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hiols & Sulfides Melanie Otte & Julie Fuhrman

Thiols & sulfides

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Page 1: Thiols & sulfides

Thiols & SulfidesThiols & Sulfides

Melanie Otte & Julie FuhrmanMelanie Otte & Julie Fuhrman

Page 2: Thiols & sulfides

ThiolsThiols

Thiols are sulfur analogs of alcohols

Also called mercaptans (mercury capturing)

Thiols are sulfur analogs of alcohols

Also called mercaptans (mercury capturing)

Page 3: Thiols & sulfides

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

Page 4: Thiols & sulfides

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

Page 5: Thiols & sulfides

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

Page 6: Thiols & sulfides

Chemical PropertiesChemical Properties

Sulfides are easily oxidizedSulfides are easily oxidized

Page 7: Thiols & sulfides

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

Page 8: Thiols & sulfides

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.

Page 9: Thiols & sulfides

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

Page 10: Thiols & sulfides

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

Page 11: Thiols & sulfides

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.

Page 12: Thiols & 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

Page 13: Thiols & sulfides

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