Organic Solvents

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Organic solvents Dr. Zhang Qiao Dep. of labor hygiene 09-11-2006

Learning Objectives 

 

Describe characteristics and identify sources of Benzene Discuss Health Effects of Benzene Determine actions for reducing exposures to Benzene

Benzene 

Benzene is an aromatic hydrocarbon that is produced by the burning of natural products.



It is a component of products derived from coal and petroleum and is found in gasoline and other fuels.

Benzene; C6H6 H H

H

H

H H

H

Examples of Aromatic Hydrocarbons

CH3

H

H

H

H

H

H

H

H

H Benzene

H

H

H

H

H

H H

H

H Toluene

Naphthalene

Resonance Formulation of Benzene The structure of benzene is a resonance hybrid of the two Lewis structures. Electrons are not localized in alternating single and double bonds, but are delocalized over all six ring carbons.

H

H

H

H

H

H

H

H

H

H

H

H

Circle-in-a-ring notation stands for resonance description of benzene (hybrid of two Kekulé structures)

Physical and chemical character  

 

Clear,colorless and volatile liquid sweet odor, evaporates quickly, highly flammable ℃ Boiling temperature=80 Variable amounts up to 50 % ( toluene , xylene )

Chance

of

expose

Benzene is used in the manufacture of plastics, detergents, pesticides, and other chemicals. The distillation of coal in the coking process As a solvent in oil refineries An additive in motor fuel

Chance

of

expose



Produced during the burning of gasoline, cigarettes, volcanoes, and forest fires



Used in plastics, resins, nylon, and synthetic fibers, some rubbers, lubricants, dyes, detergents, drugs, pesticides ( impregnant , menstruum , solvent , thinner , et,al)

In china, the highest incidence of benzene poisoning occurs in follow vocations : Painting,

Shoemaking

Shoemaking

How Are We Exposed? 

Inhalation  





Ingestion 



Gasoline vapors Cigarette smoke (first and second hand) Vapors from contaminated steam during showering or cooking Contaminated groundwater

Skin Contact

Route of absorption 

Inhalation is the main way



Skin penetration is of little importance



The highest retention is in lipid-rich organs,adipose tissue and bone marrow(can reach a level 20 times higher than blood)

Elimination 





Mainly through the respiratory route(45-70%) The rest is excreted as urinary metabolites It can also be metabolized in the liver by the mixed-function microsomaloxidases

Results of expose 

High airborne concentrations of benzene results in:



CNS depression with acute, non-specific, narcotic effects.



It can even cause to death.

Acute Inhalation        

Drowsiness Dizziness Fast heart rate Headache Tremors Confusion Unconsciousness Death

Ingestion – High Level 

Food or water       

Nausea/vomiting Stomach irritation Dizziness Sleepiness Convulsions Fast heart rate Death

Health Effects: Skin Contact   

Redness Sores Eye irritation

Health Effects: Chronic      

Decreased blood production Cancer: Acute myeloid leukemia Inability to fight infection Low birth weight Delayed fetal bone formation Injury to reproductive organs leading to infertility and difficulty getting pregnant

Results of expose 

Chronic benzene poisoning can occur with much lower exposure levels.it can often cause severe bone marrow depression



Change in blood: anemia,leukopenia, throbocytopenia

Results of expose 

Leukemia secondary to benzene expose has been found,



and malignant transformation of the bone marrow has been noted years after cessation of expose.

Results of expose 

Chromosomal aberrations in lymphocytes were shown to persist even years after cessation of toxic exposure



(SCE: sister chromatid exchanges)



(MN :micronucleus)

micronucleus

cell

Chromatid exchange

Results of expose 

Carcinogenetic effects of benzene

benzene to be a carcinogen (cancer causing). With exposures from less than five years to more than 30 years, individuals have developed, and died from, leukemia.

Indication of Exposure 





Breath test – only useful shortly after exposure, cannot detect low levels Blood and bone marrow – only indicates recent exposures Urine for benzene breakdown products, such as phenol – may not be specific for benzene exposure

How to Reduce Risk  





Avoid breathing or ingesting vapors Wear protective respiratory equipment and gloves Ensure adequate ventilation where fumes are present If exposed at work  

Wash immediately and before going home Change clothes at work, launder separately

Policy 

EPA Maximum Contaminant Level  Water: 5 parts per billion (ppb)  Air: 0.4 ppb  Goal for both air and water: 0 ppb

Policy 



OSHA 8 hour day/40 hour week limit for air exposure is 1 part per million (ppm) with a short–term air exposure limit of 5 ppm NIOSH recommends use of special respiratory equipment when handling benzene

In Review 

What is benzene and how are we exposed to it



How does benzene effect our health



How can we reduce our exposure to benzene

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