亜硝酸メチル

Methyl nitrite

HCID 12231CAS 624-91-9

基本情報

標準SMILES
CON=O
InChIKey
BLLFVUPNHCTMSV-UHFFFAOYSA-N
分子式
H3CONO
平均分子量
61.04 g/mol
単同位体質量
61.01637834

概要

Methyl nitrite appears as a liquid or gas Boils at 10.4 °F. Moderately toxic by inhalation. Narcotic in high concentrations. Used as a rocket propellant. Differs from nitromethane (H3CNO2).

名称と識別子

優先名称
Methyl nitrite
IUPAC
methyl nitrite
現地名
亜硝酸メチル
英語名
Nitrous acid methyl ester
分子式
CH3NO2
分子量
61.04

名称と別名

Methyl nitrite624-91-9Nitrous acid, methyl ester96TLP8RN37DTXSID8060795RefChem:157964DTXCID5043346210-870-5Methylester kyseliny dusiteHSDB 7197Methylester kyseliny dusite [Czech]EINECS 210-870-5
名称をさらに表示
(ニトロソオキシ)メタン亜硝酸メチルメチルニトロソエーテルメチル ニトリットNitrous acid methylMonostearin Impurity 10Nitrous acid methyl esterNitrous acid, methylester,cas:624-91-9
Methyl nitrite [Forbidden]UNII-96TLP8RN37METHYLNITRITECH3ONOMethyl ester of nitrous acidSCHEMBL91335METHYL NITRITE [HSDB]AKOS006277932

データベース識別子

CAS
624-91-9
PubChem CID
12231
DTXSID
DTXSID8060795
UNII
96TLP8RN37
EC Number
210-870-5
Nikkaji
J4.485G

物性

構造計算による物性

XLogP
0
極性表面積
38.7 Ų
水素結合供与体数
0
水素結合受容体数
3
回転可能結合数
0
重原子数
4

実験および物理化学的性質

Chemical Classes · 2 件

Nitrogen Compounds -> Nitrates and Nitrites

Flammable agents - 4th degree

LogPlog Kow = 0.88 /Estimated/
Density0.991
Color/FormGas
Solubility · 2 件

Soluble in ethanol and ether

In water, 2.4X10-4 mg/L @ 25 °C /Estimated/

Boiling Point64.6 °C @ 760 mm Hg (explodes)

物理化学的性質

融点
-16.99 °C · -16.99°C
沸点
-12 °C · -12°C
比重(密度)
0.991 · 0.9910
屈折率
1.3418 · 1.3418 (estimate)
Henry's Law Constant
1.5 · 1.5×10-1 mol/(m3Pa) at 25℃, HSDB (2015)
EPAの化学物質情報
Methyl nitrite (624-91-9)

化学的性質

化学的特性A gas.

安全と法規制

GHS分類

GHS Classification · 3 件

Danger

H221: Flammable gas [Danger Flammable gases]

P210, P260, P264, P270, P271, P284, P304+P340, P308+P316, P316, P320, P321, P377, P381, P403, P403+P233, P405, P410+P403, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory InformationThe 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 LabelForbidden
Fire Hazards · 2 件

Excerpt from ERG Guide 116 [Gases - Flammable (Unstable)]:

· EXTREMELY FLAMMABLE.

Health Hazards · 2 件

Excerpt from ERG Guide 116 [Gases - Flammable (Unstable)]:

· Vapors may cause dizziness or asphyxiation without warning, especially when in closed or confined areas.

Hazards SummaryCaused methemoglobinemia in two workers at a phenylpropanolamine production plant; [Abstract in PubMed and NIOSHTIC # 197071] Evaporating liquid can cause frostbite; [CAMEO]
DOT ID and Guide2455 116

安全と保護具

Fire FightingExcerpt from ERG Guide 116 [Gases - Flammable (Unstable)]:
Accidental Release Measures · 2 件

· 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 · 2 件

Excerpt from ERG Guide 116 [Gases - Flammable (Unstable)]:

General First Aid:

Exposure Control and Personal Protection · 2 件

· 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]

Nonfire Spill ResponseExcerpt from ERG Guide 116 [Gases - Flammable (Unstable)]:
Disposal Methods · 1 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 44(SRC), determined from a structure estimation method(2), indicates that methyl nitrite is expected to have very high mobility in soil(SRC). Volatilization of methyl nitrite from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 6.6X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(3). The potential for volatilization of methyl nitrite from dry soil surfaces may exist (SRC) based upon an estimated vapor pressure of 1,650 mm Hg(SRC), determined from a fragment constant method(4).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 44(SRC), determined from a structure estimation method(2), indicates that methyl nitrite is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces may occur(3) based upon an estimated Henry's Law constant of 6.6X10-5 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 8 hours and 150 hours, respectively(SRC). According to a classification scheme(5), an estimated BCF of 3(SRC), from an estimated log Kow of 0.88(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), methyl nitrite, which has an estimated vapor pressure of 1,600 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a gas in the ambient atmosphere. Methyl nitrite absorbs light in the environmental spectrum(4), therefore the potential for direct photolysis exists.

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as primary toxic effect.
Effluent ConcentrationsMethyl nitrite was detected, not quantified in emissions from a waste incineration plant in Germany, where primarily mixed waste was treated(1). The compound was detected, not quantified in the exhaust of a methanol-fueled automobile(2).
Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc for methyl nitrite can be estimated to be 44(SRC). According to a classification scheme(2), this estimated Koc value suggests that methyl nitrite is expected to have very high mobility in soil.

Human Toxicity Excerpts · 3 件

/CASE REPORTS/ Two workers from the same factory presented to the same emergency department within six weeks of one another with moderate (Case 1) and severe (Case 2) methemoglobinemia. Subsequent investigation revealed that the factory produces phenylpropanolamine and that both patients, shortly before becoming ill, were inadvertently exposed to methyl nitrite, a critical reagent in this production. Although other nitrites induce methemoglobinemia, exposure to methyl nitrite during phenylpropanolamine production appears to be a new cause of occupational methemoglobinemia.

/CASE REPORTS/ ...A case of fatal /methhemoglobinemia/ (MetHb) due to occupational exposure to methyl nitrite as a result of phenylpropanolamine (PPA) production .../is reported/. Through case report and factory investigation, the causality was demonstrated. Three previous healthy pharmaceutical production workers... developed general weakness, chest tightness, dizziness, and cyanosis while working at the PPA production line. On the arrival of Emergency Department, the MetHb levels were 35.8%, 46.3%, and 68.0% respectively. The last worker died two hours later due to lack of antidote (methylene blue) during the transportation to /the/ hospital. Factory investigation revealed that these three workers were responsible for the production of PPA in the last two years. During the regular procedure, methyl nitrite was developed as an active intermediate reagent in the closed tank to produce PPA. In the morning of this accident, one of the three victims failed to /make sure the tank was empty/. The left-over sulfuric acid reacted with sodium nitrite and the disaster occurred by methyl nitrite which was leaked from the /open/ manhole. ...

/CASE REPORTS/ Methyl nitrite was found to be a potent cyanosing agent for workers synthesizing a rubber antioxidant. Six cases of methyl nitrite intoxication are described, consisting initially of dizziness and later headache and palpitation, the last more pronounced in two workers who consumed alcohol after exposure at work. All men responded satisfactorily to bed rest for 12 hr and inhaling of oxygen for about 2 hr. Atmospheric concentrations in the plants where the men had been affected, simulating the conditions at the time of intoxications, indicated that "50 ppm is the uppermost limit of safety". Another incident, when it was estimated that workers were exposed to 50-100 ppm, caused cyanosis, dizziness, and nausea but complete recovery after exposure ceased.

Artificial Pollution Sources · 1 件

Methyl nitrite's production and use as a raw material for the synthesis of nitrite and nitrosos esters(1) may result in its release to the environment through various waste streams(SRC). Its former use as a rocket propellant(2) resulted in its direct relesase to the environment.

安全データ

tsca
TSCA listed
ridadr
UN 2455
hazard_class
2.2
有毒物質データの
624-91-9(Hazardous Substances Data)

化学と産業

用途と製造

Uses · 3 件

Used to synthesize nitrite and nitroso esters and as a rocket propellant; [HSDB]

It has uses in the synthesis of nitrite and nitroso esters.

Rocket propellant /Former/

General Manufacturing InformationNitrous acid, methyl ester: ACTIVE

応用分野

使用Synthesis of nitrile and nitroso esters.

一般的な説明A liquid or gas Boils at 10.4°F. Moderately toxic by inhalation. Narcotic in high concentrations. Used as a rocket propellant. Differs from nitromethane (H3CNO2).

調製方法 · 1 件

純化方法Condense MeONO in a liquid nitrogen trap. Distil the greenish liquid under vacuum (preferably in a vacuum line), into the first trap containing dry Na2CO3 to free it from acid impurities then into further Na2CO3 and fused CaCl2 traps before collection at -78o. It has been distilled through columns that are surrounded by Et2O/Dri-Ice cooled to -30o. [Leermakers & Ramsperger J Am Chem Soc 54 1838 1932, Thompson & Purkis Trans Farad Soc 32 675 1936, Beilstein 1 H 284, 1 I 141, 1 II 273, 1 III 1201, 1 IV 1253.] CARCINOGEN.

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関連反応

41 件

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