Sublimation of Ferrocene and Synthesis of Ferrocenium HexafluorophosphateANSWERS TO QUESTIONS Table of Content

Sublimation of Ferrocene and Synthesis of
Ferrocenium HexafluorophosphateANSWERS TO QUESTIONS Table of Contents Graphic (TOC)


TITLE (Word Style “BA_Title”). The title should accurately,
clearly, and concisely reflect the emphasis and content of the paper.
The title must be brief and grammatically correct. Do NOT delete
the space above the title.
AUTHOR NAMES (Word Style “BB_Author_Name”). Include in the byline all those who have made
substantial contributions to the work, even if the paper was actually written by only one person. Use
first names, initials, and surnames (e.g., John R. Smith) or first initials, second names, and surnames
(e.g., J. Robert Smith). Do not use only initials with surnames (e.g., J. R. Smith) because this causes indexing and retrieval difficulties and interferes with unique identification of an author. Do not include
professional or official titles or academic degrees. At least one author must be designated with an asterisk as the author to whom correspondence should be addressed.
AUTHOR ADDRESS (Word Style “BC_Author_Address”). The affiliation should be the institution where the work was
conducted. If the present address of an author differs from that at which the work was done, indicate with a symbol and give
the Present Address under Author Information. If more than one address, use symbols to match author names to address(es).
Submitted: [Enter submission date]
RESULTS AND DISCUSSION
TEXT (Word Style “TA_Main_Text”). For full instructions,
please see the journal’s Instructions for Authors. Do not modify
the font in this or any other section, as doing so will not give an
accurate estimate of the formatting for publication and final length
of the paper.
FIGURES (Word Style “VA_Figure_Caption”). Each figure must
have a caption that includes the figure number and a brief description, preferably one or two sentences. The caption should follow
the format “Figure 1. Figure caption.” All figures must be mentioned in the text consecutively and numbered with Arabic numerals. The caption should be understandable without reference to the
text. Whenever possible, place the key to symbols in the artwork,
not in the caption. To insert the figure into the template, be sure it
is already sized appropriately and paste before the figure caption.
For formatting double-column figures, see the instructions at the
end of the template. Do NOT modify the amount of space before
and after the caption as this allows for the rules, space above and
below the rules, and space above and below the figure to be inserted
upon editing.
SCHEMES (Word Style “VC_Scheme_Title”). Groups of
reactions that show action are called schemes. Schemes may
have brief titles describing their contents. The title should
follow the format “Scheme 1. Scheme Title”. Schemes may
also
have
footnotes
(use
Word
Style
“FD_Scheme_Footnote”). To insert the scheme into the
template, be sure it is already sized appropriately and paste
after the scheme title. For formatting double-column
schemes, see the instructions at the end of the template. Do
NOT modify the amount of space before and after the title
as this allows for the rules, space above and below the rules,
and space above and below the scheme to be inserted upon
editing.
CHARTS (Word Style “VB_Chart_Title”). Groups of
structures that do not show action are called charts. Charts
may have brief titles describing their contents. The title
should follow the format “Chart 1. Chart Title”. Charts
may
also
have
footnotes
(use
Word
Style
“FC_Chart_Footnote”). To insert the chart into the template, be sure it is already sized appropriately and paste after the chart title. For formatting double-column charts, see
the instructions at the end of the template. Do NOT modify
the amount of space before and after the title as this allows
for the rules, space above and below the rules, and space
above and below the chart to be inserted upon editing.
TABLES. Each table must have a brief (one phrase or sentence) title that describes its contents. The title should follow
the format “Table 1. Table Title” (Word Style
“VD_Table_Title”). The title should be understandable
without reference to the text. Put details in footnotes, not in
the title (use Word Style “FE_Table_Footnote”). Do NOT
modify the amount of space before and after the title as this
allows for the space above and below the table to be inserted
upon editing.
Use tables (Word Style “TC_Table_Body”) when the data cannot
be presented clearly as narrative, when many precise numbers must
be presented, or when more meaningful interrelationships can be
conveyed by the tabular format. Do not use Word Style
“TC_Table_Body” for tables containing artwork. Tables should supplement, not duplicate, text and figures. Tables should be simple and
concise. It is preferable to use the Table Tool in your word-processing package, placing one entry per cell, to generate tables.
Displayed equations can be inserted where desired making
sure they are assigned Word Style “Normal”. Displayed
equations can only be one column wide. If the artwork needs
to be two columns wide, it must be relabeled as a figure,
chart, or scheme and mentioned as such in the text.
ANSWERS TO QUESTIONS
ASSOCIATED CONTENT
Supporting Information
Word Style “Section_Content”). A listing of the contents of each
file supplied as Supporting Information should be included. For instructions on what should be included in the Supporting Information, refer to the Chem 410 syllabus.
AUTHOR INFORMATION
Corresponding Author
(Word Style “Section_Content”). Give contact information for the
author(s) to whom correspondence should be addressed.
REFERENCES
(Word Style “TF_References_Section”). References are placed at the
end of the manuscript. Authors are responsible for the accuracy and completeness of all references. Examples of the recommended formats for the
various reference types can be found at http://pubs.acs.org/page/4authors/index.html. Detailed information on reference style can be found in
The ACS Style Guide, available from Oxford Press.
Table of Contents Graphic (TOC)
3
TITLE (Word Style “BA_Title”). The title should accurately,
clearly, and concisely reflect the emphasis and content of the paper.
The title must be brief and grammatically correct. Do NOT delete
the space above the title.
AUTHOR NAMES (Word Style “BB_Author_Name”). Include in the byline all those who have made
substantial contributions to the work, even if the paper was actually written by only one person. Use
first names, initials, and surnames (e.g., John R. Smith) or first initials, second names, and surnames
(e.g., J. Robert Smith). Do not use only initials with surnames (e.g., J. R. Smith) because this causes indexing and retrieval difficulties and interferes with unique identification of an author. Do not include
professional or official titles or academic degrees. At least one author must be designated with an asterisk as the author to whom correspondence should be addressed.
AUTHOR ADDRESS (Word Style “BC_Author_Address”). The affiliation should be the institution where the work was
conducted. If the present address of an author differs from that at which the work was done, indicate with a symbol and give
the Present Address under Author Information. If more than one address, use symbols to match author names to address(es).
Submitted: [Enter submission date]
RESULTS AND DISCUSSION
TEXT (Word Style “TA_Main_Text”). For full instructions,
please see the journal’s Instructions for Authors. Do not modify
the font in this or any other section, as doing so will not give an
accurate estimate of the formatting for publication and final length
of the paper.
FIGURES (Word Style “VA_Figure_Caption”). Each figure must
have a caption that includes the figure number and a brief description, preferably one or two sentences. The caption should follow
the format “Figure 1. Figure caption.” All figures must be mentioned in the text consecutively and numbered with Arabic numerals. The caption should be understandable without reference to the
text. Whenever possible, place the key to symbols in the artwork,
not in the caption. To insert the figure into the template, be sure it
is already sized appropriately and paste before the figure caption.
For formatting double-column figures, see the instructions at the
end of the template. Do NOT modify the amount of space before
and after the caption as this allows for the rules, space above and
below the rules, and space above and below the figure to be inserted
upon editing.
SCHEMES (Word Style “VC_Scheme_Title”). Groups of
reactions that show action are called schemes. Schemes may
have brief titles describing their contents. The title should
follow the format “Scheme 1. Scheme Title”. Schemes may
also
have
footnotes
(use
Word
Style
“FD_Scheme_Footnote”). To insert the scheme into the
template, be sure it is already sized appropriately and paste
after the scheme title. For formatting double-column
schemes, see the instructions at the end of the template. Do
NOT modify the amount of space before and after the title
as this allows for the rules, space above and below the rules,
and space above and below the scheme to be inserted upon
editing.
CHARTS (Word Style “VB_Chart_Title”). Groups of
structures that do not show action are called charts. Charts
may have brief titles describing their contents. The title
should follow the format “Chart 1. Chart Title”. Charts
may
also
have
footnotes
(use
Word
Style
“FC_Chart_Footnote”). To insert the chart into the template, be sure it is already sized appropriately and paste after the chart title. For formatting double-column charts, see
the instructions at the end of the template. Do NOT modify
the amount of space before and after the title as this allows
for the rules, space above and below the rules, and space
above and below the chart to be inserted upon editing.
TABLES. Each table must have a brief (one phrase or sentence) title that describes its contents. The title should follow
the format “Table 1. Table Title” (Word Style
“VD_Table_Title”). The title should be understandable
without reference to the text. Put details in footnotes, not in
the title (use Word Style “FE_Table_Footnote”). Do NOT
modify the amount of space before and after the title as this
allows for the space above and below the table to be inserted
upon editing.
Use tables (Word Style “TC_Table_Body”) when the data cannot
be presented clearly as narrative, when many precise numbers must
be presented, or when more meaningful interrelationships can be
conveyed by the tabular format. Do not use Word Style
“TC_Table_Body” for tables containing artwork. Tables should supplement, not duplicate, text and figures. Tables should be simple and
concise. It is preferable to use the Table Tool in your word-processing package, placing one entry per cell, to generate tables.
Displayed equations can be inserted where desired making
sure they are assigned Word Style “Normal”. Displayed
equations can only be one column wide. If the artwork needs
to be two columns wide, it must be relabeled as a figure,
chart, or scheme and mentioned as such in the text.
ANSWERS TO QUESTIONS
ASSOCIATED CONTENT
Supporting Information
Word Style “Section_Content”). A listing of the contents of each
file supplied as Supporting Information should be included. For instructions on what should be included in the Supporting Information, refer to the Chem 410 syllabus.
AUTHOR INFORMATION
Corresponding Author
(Word Style “Section_Content”). Give contact information for the
author(s) to whom correspondence should be addressed.
REFERENCES
(Word Style “TF_References_Section”). References are placed at the
end of the manuscript. Authors are responsible for the accuracy and completeness of all references. Examples of the recommended formats for the
various reference types can be found at http://pubs.acs.org/page/4authors/index.html. Detailed information on reference style can be found in
The ACS Style Guide, available from Oxford Press.
Table of Contents Graphic (TOC)
3
Chem 410 (Spring 2019)
Experiment 6: Sublimation of Ferrocene and Synthesis of
Ferrocenium Hexafluorophosphate
Time Required: Two Three Hour Laboratory Periods
Lab Period 1: Sublimation of Ferrocene
Ferrocene can be purified by sublimation, where it sublimes nicely at atmospheric
pressure; vacuum sublimation is usually not needed. To sublime the ferrocene, obtain
two halves of a small Petri dish. Spread out your product in one of the Petri dish halves,
and warm the crude product gently on a hot plate at its lowest setting for a few minutes
to remove the last traces of moisture from the ferrocene. Then, invert the other samesize half Petri dish over the first half dish (see below). Continue warming the crude
product gently on the hot plate as pure product sublimes on the inverted cover. An ice
bath should be placed on the top Petri dish to aid in reducing the time in isolating the
sublimed product. The most common cause of product loss at this stage is overheating,
with resulting scorching of the product. When sublimation is complete, transfer the pure
product into a tared vial, determine the weight of sublimed product, and calculate the
percent yield. Determine the melting point in a sealed (preferably evacuated) capillary
tube, since the product sublimes at the melting point. The melting point of pure ferrocene
should be 173-174 °C. Make sure you have sublimed enough ferrocene for the next lab
period.
Figure 1. Picture of the experimental apparatus for the sublimation of ferrocene.
Lab Period 2: Synthesis of Ferrocenium Hexafluorophosphate
To a stirred solution of Cp2Fe (1.0 g, 5.4 mmol) in a mixture of water (20 mL) and
acetone (8 mL) at room temperature was added anhydrous FeCl3 (1.2 g, 7.2 mmol). After
15 min the deep blue solution was filtered through Celite and then [NH4][PF6] (1.2 g, 7.1
mmol) was added. After 5 min, ethanol (10 mL) was added to aid precipitation of the blue
solid which was then removed by filtration. Additional product can be obtained by the
reduction of the volume of the solvent to ca. 20 mL and then addition of ethanol (10 mL).
The product can be recrystallized by dissolution in acetone (20 mL), followed by the
treatment with ethanol (40 mL), and cooled to -10 °C for 1 h to give dark blue crystals.
Ref: Connelly, N. G.; Geiger, W. E. Chem. Rev. 1996, 96, 877-910.
Chem 410 Lab Report Guidelines for
Experiment #6 – Sublimation of Ferrocene and the Synthesis of
Ferrocenium Hexafluorophosphate
Please use the lab report templates available on Blackboard prepare a report based on your
assigned section (please see table below).
Due Date
Experiment
3/1/19
6
Abstract
1,6,11
Lab Report Section Assignment
Results &
Introduction Experimental
Discussion
2,7,12
3,8,13
4,9,14
Conclusions
5,10,15
Questions to be Answered:
1) Of the compounds Fe(C5H5)2 and Ni(C5H5)2, which is easier to oxidize and why?
2) What features make a compound sublime easily?
3) Fe(C5H5)2 is air stable, but Co(C5H5)2 is not. Describe the reasons for this observed
reactivity.
4) Discuss the magnetism of Fe(C5H5)2 and [Fe(C5H5)2]PF6. Why is it different?
5) Could [NH4][BF4] be used in place of [NH4][PF6] in the procedure for ferrocenium PF6 to
make ferrocenium BF4 without changing any other conditions? Describe why or why
not?
6) Using Mercury, examine the molecular structures of ferrocene, ferrocenium BF4,
ferrocenium PF6, and ferrocenium BArF4. Comment on the geometry of the Cp rings
(eclipsed vs. staggered), and the distance between the iron center and the centroid of
the Cp ring as a function of redox state.
Data to be included in Supporting Information:
1) Cover page with Table of Contents
2) 1H, 19F, and 31P NMR spectra
3) Sample calculation of χ’M and μeff using Evan’s Method
4) Carbon copies from lab notebook
Chem 410 Lab Report Grading Rubric for Results & Discussion Only
Name:
Experiment Number:
Submission Date:
Possible Points
Section
Title &
Author
Contact
Information
Results
0
1
2
3
4
No Title or
Author
Contact
Information
Missing a title
or author
contact
information
Incorrect author
contact
information or
title provided
Author contact
information not
completely
provided
All author
contact
information and
only a generic
title provided
0
2
4
No Results
Provided
Figures,
contain errors
or are poorly
constructed,
have missing
components or
are incorrect
Most figures,
graphs, tables OK,
some still missing
some important
or required
features
2
4
0
Discussion
No
Discussion
of the
results
provided
0
Grammar
Answers to
Questions
Supporting
Information
TOC Graphic
6
8
5
All author
contact
information and
an attention
grabbing title
provided
10
All figures,
graphs, tables
are correctly
drawn, but
contain a major
problem or
could still be
improved
All figures,
graphs, tables
are correctly
drawn, but
some have
minor problems
or could still be
improved
All figures,
graphs, tables
are correctly
drawn, are
numbered and
contain
titles/captions.
8
10
6
Very
incomplete or
incorrect
interpretation
of trends and
comparison of
data indicating
a lack of
understanding
of results
Some of the
results have been
correctly
interpreted and
discussed; partial
but incomplete
understanding of
results is still
evident
Almost all of the
results have
been correctly
interpreted and
discussed, only
one major
improvement is
needed
Almost all of the
results have
been correctly
interpreted and
discussed, only
minor
improvements
are needed
All important
trends and data
comparisons
have been
interpreted
correctly and
discussed
1
2
3
4
5
Four
grammatical
errors
Three
grammatical
errors
Two
grammatical
errors
One
grammatical
error
No grammatical
errors
Five or
more
grammatical
errors
0
Questions not
answered
0
2
Three or more
questions answered
incorrectly
4
Two questions
answered incorrectly
2
4
Missing more than
two items in SI
Missing lab notebook
pages in SI
0
1
2
No TOC Graphic
Provided
TOC Graphic doesn’t
describe the
experiment
TOC Graphic can’t be
easily read (not the
correct size)
No Supporting
Information
provided
6
8
One question
answered
incorrectly
All questions
answered correctly
Incorrect Table of
Contents or missing
one item in SI
All SI and Table of
Contents Provided
TOC Graphic is
missing a key result
TOC Graphic
succinctly
describes
experiment
6
3
Total
Points
8
4
Total Score:

Purchase answer to see full
attachment