Chemical |
iso-Butanol |
CAS-number : |
78-83-1 |
|
Synonyms : |
1-hydroxymethylpropane |
2-methyl-1-propanol,2-methylpropyl alcohol |
2-methylpropan-1-ol |
Isobutyl alcohol |
isopropylcarbinol |
|
Sumformula of the chemical : |
C4H10O |
EINECS-number : |
2011480 |
|
Uses : |
The major use of isobutanol is in the manufacture of isobutyl
acetate, which is employed in the lacquer industry.
Furthermore, isobutanol is used as a solvent in paint and
varnish removers and in the manufacture of isobutyl esters,
which serve as solvents, plasticizers, flavourings, and
perfumes.
It is also used as a flavouring agent in butter,
cola, fruit, liquor, rum, and whisky (Hall & Oser 1965).
Isobutanol is one of the three main alcohols in fused oil, and
is present in large amounts in some alcoholic beverages
(Hedlund Kiessling 1969).
Natural isobutanol is produced by the fermentation of
carbohydrates.
Isobutanol is found in some fruits.
It also
occurs in beverages.
Isobutanol has been identified in sundry
other foods including cheddar cheese and hop oil (WHO 1987).
|
|
State and appearance : |
Colourless liquid.
|
|
Odor : |
Sweet, similar to that of amyl alcohol, but weaker.
Odour threshold: approximately 4.6 mg/m3 (1.5 ppm).
Quality: sweet, musty
Hedonic tone: unpleasant to pleasant
Threshold odour concentration
absolute: 0.68 ppm
50 % recognition: 1.80 ppm
100 % recognition: 2.05 ppm
Odour index 100 % recognition: 5 131
(Hellman & Small 1974)
|
|
Molecular weight : |
74.12 |
|
Density, kg/m3 : |
801 |
801-803 |
803 |
|
|
Conversion factor, 1 ppm in air=_mg/m3 : |
3.083 |
mg/m3 |
|
Conversion factor, 1 mg/m3 in air=_ppm : |
0.324 |
ppm |
|
Water solubility, mg/l : |
85000 |
8.5 wt% (20°C) |
|
Boiling point, °C : |
107.9 |
|
108 |
760 mmHg, MITI 1992 |
|
Log octanol/water coefficient, log Pow : |
0.76 |
Sangster 1989 |
|
Chemical oxygen demand, g O2/g : |
2.46 |
5 days, Bridie et al. 1979 |
|
Biochemical oxygen demand, g O2/g : |
0.41 |
5 days, Bridie et al. 1979 |
|
Half-life in air, days : |
0.42 |
9.96hr - 99.6hr, |
4.15 |
scientific judgement based upon estimated |
|
photooxidation half-life in air, |
|
Howard 1991 |
|
Half-life in soil, days : |
1.79 |
43hr - 173hr, |
7.21 |
scientific judgement based upon estimated |
|
unacclimated aqueous aerobic biodegradation |
|
half-life, |
|
Howard 1991 |
|
Half-life in water, days : |
1.79 |
43hr - 173hr, in surface water, scientific judgement |
7.21 |
based upon estimated unacclimated aqueous aerobic |
|
biodegradation half-life, |
3.6 |
3.6d - 14.4d, |
14.4 |
in ground water, scientific judgement based upon |
|
estimated unacclimated aqueous aerobic |
|
biodegradation half-life, |
|
Howard 1991 |
|
Total degradation in water : |
Biodegradation:
90% by BOD
period: 14d
substance: 100 mg/l
sludge: 30 mg/l
(MITI 1992)
|
|
Ready biodegradability : |
Confirmed to be biodegradable (Anon. 1987). |
|
Other information of degradation : |
Isobutanol is readily biodegradable.
It is degraded in
significant amounts within a few hours, and degradation would
be expected to be complete within a few days (WHO 1987).
Nazarenko ( 1969) reports an oxygen requirement of
approximately 1.4 mg to oxidize 1 mg of isobutanol.
|
|
Metabolism in mammals : |
In animals, isobutanol is absorbed through the skin, lungs, and
gastrointestinal tract.
Isobutanol is metabolized by alcohol
dehydrogenase to isobutyric acid via the aldehyde and may enter
the tricarboxylic acid cycle.
Small amounts of isobutanol are
excreted unchanged, ot as the glucoronide in the urine.
In
rabbits, metabolites found in the urine include acetaldehyde,
acetic acid, isobutyraldehyde, and isovaleric acid (Saito
1975).
|
|
Other information of bioaccumulation : |
Isobutanol does no bioaccumulate (Chiou et al. 1977).
|
|
LD50 values to mammals in oral exposure, mg/kg : |
2460 |
orl-rat, US DHEW 1078 |
3500 |
orl-mus,Kushneva et al. 1983 |
3100 |
orl-rat |
|
LD50 values to mammals in non-oral exposure , mg/kg : |
4240 |
skn-rbt, US DHEW 1978 |
|
LC50 values to mammals in inhalation exposure, mg/m3 : |
19900 |
ihl-gpg,Kushneva et al.1983 |
15500 |
ihl-mus |
26250 |
ihl-rbt |
19200 |
ihl-rat |
|
Effects on physiology of mammals : |
The acute toxic effects are alcoholic intoxication and
narcosis.
Isobutanol is severely irritating to the eyes and
moderately irritating to the skin.
A group of rats given an 1
mol/l solution of isobutanol as their sole drinking liquid for
4 months did not show any adverse effects in the liver; another
group given a 2 mol/l solution as their sole drinking liquid
for 2 months showed a reduction in fat, glycogen, ant RNA
content, and in the overall size of the cells in the liver.
Continuous inhalation exposure of rats to 3 mg/m3 for 4 months
resulted in depression of leg withdrawal response to electrical
stimulation, minor changes of formed elements of the blood and
serum enzymes.
The estimated NOEC level was 0.1 mg/m3
(WHO 1987).
|
|
Carcinogenicity : |
In a lifetime carcinogenicity study, groups of rats received
isobutanol subcutaneously (0.05 ml/kg body weight twice a week)
or orally (0.2 mg/kg).
The animals exhibited toxic liver damage
ranging from steatosis to cirrhosis.
Numbers of animals showing
malignant tumours totalled 8 in the subcutaneous group, 3 in
the oral group, and 0 in the control group.
The majority of
treated animals also showed hyperplasia of blood-forming
tissues.
Because of lack of mutagenicity studies, the Task
Group could not determine whether isobutanol was a genetically
active compound.
The findings in the carcinogenicity study are
a cause of concern.
Because of methodological inadequacies
and the manner of reporting the data, it was not possible to
determine whether isobutanol should be regarded as an animal
carcinogen.
Thus it is not possible to extrapolate from this
study to possible long-term effects in man (WHO 1987).
|
|
Mutagenicity : |
No adequate data are available to assess mutagenicity of
teratogenicity of isobutanol or effects on reproduction
(WHO 1987).
|
|
Effects on amphibia : |
Threshold for narcosis: 4000 mg/l,Tadpole (Rana sp.),
(Münch 1972).
|
|
Effects on plants : |
Toxicity studies in plants indicate that germination will not
be affected by exposure to isobutanol at background levels.
An
EC50 of 760 mg/l was reported by Reynolds (1977) for seed
germination in lettuce (Lactuca sativa).
Smith & Siegel (1975) found an EC50 of 40800 mg/l for seed
germination in cucumber (Cucumis sativus).
|
|
Effects on microorganisms : |
Table 1 Toxicity of isobutanol to microorganisms (WHO 1987).
_______________________________________________________________
Species Conc.mg/l Parameter Reference
---------------------------------------------------------------
Protozoa
Chilomonas NOEC 48hr Bringmann & Kühn
paramaecium 22 total biomass 1981
(flagellate)
Uronema
parduczi 169 NOEC 20 hr Bringmann & Kühn
(ciliate) total biomass 1981
Entosiphon
sulcatum 296 NOEC 72hr Bringmann & Kühn
(flagellate) total biomass 1981
Bacteria
Pseudomonas NOEC 16hr Bringmann & Kühn
putida 280 total biomass 1981
Bacillus EC50 Yasuda-Yasaki et al.
subtilis 1180 spore germination 1978
_______________________________________________________________
Toxicity threshold (cell multiplication inhibition test):
bacteria (Pseudomonas putida): 280 mg/l
(Bringmann & Kühn 1980a)
|
|
EC50 values to microorganism, mg/l : |
1224 |
Microtox, Nacci et al. 1986 |
14602 |
Biodegradation inhibition, |
|
Vaishnav 1986 |
|
NOEC values to algae, mg/l : |
350 |
8d,grw,Scenedesmus quadricauda |
290 |
8d,grw,Microcystis aeruginosa |
|
Bringmann & Kühn 1978a |
|
LC50 values to crustaceans, mg/l : |
1400 |
24hr,Artemia salina,Price et al.1974 |
|
EC50 values to crustaceans, mg/l : |
1250 |
24hr,mbt,Daphnia magna |
|
Bringmann & Kühn 1982 |
|
-- |
3800 |
Artemia salina,excyctment |
|
Smith & Siegel 1975 |
|
LC50 values to fishes, mg/l : |
1520 |
48hr,Leuciscus idus melanotus |
|
Juhnke & Lüdemann 1978 |
|
-- |
2600 |
24hr,Carassius auratus,Bridie et al.1979 |
|
-- |
1000 |
1000-3000,96hr,Alburnus alburnus |
3000 |
Linden et al.1979 |
|
-- |
1430 |
96 hr, Pimephales promelas, Brooke et al. 1984 |
|
EC50 values to fishes, mg/l : |
1430 |
96 hr, Pimephales promelas, Brooke et al. 1984 |
|
Other information of water organisms : |
Toxicity threshold (cell multiplication inhibition test):
green algae (Scenedesmus quadricauda): 350 mg/l
protozoa (Entosiphon sulcatum): 295 mg/l
(Bringmann & Kühn 1980a)
|
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