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1-ニトロオキシプロパン

n-PROPYL NITRATE

HCID 12307
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
627-13-4
標準SMILES
CCCO[N+](=O)[O-]
InChIKey
JNTOKFNBDFMTIV-UHFFFAOYSA-N
分子式
C3H7NO3
平均分子量
105.09 g/mol
単同位体質量
105.04259308

概要

N-propyl nitrate appears as a white to straw-colored liquid with an ether-like odor. About the same density as water and insoluble in water. Flash point 70 °F. Vapors heavier than air. Used as a fuel. Shock sensitive. The shock sensitivity is removed by addition of 1-2% of propane, butane, chloroform, ethyl ether, or methyl ether.

名称と識別子

優先名称
n-PROPYL NITRATE
IUPAC
propyl nitrate
現地名
1-ニトロオキシプロパン
英語名
n-Propyl nitrate
分子式
C3H7NO3
分子量
105.09

名称と別名

Propyl nitrateN-PROPYL NITRATE627-13-4Nitric acid, propyl esterMonopropyl nitratenitric acid propyl esterNitrate de propyle normalPropylester kyseliny dusicneUN1865983R6RCP6FDTXSID2060834UN-1865
名称をさらに表示
1-ニトロオキシプロパンプロピルニトラート硝酸プロピルプロピル=ニトラート硝酸n-プロピル硝酸ノルマル‐プロピル硝酸ノルマル-プロピルnpnn-C3H7ONO2n-Propy nitratem-Propyl nitrateNitric acid propyln-Propyl nitrate,97%nitricacidpropylesternitricacid,propylester
Propyl ester of nitric acidRefChem:164153DTXCID8043492210-985-0n-Propyl Nitrate (Stabilized)CHEMBL188554MFCD00044556Propylnitrat

データベース識別子

CAS
627-13-4
PubChem CID
12307
DTXSID
DTXSID2060834
ChEMBL
CHEMBL188554
UNII
983R6RCP6F
EC Number
210-985-0
Nikkaji
J2.093A

物性

構造計算による物性補完中

XLogP
1.4
極性表面積
55.1 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
2
重原子数
7
形式電荷
0
複雑度
57.7

実験および物理化学的性質

Chemical Classes · 2 件

Nitrogen Compounds -> Nitrates and Nitrites

Flammable agents - 3rd degree

SpringerMaterials PropertiesCoriolis coupling
LogPlog Kow = 1.74 /Estimated/
OdorSweet sickly odor
Density · 5 件

1.06 (USCG, 1999) - Denser than water; will sink

1.0538 @ 20 °C/4 °C

Relative density (water = 1): 1.05

1.054 @ 20°C

1.07

Color/FormPale yellow liquid
Solubility · 5 件

Slight (NIOSH, 2024)

Soluble in alcohol and ether.

In water, 3,290 mg/L @ 25 °C

Solubility in water: poor

Slight

Flash Point · 5 件

68 °F (USCG, 1999)

20 °C

Flash point: 20 °C ( closed cup)

20 °C c.c.

68 °F

Boiling Point · 5 件

231 °F at 760 mmHg (USCG, 1999)

110 °C

110 °C

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P261, P271, P280, P303+P361+P353, P304+P340, P317, P319, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P264, P270, P280, P303+P361+P353, P304+P317, P308+P316, P321, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 2 件

n-Propyl nitrate: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

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
Fire Hazards · 3 件

Special Hazards of Combustion Products: Toxic gases and vapors, such as oxides of nitrogen and carbon monoxide, may be released in a fire. (USCG, 1999)

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

Highly flammable. Gives off irritating or toxic fumes (or gases) in a fire. Vapour/air mixtures are explosive. Risk of fire and explosion on contact with combustible substances. Explosive.

Fire Potential...It is... flammable, and poses a dangerous fire and explosion risk.
Health Hazards · 2 件

Exposure can cause anoxia and cyanosis. Other effects are weakness, dizziness, and severe headaches. (USCG, 1999)

CAUTION: Petroleum crude oil (UN1267) may contain TOXIC hydrogen sulphide gas.

化学と産業

薬理情報

Mechanism of Action... n-Propyl nitrate exerts a direct action on vascular smooth muscles and that cardiac toxicity and respiratory depression contribute to the hypotension.

用途と製造

Uses · 3 件

Used to promote fuel ignition and to synthesize organic chemicals; [ACGIH]

Has been tested as a fuel ignition promoter and as a liquid rocket monopropellant but is no longer used for these purposes.

...As organic intermediate.

Methods of ManufacturingPrepared by nitration of propanol with nitric acid, usually in the presence of urea and ammonium nitrate or sulfuric acid.
General Manufacturing InformationNitric acid, propyl ester: ACTIVE
応用分野 · 3 件

用途液体ロケット推進薬

使用Fuel ignition promoter, in rocket fuel formulations, as organic intermediate.

一般的な説明A white to straw-colored liquid with an ether-like odor. About the same density as water and insoluble in water. Flash point 70°F. Vapors heavier than air. Used as a fuel. Shock sensitive. The shock sensitivity is removed by addition of 1-2% of propane, butane, chloroform, ethyl ether, or methyl ether.

上流・下流製品情報

下流製品

1-(2-Hydroxyphenyl)-2-nitroethanoneサリチル酸プロピル

関連反応

3 件
反応記録を作成
HRID 322860 の反応式
HRID 322860反応物としてuspto-grants-2001_04
HRID 465495 の反応式
HRID 465495反応物としてuspto-grants-1992_10
HRID 1149464 の反応式
HRID 1149464反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (7/10)

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す

110.5 °C @760 [mm Hg]

231 °F

Melting Point · 3 件

less than -150 °F (USCG, 1999)

-100 °C

-148 °F

Vapor DensityRelative vapor density (air = 1): 3.6
Odor Threshold · 2 件

Odor Threshold Low: 50.0 [ppm]

The odor of /propyl nitrate/ is "presumably detectable at concentration levels of 50 ppm and above."

物理化学的性質

融点
-99.99 °C · -99.99°C
沸点
762 · bp762 110°; bp760 84.8°
比重(密度)
420 · d420 1.0538
蒸気圧
18 at · 18 at 20 °C (NIOSH, 1997)
屈折率
20 · nD20 1.3979
溶解性
エーテル (Weast, 1986) およびメタノール、エタノール、プロパノール、ブタノールなどの多くのアルコールに可溶。
外見
透明~黄色の液体
比熱容量
1.17 J/ · Cp(gas): 1.17 J/(g·K), at 25℃
Henry's Law Constant
9.09 at · 9.09 at 25 °C (Kames and Schurath, 1992)
EPAの化学物質情報
n-Propyl nitrate (627-13-4)

化学的性質

化学的特性n-Propyl nitrate is a colorless to pale yellow liquid. Ethereal odor.

Hazards Summary · 1 件

Induces methemoglobinemia in experimental animals at high concentrations; Methemoglobinemia is unlikely in workers because lower concentrations provoke nausea, headache and avoidance of irritating effects; [ACGIH] n-Propyl nitrate is in the ACGIH list of Industrial Chemicals for Which Methemoglobin Formation is the Principal Cause of Toxicity A skin, eye, and respiratory tract irritant; Can induce methemoglobinemia; [ICSC]

DOT ID and Guide · 2 件

1865 128

1865 131

Reactive GroupNitro, Nitroso, Nitrate, and Nitrite Compounds, Organic
UN ClassificationUN Hazard Class: 3; UN Pack Group: II
Reactivity AlertsHighly Flammable
OSHA StandardsPermissible Exposure Limit: Table Z-1 8-hr Time Weighted Avg: 25 ppm (110 mg/cu m).
Reactivity Profile · 1 件

Organonitrates, such as N-PROPYL NITRATE, range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction that culminates in a detonation. Nitroalkanes are milder oxidizing agents, but still react violently with reducing agents at higher temperature and pressures. Nitroalkanes react with inorganic bases to form explosive salts. The presence of metal oxides increases the thermal sensitivity of nitroalkanes. Nitroalkanes with more than one nitro group are generally explosive. Contact with either strong oxidizers or with combustibles may cause fires and explosions.

安全と保護具

Fire Fighting · 2 件

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:

Use water spray, powder, alcohol-resistant foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water. Combat fire from a sheltered position.

First Aid Measures · 4 件

Fresh air, rest. Artificial respiration may be needed. Refer for medical attention.

Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Refer for medical attention .

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 · 3 件

Excerpt from NIOSH Pocket Guide for n-Propyl nitrate:

General First Aid:

(General first aid procedures)

Safe StorageWell closed. Cool. Fireproof. Separated from strong oxidants, combustible substances and reducing agents.
Firefighting HazardsVapors are heavier than air and may travel to a sources of ignition and flash back. Closed containers may rupture violently when heated.
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]

Fire Fighting ProceduresUse dry chemical, foam, carbon dioxide, or water spray. Water may be ineffective. Use water spray to keep fire-exposed containers cool. Fight fire from protected location or maximum possible distance.
Cleanup MethodsEliminate all ignition sources. Stop or control the leak, if this can be done without undue risk. Use appropriate foam to blanket release and suppress vapors. Absorb in noncombustible material for proper disposal.
Nonfire Spill ResponseExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
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.

Spillage Disposal · 1 件

Remove all ignition sources. Personal protection: self-contained breathing apparatus. Ventilation. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Do NOT wash away into sewer.

毒性情報

Target OrgansEyes, skin, blood
Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 40(SRC), determined from a measured water solubility of 3,290 mg/L(2) and a regression-derived equation(3), indicates that n-propyl nitrate is expected to have very high mobility in soil(SRC). Volatilization of n-propyl nitrate from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 1.27X10-3 atm-cu m/mole(2). The potential for volatilization of n-propyl nitrate from dry soil surfaces may exist based upon a vapor pressure of 23.5 mm Hg(4). No data were located regarding the biodegradation of n-propyl nitrate(SRC); however, biodegradation data for nitroglycerin suggest that alkyl nitrates may undergo biodegradation under acclimated conditions(5,6).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 40(SRC), determined from a water solubility of 3,290 mg/L(2) and a regression-derived equation(3), indicates that n-propyl nitrate is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 1.27X10-3 atm-cu m/mole(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 2 hours and 4 days, respectively(SRC). Although n-propyl nitrate is not expected to undergo hydrolysis readily, it may photolyze under conditions of sunlit surface water based on photolysis half-lives ranging from approximately 8 to 40 days(4). According to a classification scheme(5), an estimated BCF of 5(SRC), from the measured water solubility(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). No data were located regarding the biodegradation of n-propyl nitrate(SRC); however, biodegradation data for nitroglycerin suggest that alkyl nitrates may biodegrade in water under acclimated conditions(6,7).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), n-propyl nitrate, which has a vapor pressure of 23.5 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase n-propyl nitrate 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 22 days(SRC), calculated from its rate constant of 7.3X10-13 cu cm/molecule-sec at 25 °C(3). Based upon its UV cross section, the direct photolysis half-life of n-propyl nitrate has been estimated to range from about 8 to 40 days depending upon the angle and intensity of the sun(4).

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as primary toxic effect.
Exposure Routes · 2 件

The substance can be absorbed into the body by inhalation of its vapour and by ingestion.

inhalation, ingestion, skin and/or eye contact

Signs and Symptoms · 5 件

Blue lips, fingernails and skin. Dizziness. Headache. Nausea. Confusion. Convulsions. Unconsciousness.

Redness.

Redness. Pain.

Abdominal pain. Further see Inhalation.

In Animals: irritation eyes, skin; methemoglobinemia, anoxia, cyanosis; dyspnea (breathing difficulty), lassitude (weakness, exhaustion), dizziness, headache

Soil Adsorption/Mobility · 1 件

The Koc for n-propyl nitrate can be estimated to be 40(SRC)using a measured water solubility of 3,290 mg/L(1) and a regression-derived equation(2) According to a classification scheme(3), this estimated Koc value suggests that n-propyl nitrate is expected to have very high mobility in soil(SRC).

Atmospheric Concentrations · 1 件

RURAL/REMOTE: n-Propyl nitrate was measured at a rural site in Ontario, Canada at an average concn of about 5 parts per trillion in 1990(1). n-Propyl nitrate was identified, not quantified, in the atmosphere over the western Pacific Ocean (43 deg N, 150 deg E and 4 deg N 113 deg E) in 1994(2). n-Propyl nitrate was measured at two rural sites in Germany at concns ranging from 1 to 20 parts per trillion in 1988(3). n-Propyl nitrate was detected in the atmosphere of the Islands of Hawaii at concns of 0.30 to 0.55 parts per trillion(4).

Human Toxicity Excerpts/HUMAN EXPOSURE STUDIES/ Irritating to skin, eyes, and respiratory system.
Artificial Pollution Sources · 1 件

n-Propyl nitrate's former production and use as a rocket fuel(1) resulted in its direct release to the environment(SRC). Alkyl nitrates, including n-propyl nitrate, are commonly formed in the atmosphere through the reaction of the alkyl peroxy radical (generated by the reaction of alkanes with hydroxyl radicals) and nitric oxide(2).

Environmental Biodegradation · 1 件

No data were located regarding the biodegradation of n-propyl nitrate or other low molecular weight alkyl nitrates(SRC). Nitroglycerin (1,2,3-propanetriol, trinitrate) was completely biodegraded in 13 days using river water and river water/sediment microcosms obtained from a river near a munitions facility in Virginia(1). Nitroglycerin was also biodegraded about 53% in five days using an activated sludge inoculum in a shake flask test that was run at 30 °C(2). These results suggest that alkyl nitrates may undergo biodegradation under acclimated conditions(SRC).

Environmental Bioconcentration · 1 件

An estimated BCF of 5 was calculated for n-propyl nitrate(SRC), using a measured water solubility of 3,290 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Volatilization from Water/Soil · 1 件

The Henry's Law constant for n-propyl nitrate is 1.27X10-3 atm-cu m/mole(1). This Henry's Law constant indicates that n-propyl nitrate is expected to volatilize rapidly from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 2 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 4 days(SRC). n-Propyl nitrate's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of n-propyl nitrate from dry soil surfaces may exist based upon a vapor pressure of 23.5 mm Hg(3).

安全データ

OEB
A
OEL
TWA: 25 ppm (105 mg/m3), STEL: 40 ppm (170 mg/m3)
IDLA
500 ppm
tsca
TSCA listed
ridadr
UN 1865
hazard_class
3
packing_group
II
有毒物質データの
627-13-4(Hazardous Substances Data)