1,8-Dibromooctane is a chemical compound used in the synthesis of the carbamate nerve agents EA-3990 and octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide).
|Preferred IUPAC name
3D model (JSmol)
|Molar mass||272.024 g·mol−1|
|Melting point||12–16 °C (54–61 °F; 285–289 K)|
|Boiling point||270–272 °C (518–522 °F; 543–545 K)|
|GHS signal word||Warning|
|H315, H319, H335|
|P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Dibromooctane may refer to:
EA-3990 is a deadly carbamate nerve agent. It is lethal because it inhibits acetylcholinesterase. Inhibition causes an overly high accumulation of acetylcholine between the nerve and muscle cells. This paralyzes the muscles by preventing their relaxation. The paralyzed muscles includes the muscles used for breathing.Patent assigned to US army for EA-3990 among other similar nerve agents was filed in December 7, 1967.Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide)
Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide) is an extremely potent carbamate nerve agent. It works by inhibiting the acetylcholinesterase, causing acetylcholine to accumulate. Since the agent molecule is positively charged, it does not cross the blood brain barrier very well.Tear gas
Tear gas, formally known as a lachrymator agent or lachrymator (from the Latin lacrima, meaning "tear"), sometimes colloquially known as mace, is a chemical weapon that causes severe eye and respiratory pain, skin irritation, bleeding, and even blindness. In the eye, it stimulates the nerves of the lacrimal gland to produce tears. Common lachrymators include pepper spray (OC gas), PAVA spray (nonivamide), CS gas, CR gas, CN gas (phenacyl chloride), bromoacetone, xylyl bromide, syn-propanethial-S-oxide (from onions), and Mace (a branded mixture), and household vinegar.
Lachrymatory agents are commonly used for riot control. Their use in warfare is prohibited by various international treaties. During World War I, increasingly toxic and deadly lachrymatory agents were used.