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CA Index Name |
Benzene acetic acid, alpha-hydroxy-alpha-phenyl | Benzene acetic acid, alpha-hydroxy-alpha-phenyl, methyl ester |
CAS Registry Number |
76-93-7 | 76-89-1 |
RTECS Number |
DD2064000 | none |
|---|---|---|
EINECS Number |
200-993-2 | 200-991-1 |
UN Transport Code |
none | none |
ICSC Number |
none | none |
| CWC Schedule 2B | ||
| Synonyms | |
|---|---|
| Benzilic acid | Methyl benzilate |
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CHEMICAL AND PHYSICAL PROPERTIES
| Benzilic acid | Methyl benzilate | |
|---|---|---|
| Structure | ||
| Appearance | White powder | White powder |
| Molecular Formula |
C14H12O3 | C15H14O3 |
| Molecular Weight |
228 | 242.3 |
| Melting Point |
150-152°C | 73-76°C |
| Boiling Point |
180°C | 187°C (reduced pressure) |
| Liquid Density |
n/a | n/a |
| Vapor Density |
n/a | n/a |
| Vapor pressure | n/a | n/a |
| Not flammable | ||
| NFPA Hazard Ratings | |||
|---|---|---|---|
* |
* |
* |
SPECIAL |
Also refer to 2000 Emergency Response Guidebook (ERG2000) Guide: no specific reference.
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| No specific recommendation |
Health Hazards
Benzilic acid and methyl benzilate are considered harmful and dangerous if swallowed. They are not completely characterized in terms of their toxicologies but reasonable care: use of protective clothing and eyewear and thorough washing after use, are recommended. Like many other small organic compounds, the fumes given off by burning may be dangerous.
Risk and Safety Phrases.
| Benzilic acid | Methyl benzilate |
|---|---|
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INDUSTRIAL/COMMERCIAL USES
Benzilic acid and methyl benzilate have a limited number of uses. Their main use is in the manufacture of glycollate pharmaceuticals including Clidinium, Dilantin, and Flutropium. These are used as antagonists of the muscarinic acetylcholine receptors.
COMMENTS
The chemical weapons use of these compounds is in the manufactured of the incapacitating agent BZ. Benzilic acid is manufactured in small quantities for the preparation of a small number of pharmaceuticals and is described as a fine or specialty chemical (or more informally as a boutique chemical.) In addition to regulation under the Chemical Weapons Convention, benzilic acid and methyl benzilate are also monitored by law enforcement communities because of their use in the manufacture in hallucinogenic drugs. Synthesis of benzilic acid is unfortunately fairly straightforward, if a little incestuous, and uses benzaldehyde as a relatively inexpensive starting material. Benzaldehyde is a major aroma component of almond oil and is used artificial almond flavorings. It is about 100-fold cheaper than benzilic acid. Benzaldehyde first of all reacts with itself (a dimerization) to form benzil. Benzil can then undergo a rearrangement reaction, the benzil-benzilic acid rearrangement, to form benzilic acid. The reaction is historically interesting because it was the first demonstrated case of a rearrangement. Methyl benzilate can be prepared by the reaction of benzilic acid and methanol.
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