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CA Index Name |
3,3-dimethyl butan-2-ol | 3,3-dimethyl butan-2-one |
CAS Registry Number |
464-07-3 | 75-97-8 |
EINECS Number |
207-347-9 | 200-920-4 |
|---|---|---|
RTECS Number |
EL2276000 | EL7700000 |
UN Transport Code |
1987 | 1325 |
ICSC Number |
none | none |
| CWC Schedule 2B | ||
| Warning symbols | |
|---|---|
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| Flammable | Irritating |
| Synonyms | |
|---|---|
| Pinacolone | Pinacolyl alcohol |
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CHEMICAL AND PHYSICAL PROPERTIES
| Pinacolyl alcohol | Pinacolone | |
|---|---|---|
| Structure | ||
Appearance |
Clear liquid with alcoholic odor | Clear liquid with camphor or mint odor |
| Molecular Formula |
C6H14O | C6H12O |
| Molecular Weight |
102.2 | 102.2 |
| Melting Point |
5.45°C | -52.5°C |
| Boiling Point |
120°C | 106°C |
| Liquid Density |
0.835 | 0.723 |
| Vapor Density |
3.52 | - |
| Vapor pressure | 1.7 kPa at 25°C | 4.2 kPa at 25°C |
| Flammable | ||
| NFPA Hazard Ratings | ||||
|---|---|---|---|---|
SPECIAL |
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| Pinacolyl alcohol | 3 | 1 | 0 | * |
| Pinacolone | 4 | 1 | 0 | * |
Also refer to 2000 Emergency Response Guidebook (ERG2000) Guide 127.
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| No specific recommendations |
Health Hazards
Irritating by skin contact, inhalation, and ingestion although it may take some time for effects to become evident. Large quantities can have effects on the central nervous system, suffocation and cyanosis in the case of skin contact. Both are extremely flammable.
Risk and Safety Phrases.
| Pinacolyl alcohol | Pinacolone |
|---|---|
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INDUSTRIAL/COMMERCIAL USES
Pinacolone is the more important of the two in industrial chemistry. Its primary use is in the synthesis of triazolylpinacolone in the synthesis of the fungicide triadimefon and in synthesis of the herbicide metribuzin.It is also the immediate precursor for pinacolyl alcohol.
COMMENTS
Pinacolyl alcohol is used in the preparation of the nerve agent soman. The immediate synthesis is by the reduction of pinacolone. Pinacolone can be made by several routes. The simplest, or at least the one using the most unobtrusive starting materials, is by a well-characterized reaction known as the pinacol rearrangement. This involves acetone as the only reactant in the presence of an acid catalyst. Acetone is a high production volume chemical with worldwide annual production of 1 million tons. Other routes use more exotic starting materials that would be more telling indicators of their intent. The other significant commercial route is by the reaction of tert-butanol and formaldehyde.
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