...
The problem with systematic IUPAC names is that many compounds can have more than one systematic IUPAC name. A compound may be named correctly in two or more ways in accordance with the several methods recommended by IUPAC. Thus, asking for the systematic IUPAC name does not make sense for such compounds.
For selection of a preferred IUPAC name, see P-52.2.8. P-52.2.8 Selection between a ring and a chain as parent hydride. Within the same heteroatom class and for the same number of characteristic groups cited as the principal characteristic group, a ring is always selected as the parent hydride to construct a preferred IUPAC name.
Your name, 1-chloro-2-methoxyethane, is correct. Here is a link to the relevant page of the 1993 edition of the IUPAC Blue Book - Nomenclature of Organic Chemistry, which is published online by ACD Labs with permission of IUPAC. Here are some example ethers and sulfides from that page, and we see a similar case to yours:
P-31.1.1.1 The presence of one or more double or triple bonds in an otherwise saturated parent hydride (…) is denoted by changing the ending ‘ane’ of the name of a saturated parent hydride to ‘ene’ or ‘yne’. Locants as low as possible are given to multiple bonds as a set, even though this may at times give ‘yne’ endings lower ...
Since P-62.2.2.1 explicitly states that Method (1) generates preferred IUPAC names even for symmetrical amines, the preferred name for the complete compound that is given in the question is 1,1,1-trimethyl-N-(trimethylsilyl)silanamine.
Therefore, the name of the fused ring system is indolo[4,3-fg]quinoline. The fused ring system gets a new numbering of locants. Numbering is quite easy if you draw the structure correctly according to the IUPAC recommendations for orientation of fused ring systems (wich are beyond the scope of this question; see Subsection P-25.3.2.3 for details).
According to IUPAC, only physical quantities and variables must be italicised. Section 8 Use of Italic and Roman Fonts for Symbols in Scientific Text of ICTNS Guidelines for Drafting IUPAC Technical Reports and Recommendations states that. a good general rule is that quantities, or variables, can be given a value, but labels cannot.
You can use GChemPaint, which is available on the repositories of many popular distributions.Among its many components for drawing structures, it has a specific tool for Newman's projections.