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Thiols & SulfidesThiols & Sulfides
Melanie Otte & Julie FuhrmanMelanie Otte & Julie Fuhrman
ThiolsThiols
Thiols are sulfur analogs of alcohols
Also called mercaptans (mercury capturing)
Thiols are sulfur analogs of alcohols
Also called mercaptans (mercury capturing)
Sulfides Sulfides
Sulfur analogs are called sulfides or thioethers
Most sulfides react readily to form sulfonium salts
Sulfur analogs are called sulfides or thioethers
Most sulfides react readily to form sulfonium salts
Physical Properties of Thiols & Sulfides
Physical Properties of Thiols & Sulfides
Thiols with a low-molecular weight have an appalling odor. The skunk scent is caused by the simple thiols 3-methyl-1 butanethiol and butane-1-thiol
Thiols have lower boiling points and are less soluble in water than other alcohols
Thiols with a low-molecular weight have an appalling odor. The skunk scent is caused by the simple thiols 3-methyl-1 butanethiol and butane-1-thiol
Thiols have lower boiling points and are less soluble in water than other alcohols
Physical Properties of Thiols & Sulfides
Physical Properties of Thiols & Sulfides
The difference in electronegativity between S (2.5) and H (2.1) is 0.4.
This creates a bond with low polarity
Show little association by hydrogen bonding
The difference in electronegativity between S (2.5) and H (2.1) is 0.4.
This creates a bond with low polarity
Show little association by hydrogen bonding
Chemical PropertiesChemical Properties
Sulfides are easily oxidizedSulfides are easily oxidized
Common CompoundsCommon Compounds
Sulfides: argentite (silver sulfide), cinnabar ( mercury, galena lead sulfide), molybdenite ( molybdenum sulfide
They have a single Sulfur element bonded to a Carbon.
CH3OH = Methanol C4H9SH = Butanethiol CH3SCH3 = Dimethyl sulfide C2H2SSC2H5 = diethyl disulfide
Sulfides: argentite (silver sulfide), cinnabar ( mercury, galena lead sulfide), molybdenite ( molybdenum sulfide
They have a single Sulfur element bonded to a Carbon.
CH3OH = Methanol C4H9SH = Butanethiol CH3SCH3 = Dimethyl sulfide C2H2SSC2H5 = diethyl disulfide
Uses & Occurrence Uses & Occurrence
Thiols are added to natural gas to serve as an easily detectable warning in case of leaks
The most common reaction in biological systems is between thiols and disulfides
Thiols are often found in petroleum, pulp, and paper industries
Thiols occur naturally such as in onions and garlic oil.
Thiols are added to natural gas to serve as an easily detectable warning in case of leaks
The most common reaction in biological systems is between thiols and disulfides
Thiols are often found in petroleum, pulp, and paper industries
Thiols occur naturally such as in onions and garlic oil.
Hazards & BenefitsHazards & Benefits
Some thiols are flammable Some metal sulfides when exposed to a
strong mineral acid, will release toxic hydrogen sulfide.
Organic sulfides are highly flammable Almost all ogranic sulfides have a strong
stench which rotting biomass releases also.
Thiols have the ability to temporarily reduce a person’s ability to smell odors
Some thiols are flammable Some metal sulfides when exposed to a
strong mineral acid, will release toxic hydrogen sulfide.
Organic sulfides are highly flammable Almost all ogranic sulfides have a strong
stench which rotting biomass releases also.
Thiols have the ability to temporarily reduce a person’s ability to smell odors
Hazards & BenefitsHazards & Benefits
Thiols are strong irritants and can be toxic at high concentration, and can cause nausea, vomiting, coughing, and lung irritation.
The active substance in onions, garlic, and and other members of the allium families are allyl sulfides have many health benefits including, protection against caner, lower cholesterol, reduce the risk of blood clots, and heart disease
Thiols are strong irritants and can be toxic at high concentration, and can cause nausea, vomiting, coughing, and lung irritation.
The active substance in onions, garlic, and and other members of the allium families are allyl sulfides have many health benefits including, protection against caner, lower cholesterol, reduce the risk of blood clots, and heart disease
How Thiols & Sulfides Relate
How Thiols & Sulfides Relate
Sulfur analogs of alcohols are called thiols or mercaptans and ether analogs are calle sulfides.
Sulfur analogs of alcohols are called thiols or mercaptans and ether analogs are calle sulfides.
How it relates to other groups
How it relates to other groups
Thiols are stronger acids than other alcohols
Thiols are stronger acids than other alcohols
Works CitedWorks Cited
Organic Chemistry Powerpoint by William H. Brown, Christopher S. Foote, Brent L. Iverson
www.snow.edu/danb/files/organic/ch%2010.ppt
employment.alberta.ca/documents/WHS/WHS-PUB_ch060.pdf -
http://www.answers.com/topic/sulfide http://findarticles.com/p/articles/mi_m0826/is_
1_16/ai_59017937/ http://cem.msu.edu/~reusch/VirtualText/
special2.htm#top1a
Organic Chemistry Powerpoint by William H. Brown, Christopher S. Foote, Brent L. Iverson
www.snow.edu/danb/files/organic/ch%2010.ppt
employment.alberta.ca/documents/WHS/WHS-PUB_ch060.pdf -
http://www.answers.com/topic/sulfide http://findarticles.com/p/articles/mi_m0826/is_
1_16/ai_59017937/ http://cem.msu.edu/~reusch/VirtualText/
special2.htm#top1a