ChemicalBook--->CAS DataBase List--->110-46-3

110-46-3

110-46-3 Structure

110-46-3 Structure
IdentificationMore
[Name]

Isoamyl nitrite
[CAS]

110-46-3
[Synonyms]

3-METHYLBUTYL NITRITE
AMYL NITRITE
ISOAMYL NITRITE
ISOPENTYL NITRITE
NITROUS ACID ISOAMYL ESTER
3-Methyl-1-butylnitrite
3-Methylbutanol nitrite
3-methylbutanolnitrite
Amilnitrit
Amilnitrite
amyl
Amyl nitrit
Amyl Nitrite, Vaporole
amylnitrit
Aspiral
Isopentyl alcohol, nitrite
isopentylalcohol,nitrite
NCI-C50179
Nitrous acid, 3-methylbutyl ester
Nitrous acid, isopentyl ester
[EINECS(EC#)]

203-770-8
[Molecular Formula]

C5H11NO2
[MDL Number]

MFCD00002057
[Molecular Weight]

117.15
[MOL File]

110-46-3.mol
Chemical PropertiesBack Directory
[Appearance]

Amyl nitrites are flammable, yellowish liquid with a penetrating, fruity odor.
[Boiling point ]

99 °C(lit.)
[density ]

0.872 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.386(lit.)
[Fp ]

50 °F
[storage temp. ]

2-8°C
[form ]

Liquid
[color ]

Clear yellow
[Stability:]

Unstable. Air and light sensitive. Flammable. Forms explosive mixtures with air or oxygen. Incompatible with oxidizing agents, reducing agents.
[Water Solubility ]

<0.01 g/100 mL at 18 ºC
[Sensitive ]

Air & Light Sensitive
[Merck ]

14,5123
[BRN ]

969510
[InChIKey]

OWFXIOWLTKNBAP-UHFFFAOYSA-N
[CAS DataBase Reference]

110-46-3(CAS DataBase Reference)
[NIST Chemistry Reference]

Amyl Nitrite(110-46-3)
[EPA Substance Registry System]

110-46-3(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

F,Xn
[Risk Statements ]

R11:Highly Flammable.
R20/22:Harmful by inhalation and if swallowed .
[Safety Statements ]

S16:Keep away from sources of ignition-No smoking .
S24:Avoid contact with skin .
S46:If swallowed, seek medical advice immediately and show this container or label .
[RIDADR ]

UN 1113 3/PG 2
[WGK Germany ]

1
[RTECS ]

NT0187500
[F ]

1-8-9
[Autoignition Temperature]

208 °C
[TSCA ]

Yes
[HazardClass ]

3
[PackingGroup ]

II
[HS Code ]

29209090
[Hazardous Substances Data]

110-46-3(Hazardous Substances Data)
[Toxicity]

LD50 orally in Rabbit: 505 mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium carbonate-->3-Methyl-1-butanol
[Preparation Products]

2-CHLORO-5-FLUOROISONICOTINIC ACID-->3-Amino-5-fluoropyridine-->5-Fluoronicotinic acid-->2-Acetamido-5-fluoropyridine-->2-Amino-5-fluoropyridine-->(5-Fluoropyridin-3-yl)methanol ,97%-->3-Fluoro-5-methylpyridine-->ETHYL 5-FLUORONICOTINATE-->Nitrotetrazolium blue chloride-->METHYL 5-FLUOROPYRIDINE-3-CARBOXYLATE-->1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE-->2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER-->2-Chloro-5-fluoropyridine-->2-broMo-5-cyclopropylpyridine-->N,N-Diethyl-4-nitrosoaniline-->DIISOAMYLAMINE-->N-NITROSO-N-ETHYLANILINE-->ISOAMYL NITRATE-->S-NITROSOGLUTATHIONE
Hazard InformationBack Directory
[General Description]

Clear yellow liquid.
[Reactivity Profile]

ISOAMYL NITRITE(110-46-3) is an oxidizing agent but can serve as a reducing agent. Forms explosive mixtures with air or oxygen. .
[Air & Water Reactions]

Highly flammable. Decomposes on exposure to air and light. Insoluble in water.
[Potential Exposure]

Amyl nitrite is used to make pharmaceuticals; perfumes, diazonium compounds, and other chemicals.
[Fire Hazard]

This chemical is flammable.
[First aid]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
[Shipping]

UN1993 Flammable liquids, n.o.s., Hazard Class: 3; Labels: 3-Flammable liquid, Technical Name Required.
[Incompatibilities]

Vapors may form explosive mixture with air. Slowly decomposes in light, heat, and on contact with water. A strong oxidizer. Contact with reducing agents and easily oxidizable materials may cause fire and explosions. Reported to be an explosion hazard when exposed to air and light. Keep away from alcohols, antipyrine, alkaline materials; alkaline carbonates; potassium iodide; bromides, and ferrous salts. Attacks metals in the presence of moisture.
[Description]

Amyl nitrite had been used clinically as early as 1867, when the Scottish physician Sir Thomas Brunton used it as a vasodilator as treatment for angina pectoris in his patients. In the late 1880s, a protective effect on cyanide toxicity in canines was noted when amyl nitrite was inhaled postexposure. Amyl nitrite has been used clinically in a multicomponent cyanide antidote kit and is also a recreational drug of abuse (‘poppers’).
[Waste Disposal]

Incineration with scrubber to remove nitrogen oxides from the combustion gases.
[Definition]

ChEBI: A nitrite ester having isopentyl as the alkyl group.
[Hazard]

Flammable, dangerous fire risk, a strong oxidizer. Vapor may explode if ignited.
[Environmental Fate]

The primary mechanism of toxicity develops from the powerful oxidative effects of nitrites on hemoglobin. Methemoglobinemia, which develops when the iron atom in hemoglobin loses one electron to an oxidant, causing a change from the ferrous (2+) state to the ferric (3+) state, may cause cellular hypoxia. When methemoglobin levels exceed 10–15%, cyanosis may be evident. Nitrites also cause vasodilation by direct action on smooth muscle. Physical effects include decreases in blood pressure, headache, flushing of the face, increased heart rate, dizziness, and relaxation of involuntary muscles, especially of the blood vessels and the anal sphincter.
Amyl nitrite may be irritating to the lungs and throat when breathed in. With exposure to the skin, amyl nitrite has irritant properties. It can also be readily absorbed, causing systemic effects with skin contact.
[Toxicity evaluation]

A volatile liquid, amyl nitrite is slightly soluble in water and is commonly supplied in ampoules that are broken and administered by inhalation. Inhalation is likely the most common route of exposure, though reports of ingestion of the liquid itself have been seen. Amyl nitrite may also be absorbed through the skin when skin comes in contact with the liquid.Amyl nitrite is an unstable compound. It is air and light sensitive and flammable. Amyl nitrite forms explosive mixtures with air or oxygen, and it is incompatible with oxidizing agents and reducing agents.
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

isoamyl nitrite(110-46-3).msds
Questions And AnswerBack Directory
[Antianginal drugs]

Light yellow transparent liquid, ether-like smell with fruity. It volatiles at room temperature, and is easy to burn. It is insoluble in water, can be mixed with alcohol, ether, chloroform or benzene arbitrary at any ratio. In case of light and air it will break down.
Isoamyl nitrite, also known as amyl nitrite, is the fastest onset, and the shortest duration of anti-anginal drugs, is a sub-short-acting nitrates vasodilator, its pharmacological effects is similar to nitroglycerin, it can directly relax vascular smooth muscle, especially for small vascular smooth muscle, make systemic vasodilation, reduce peripheral resistance, blood pressure, reduce venous return blood, reduce cardiac output, thereby reduce myocardial oxygen consumption, anti-angina and effectively stimulate sexual desire. Because of its rapid hydrolysis in the gastrointestinal tract, so this product is oral invalid, drugs used clinically are usually made on a volatile liquid pharmaceutical inhalants, rapidly absorbed in the lungs after inhalation, it can be effective less than half a minute , lasts for only 3 to 10 minutes, the anti-anginal effect nitroglycerin similar, but inhaled dose of this product is difficult to control, and the adverse reaction is large, which is its shortcomings. Because it often causes severe headache, severe hypotension and tachycardia, it is now rarely used in clinical treatment of angina and biliary colic, gradually being replaced by other nitrates.
[Adverse reactions and Precautions]
Common adverse reactions are headache, facial flushing, hypotension and reflex tachycardia ect. Isoamyl nitrite owns severe reaction than nitroglycerin.
Excessive use dosage can cause low blood pressure and heart rate, increase symptoms of angina, heart rate and blood pressure should be closely observed during intravenous drug using. Due to excessive methemoglobin poisoning, symptoms include cyanosis, breathing difficulty and other symptoms of hypoxia, intravenous injection of 1% methylene blue is used for first aid, along with oxygen , and blood transfusions.
Usinge for head trauma, brain hemorrhage, acute coronary thrombosis is banned.
Using in coronary occlusion and increased intracranial pressure is banned.
[Cyanide poisoning antidote]

Pharmacological effects are the same with sodium nitrite, isoamyl nitrite is also an oxidizing agent, hemoglobin is oxidized to be high iron (Fe3 +) hemoglobin combines with cyanide ions to form cyanide methemoglobin, eliminates blood free cyanide ions on cytochrome oxidase enzyme infringement, but also makes the cytochrome oxidase bound cyanide ion release, leading to the enzyme activity and tissue respiration function recovery, it should be used simultaneously with sodium thiosulfate to bind with cyanide methemoglobin to form non-toxic thiocyanate group (SCN-) and excreted, and thus play a role in the treatment of cyanide poisoning. This product is administrated by inhalation, rapidly absorbed in the lungs, displays the effects after inhalation of 10 to 30 seconds, the role lasts for 3 to 5 minutes. For emergency use, sodium nitrite is intravenous injected until the symptoms improve.
The above information is edited by the Chemicalbook of Tian Ye.
[Chemical Properties]

Light yellow clear liquid having a boiling point of 99 °C, the relative density is 0.871 (20/4 ℃), the refractive index is 1.3871, the flash point is 10 ℃. It is soluble with alcohol, ether, it can not dissolve in water. With fruit flavor. With volatility, it will break down in the case of light and air .
[Uses]

It is used in synthesizing perfumes, drugs and diazo compounds. It can be used as an oxidizing agent, solvent. Isobutyl nitrite ester is a drug that is the the fastest short-acting nitrates vasodilator. It is also used as hydrocyanic acid and its salts poisoning antidote.Vasodilators, for the treatment of angina pectoris, also it is used for cyanide poisoning; it is used in synthesizing perfumes, drugs and diazo compounds. It can be used as an oxidizing agent, solvent.
[Production method]

It is derived from isoamyl alcohol and sodium nitrite. According to the actual production situation, it may have a different method of operation. 1. The reaction takes place in the reaction tube, in synthetic aqueous solution of sodium nitrite, isoamyl alcohol, hydrochloric acid, respectively, are put into the high slot. First sodium nitrite solution and hydrochloric acid solution are dropped at the same rate into the synthesis pipe, when the chlorine gas bubbles in the pipe,isoamyl alcohol is slowly dropped from the top of the pipe, that is in the pipeline synthetic crude. Washed, dried, fractionated to get the products. 2. The reaction is carried out in a reaction tank of sodium nitrite, isoamyl alcohol and water are added to the reaction pot, stirring, cooling to 5 ℃, solution of hydrochloric acid is dropped. At 5 ℃ insulation for 1h, after standing hours to remove the water layer, acetate layer is washed with water, then washed with sodium carbonate solution, and then washed with water. After removing the layer of water, it is dehydrated with anhydrous sodium carbonate, filtered. The filtrate is distilled, collecting 97-99 ℃ distillate, to get isoamyl nitrite.
[Category]

Flammable liquid
[Toxicity grading]

Highly toxic
[Acute toxicity]

Oral-rat LD50: 505 mg/kg; inhalation-mouse LC50: 1430 PPM/30 min
[Explosive hazardous characteristics]

Heating can be explosive
[Flammability hazard characteristics]

In the case of fire, high temperature, oxidant, it is flammable; in the case of light, heat may generate toxic nitric oxide gas.
[Storage characteristics]

Treasury should be ventilation, low-temperature and dry; It should be stored separately from oxidants and acids.
[Extinguishing agent]

Dry powder, dry sand, carbon dioxide, foam, 1211 fire extinguishing agent.
Spectrum DetailBack Directory
[Spectrum Detail]

Isoamyl nitrite(110-46-3)MS
Isoamyl nitrite(110-46-3)1HNMR
Isoamyl nitrite(110-46-3)13CNMR
Isoamyl nitrite(110-46-3)IR1
Isoamyl nitrite(110-46-3)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Isoamyl nitrite, stabilized, 97%(110-46-3)
[Alfa Aesar]

Isopentyl nitrite, 97%, stab. with 0.2% anhyd. sodium carbonate(110-46-3)
[Sigma Aldrich]

110-46-3(sigmaaldrich)
[TCI AMERICA]

Isoamyl Nitrite,>95.0%(GC)(110-46-3)
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