에틸 니트리트(아질산에틸)

Ethyl Nitrite

HCID 8026CAS 109-95-5

기본 정보

표준 SMILES
CCON=O
InChIKey
QQZWEECEMNQSTG-UHFFFAOYSA-N
분자식
C2H5NO2
평균 분자량
75.07 g/mol
단동위원소 질량
75.0320284

개요

Ethyl nitrite, solution appears as a clear colorless to yellow liquid with a pleasant odor. Flammable over a wide range of vapor-air concentrations. Flash point -31 °F. Less dense than water and insoluble in water. Vapors are heavier than air and narcotic in high concentrations. Produces toxic oxides of nitrogen during combustion.

이름 및 식별자

우선 이름
Ethyl Nitrite
IUPAC
ethyl nitrite
현지명
에틸 니트리트(아질산에틸)
영어명
Ethyl nitrite
분자식
C2H5NO2
분자량
75.07

이름 및 동의어

ETHYL NITRITE109-95-5Nitrosyl ethoxideHyponitrous etherNitrous acid, ethyl esterNitrous ethyl etherFEMA No. 2446Ethylester kyseliny dusiteDTXSID90465748C7CJ279RVDTXCID7026574RefChem:55164
이름 더 보기
아질산에틸에틸니트리트(아질산에틸)아질산에틸Ethy nitritenitrousetherhyponitrousethernitrousethylethersweetspiritofnitresweetspiritofniterNitrous acid ethylspiritofethylnitrite
203-722-6Nitrous etherEthyl-nitrite-NCGC00166242-01nitrous acid ethyl esterHSDB 416Ethylester kyseliny dusite [Czech]EINECS 203-722-6

데이터베이스 식별자

CAS
109-95-5
PubChem CID
8026
DTXSID
DTXSID9046574
ChEMBL
CHEMBL1551365
ChEBI
CHEBI:173313
UNII
8C7CJ279RV
EC Number
203-722-6
Nikkaji
J47.917I

물성

구조 계산 물성

XLogP
0.4
극성 표면적
38.7 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
3
회전 가능 결합 수
1
무거운 원자 수
5

실험 및 물리화학적 성질

Chemical Classes · 2건

Nitrogen Compounds -> Nitrates and Nitrites

Flammable agents - 4th degree

OdorSWEET, RUM-LIKE ODOR
Taste · 2건

FRUITY TASTE

Burning, sweetish taste

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 3건

0.9 at 59 °F (USCG, 1999) - Less dense than water; will float

0.90 @ 15 °C/15 °C

0.900 @ 15.5°C

Color/FormColorless or yellowish, clear liquid

물리화학적 성질

끓는 점
17 ° · bp 17°
밀도
0.792 g/mL · 0.792 g/mL at 25 °C
굴절률
20 · n20/D 1.36
FEMA
2446 · 2446 | ETHYL NITRITE
인화점
59 °F · 59 °F
저장 조건
2 · 2-8°C

화학적 성질

Ethyl nitrite has a characteristic ether-like odor.

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

H220: Extremely flammable gas [Danger Flammable gases]

P203, P210, P222, P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, P377, P381, P403, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 13.2% (36 of 272) of reports.

Danger

H220 (86.8%): Extremely flammable gas [Danger Flammable gases]

유해성 정보

Regulatory Information · 3건

Chemical: Nitrous acid, ethyl ester

Nitrous acid, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelFlammable Liquid Poison
Fire Hazards · 2건

Special Hazards of Combustion Products: Toxic oxides of nitrogen are generated.

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Fire PotentialFlammable liquid.
Health Hazards · 2건

Inhalation or ingestion causes headache, increased pulse rate, decreased blood pressure, and unconsciousness. Contact with liquid irritates eyes and skin. (USCG, 1999)

· TOXIC; may be fatal if inhaled, ingested or absorbed through skin.

Hazards Summary · 1건

Inhalation or ingestion can cause headache, rapid pulse, hypotension, and unconsciousness. [CHRIS] One fatality was reported after the breakage of a 4 liter bottle containing 24% ethyl nitrite in alcohol. Three cases of methemoglobinemia were reported in workers exposed during the synthesis of hydantoin (glycolylurea). [HSDB] Inhalation of high concentrations causes narcosis; Chronic exposure to chemicals with this reactive group can cause hepatitis; [CAMEO]

안전 및 보호

Fire FightingExcerpt from ERG Guide 131 [Flammable Liquids - Toxic]:
Accidental Release Measures · 2건

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2건

INHALATION: remove victim from exposure; if breathing has stopped, give artificial respiration; call physician.

General First Aid:

Firefighting HazardsClosed containers may rupture violently when heated.
Exposure Control and Personal Protection · 2건

· Wear positive pressure self-contained breathing apparatus (SCBA).

Biological Exposure Indices (BEI) [ACGIH] - Methemoglobin in blood = 1.5% of hemoglobin during or at end of shift. [ACGIH]

Fire Fighting Procedures · 3건

Use water spray, dry chemical, foam, or carbon dioxide. Use water spry to keep fire-exposed containers cool. Fight fire from protected location or maximum possible distance.

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped or safely confined. Use water in flooding quantities as fog. Solid streams of water may spread fire. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide.

Evacuation: If fire becomes uncontrollable or container is exposed to direct flame - consider evacuation of one-half (1/2) mile radius.

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 81(SRC), determined from a structure estimation method(2), indicates that ethyl nitrite is expected to have very high mobility in soil(SRC). Volatilization of ethyl nitrite from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 8.7X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(3). The potential for volatilization of ethyl nitrite from dry soil surfaces may exist(SRC) based upon an estimated vapor pressure of 620 mm Hg(SRC), determined from a fragment constant method(4). A decomposition rate has not been published, however it is known that ethyl nitrite is slightly soluble(5) and decomposes in water(5). In addition, decomposition of ethyl nitrite is hastened by air, light, and moisture(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 81(SRC), determined from a structure estimation method(2), indicates that ethyl nitrite is not expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 8.7X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 7 and 146, respectively(SRC). A decomposition rate has not been published, however it is known that ethyl nitrite is slighlty soluable in water and is decomposed by it(7). In addition, decomposition of ethyl nitrite is hastened by air, light, and moisture(7). According to a classification scheme(5), an estimated BCF of 2(SRC), from an estimated log Kow(8) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low.

ATMOSPHERIC FATE: A decomposition rate has not been published, however it is known that decomposition of ethyl nitrite is hastened by air, light,and moisture(4). According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), ethyl nitrite, which has an estimated vapor pressure of 620 mm Hg at 25 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Vapor-phase ethyl nitrite is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 34.5 days(SRC), calculated from its rate constant of 1.75X10-12 cu cm/molecule-sec at 25 °C(3).

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Soil Adsorption/Mobility · 1건

Using a structure estimation method based on molecular connectivity indices(1), the Koc for ethyl nitrite can be estimated to be 81(SRC). According to a classification scheme(2), this estimated Koc value suggests that ethyl nitrite is expected to have high mobility in soil.

Human Toxicity Excerpts · 5건

MAY CAUSE METHEMOGLOBINEMIA & HYPOTENSION, &, IN HIGH CONCN.../SRP: CNS DEPRESSION/.

Industrial intoxications characterized by headache, tachycardia, and methemoglobinemia have occurred. A fatality has been described following the inhalation of ethyl nitrite after accidental breakage of a 4 liter bottle containing 24% ethyl nitrite in alcohol.

Three cases of ethyl nitrite intoxication have been reported from Czechoslovakia during a synthesis of hydantoin (glycolylurea). Symptoms of both "nitrite" effect and methemoglobinemia were noted. In addition, there was a vasodilator effect upon the blood vessels of the sclerae, producing a peculiar redness of the eyes, ... No Heinz bodies were seen.

ADMIN OF SWEET SPIRITS OF NITRE (4% ETHYL NITRITE IN 70% ETHANOL) WAS FOLLOWED BY ACUTE METHEMOGLOBINEMIA & SEVERE ANOXIC METABOLIC ACIDOSIS IN INFANT TWINS, METHYLENE BLUE ADMIN REVERSED METHEMOGLOBINEMIA IN BOTH, BUT ONE TWIN DIED FROM THE CONSEQUENCES OF HYPOXEMIA.

For more Human Toxicity Excerpts (Complete) data for ETHYL NITRITE (6 total), please visit the HSDB record page.

Artificial Pollution SourcesEthyl nitrite's production and use for preparing spirit nitrous ether(1), in exhaust from alcohol-fueled vehicles(2), and also for use in organic reactions(3) may result in its release to the environment through various waste streams(SRC).
Environmental Bioconcentration · 1건

An estimated BCF of 2 was calculated for ethyl nitrite(SRC), using an estimated log Kow of 1.4(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.

규제 정보

FDA Requirements · 1건

Ethyl nitrite is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.

DHS Chemicals of Interest (COI) · 4건

Ethyl nitrite

1

10000

Flammable chemical that can be released at a facility.

안전 데이터

wgk
WGK 1
tsca
TSCA listed
rtecs
RA0810000
ridadr
UN 1194
독성
cat,LC,inhalation,> 200mg/m3/15M (200mg/m3),Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 48(1), Pg. 62, 1983.
risk_code
11-20/21/22-2

화학 및 산업

약리 정보

Mechanism of Action · 2건

THE REACTIONS OF HUMAN HEMOGLOBIN WITH SODIUM NITRITE AND ETHYL NITRITE IN DEOXYGENATED MEDIA HAVE BEEN EXAMINED IN KINETIC DETAIL. ETHYL NITRITE REACTS WITH HEMOGLOBIN AT RATES THAT ARE AT LEAST 10 TIMES SLOWER THAN THOSE EXTRAPOLATED FOR NITROUS ACID, & HYDROLYSIS OF ALKYL NITRITE IS NOT COMPETITIVE WITH OXIDATION OF HEMOGLOBIN. THE EXPERIMENTAL RESULTS ARE INTERPRETED TO DESCRIBE ALKYL NITRITE, AND PRESUMABLY, NITROUS ACID ASSOCIATION WITH HEMOGLOBIN FOLLOWED BY RATE-LIMITED ELECTRON TRANSFER RESULTING IN NITRIC OXIDE AND ALKOXIDE (OR HYDROXIDE) PRODN. PROTON TRANSFER RESULTING IN ALC (OR WATER) FORMATION OCCURS SUBSEQUENT TO THE RATE-LIMITING STEP AS DO REACTIONS OF HEMOGLOBIN WITH NITRIC OXIDE.

THE REACTION OF HUMAN HEMOGLOBIN AND SPERM WHALE MYOGLOBIN UNDER AEROBIC CONDITIONS WITH ETHYL NITRITE HAVE BEEN EXAMINED. ETHYL NITRITE CONVERTS TWO EQUIVALENTS OF OXYHEMOGLOBIN TO THEIR OXIDIZED COUNTERPARTS WITH CONCURRENT PRODN OF ONE EQUIVALENT OF MOLECULAR OXYGEN, NITRATE ION, & ETHYL ALCOHOL.

Cellular LocationsCytoplasm

용도 및 제조

Uses · 5건

Used to flavor foods and to synthesize other organic chemicals; [HSDB]

For preparing spirit nitrous ether

CHEM INTERMEDIATE; FLAVOR IN FOODS & BEVERAGES

Organic reactions, synthetic flavoring

FLAVORS USEFUL IN RUM, BRANDY, FRUIT FLAVORS.

U.S. Production(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS
Methods of Manufacturing · 2건

REACTION OF NITROUS ACID & ETHANOL

Made by action of sodium nitrite on mixture of alcohol and sulfuric acid in the cold. In lab ethyl nitrite gas is ... Generated by placing 20 L of 90% ethanol in suitable vessel, diluting with 200 L of water ... While stirring, adding to dilute alcohol 18.3 kg of nitrosyl chloride @ the rate of 2.25 kg/hr ... Chase, US patent 2,615,896 (1952).

Formulations/PreparationsArticle of commerce contains 90-95% ethyl nitrite, remainder is chiefly alcohol as preservative.
General Manufacturing Information · 4건

Nitrous acid, ethyl ester: ACTIVE

FEMA LIST OF GRAS SUBSTANCES REPORT USAGE AS SYNTHETIC FLAVOR INGREDIENT IN NON-ALCOHOLIC BEVERAGES 3.0 PPM, ICE CREAM, ICES...4.5 PPM; CANDY 0.10-8.0 PPM; BAKED GOODS 0.10 PPM; CHEWING GUM 3.9 PPM; SYRUPS 52 PPM; ICINGS 13 PPM.

FEMA NUMBER 2446

In prepn of spirit nitrous ether by mixing with 21 parts alcohol by weight.

응용 분야 · 3건

개요The chemical compound ethyl nitrite is an alkyl nitrite. It may be prepared from ethanol Ethyl nitrite is the main ingredient in a traditional ethanol-based South African remedy for colds and flu known as Witdulsies and sold in pharmacies. It is known as a traditional Afrikaans remedy and may have Dutch roots, as the same remedy is apparently made by the Germano-Dutch Amish people in the USA. However FDA has blocked over-the-counter sales of this same remedy, known in the USA as sweet nitrite or sweet spirit of nitre since 1980 .

용도Ethyl Nitrite is an S-nitrosylating agent that improve tissue oxygenation in humans and sheep at normoxia and at reduced fraction of inspired oxygen during microvasculature. Ethyl Nitrite is also used as a therapeutic gas utilized in neonatal Intensive Care Unit.

일반 설명A clear colorless to yellow liquid with a pleasant odor. Flammable over a wide range of vapor-air concentrations. Flash point -31°F. Less dense than water and insoluble in water. Vapors are heavier than air and narcotic in high concentrations. Produces toxic oxides of nitrogen during combustion.

제조 방법

From sodium nitrite in aqueous solution by displacing the acid with H2SO4 in the presence of ethyl alcohol; it forms azeotropic mixtures with isopentane (85%), amyl bromide (40%) and carbon disulfide (96%).

관련 반응

21건

연결된 노트

불러오는 중…

Ethyl Nitrite (HCID 8026)|Huagongshe