Butanal

HCID 261CAS 123-72-8

基本情報

標準SMILES
CCCC=O
InChIKey
ZTQSAGDEMFDKMZ-UHFFFAOYSA-N
分子式
C4H8O
平均分子量
72.11 g/mol
単同位体質量
72.05751487

名称と識別子

優先名称
Butanal
IUPAC
butanal
英語名
n-Butanal
分子式
C4H8O
分子量
72.10572

名称と別名

butyraldehydebutanal123-72-8n-butyraldehydeButyral1-butanalButyric aldehydeButaldehydeButanaldehydeButaln-ButanalButylaldehyde
名称をさらに表示
ButalydeButyraldehydAldeide butirricaAldehyde butyriqueButyrylaldehyden-Butyl aldehydebutan-1-alNCI-C56291

データベース識別子

CAS
123-72-8
PubChem CID
261
DTXSID
DTXSID8021513
ChEMBL
CHEMBL1478334
ChEBI
CHEBI:15743
UNII
H21352682A
EC Number
204-646-6
Nikkaji
J2.501A

物性

構造計算による物性

XLogP
0.9
極性表面積
17.1 Ų
水素結合供与体数
0
水素結合受容体数
1
回転可能結合数
2
重原子数
5

実験および物理化学的性質

LogP · 3 件

log Kow = 0.88

0.88

0.88

OdorCharacteristic, pungent, aldehyde odor
Density · 5 件

0.803 at 68 °F (USCG, 1999) - Less dense than water; will float

0.8016 g/cu cm 20 °C

0.8 g/cm³

0.797-0.802

.802 @ 20°C

Viscosity0.45 cP at 20 °C
Color/Form · 2 件

Liquid

Water-white liquid

Solubility · 6 件

less than 1 mg/mL at 66 °F (NTP, 1992)

Miscible with ethanol, ether, ethyl acetate, acetone, toluene, many other organic solvents andoils

Soluble in water; miscible with ethanol; very olubl ein acetone, benzene; slightly soluble in chloroform

In water, 7.10X10+4 mg/L at 25 °C

71 mg/mL at 25 °C

Solubility in water, g/100ml: 7

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

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

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

Danger

危険有害性情報

Regulatory Information · 5 件

Chemical: Butanal

Butanal is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butanal are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 11-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15033

Butanal: HSNO Approval: HSR001105 Approved with controls

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

Behavior in Fire: Vapors are heavier than air and may travel considerable distance to a source of ignition and flash back. Fires are difficult to control due to ease of reignition. (USCG, 1999)

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.;· Vapors may form explosive mixtures with air.;· Vapors may travel to source of ignition and flash back.;· Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.).;· Vapor explosion hazard indoors, outdoors or in sewers.;· Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.;· Runoff to sewer may create fire or explosion hazard.;· Containers may explode when heated.;· Many liquids will float on water.

Highly flammable. Vapour/air mixtures are explosive.

Fire PotentialHighly flammable liquid.
Health Hazards · 2 件

Inhalation will cause irritation and possibly nausea, vomiting, headache, and loss of consciousness. Contact with eyes causes burns. Skin contact may be irritating. (USCG, 1999)

· May cause toxic effects if inhaled or absorbed through skin.;· Inhalation or contact with material may irritate or burn skin and eyes.;· Fire will produce irritating, corrosive and/or toxic gases.;· Vapors may cause dizziness or asphyxiation, especially when in closed or confined areas.;· Runoff from fire control or dilution water may cause environmental contamination.

Hazards Summary · 1 件

If left on clothing, can cause reddening of skin; [CHRIS] Butyraldehyde is a skin irritant. [Quick CPC] May form explosive peroxides; May polymerize; A skin, eye, and respiratory tract irritant; [ICSC] May cause burns to skin and eyes; Inhalation may cause spasm, edema of the larynx and bronchi, chemical pneumonitis, and pulmonary edema; [HSDB] A severe irritant in animal experiments; In subchronic inhalation studies, 50 ppm was the no-observable-effect level and 117 ppm produced eye and upper respiratory tract irritation; Caused anesthetic effects in lethal concentration studies; [OECD SIDS] See ALDEHYDES.

安全と保護具

Fire Fighting · 2 件

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious); polymerization hazard]:;CAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient.;SMALL FIRE: Dry chemical, CO2, water spray or alcohol-resistant foam. Do not use dry chemical extinguishers to control fires involving nitromethane (UN1261) or nitroethane (UN2842).;LARGE FIRE: Water spray, fog or alcohol-resistant foam. Avoid aiming straight or solid streams directly onto the product. If it can be done safely, move undamaged containers away from the area around the fire.;FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. For massive fire, use unmanned master stream devices or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2024)

Use foam, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 件

Fresh air, rest.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

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

Rinse mouth. Rest.

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.;· Keep unauthorized personnel away.;· Stay upwind, uphill and/or upstream.;· Ventilate closed spaces before entering, but only if properly trained and equipped.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.;· All equipment used when handling the product must be grounded.;· Do not touch or walk through spilled material.;· Stop leak if you can do it without risk.;· Prevent entry into waterways, sewers, basements or confined areas.;· A vapor-suppressing foam may be used to reduce vapors.;· Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers.;· Use clean, non-sparking tools to collect absorbed material.;Large Spill;· Dike far ahead of liquid spill for later disposal.;· Water spray may reduce vapor, but may not prevent ignition in closed spaces.

First Aid · 2 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. Corrosive chemicals will destroy the membranes of the mouth, throat, and esophagus and volatile chemicals have a high risk of being aspirated into the victim's lungs during vomiting. Thus, the risk of increasing the medical problems by inducing vomiting of a volatile corrosive chemical is very high. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

General First Aid:;· Call 911 or emergency medical service.;· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.;· Move victim to fresh air if it can be done safely.;· Administer oxygen if breathing is difficult.;· If victim is not breathing:;-- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance.;-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).;-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.;· Remove and isolate contaminated clothing and shoes.;· For minor skin contact, avoid spreading material on unaffected skin.;· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.;· For severe burns, immediate medical attention is required.;· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.;· Keep victim calm and warm.;· Keep victim under observation.;· For further assistance, contact your local Poison Control Center.;· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.;Specific First Aid:;· Wash skin with soap and water.

Safe StorageFireproof. Separated from incompatible materials. See Chemical Dangers. Cool. Keep in the dark. Store in an area without drain or sewer access.
Firefighting Hazards · 2 件

May accumulate static electrical charges, and may cause ignition of its vapors.

Flammable liquid. Forms explosive peroxides. Vapors are heavier than air and may travel to a source of ignition and flash back. Combustion may produce irritants and toxic gases. Closed containers may rupture violently when heated.

毒性情報

Body BurdenButyraldehyde was detected not quantified in 6 of 12 samples of human milk collected from volunteers in Bayonne, NJ, Jersey City, NJ, Bridgeville, PA, and Baton Rouge, LA(1).
Ecotoxicity Values · 5 件

EC50; Species: Pseudokirchneriella subcapitata (Green algae, exponential growth phase, 15000 cells/mL, UTEX 1648); Conditions: static, 24 °C, dissolved oxygen 1-2 mg/L; Concentration: 23560 ug/L for 48 hr; Effect: decreased population growth rate

EC50; Species: Pseudokirchneriella subcapitata (Green algae, exponential growth phase, 15000 cells/mL, UTEX 1648); Conditions: static, 24 °C, dissolved oxygen 1-2 mg/L; Concentration: 1480 ug/L for 48 hr; Effect: decreased photosynthesis

EC50; Species: Chlorococcales (Green algae order); Conditions: freshwater, static; Concentration: 380000 ug/L for 24 hr; Effect: physiology, assimilation efficiency

LC50; Species: Daphnia magna (Water flea, age < or =24 hr); Conditions: freshwater, static, 20-22 °C, pH 7.6-7.7; Concentration: 340000 ug/L for 24 hr; Effect: intoxication, immobilization

For more Ecotoxicity Values (Complete) data for BUTYRALDEHYDE (6 total), please visit the HSDB record page.

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 72(SRC), determined from a log Kow of 0.88(2) and a regression-derived equation(3), indicates that butyraldehyde is expected to have high mobility in soil(SRC). Volatilization of butyraldehyde from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 1.15X10-4 atm-cu m/mole(4). Butyraldehyde is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 111 mm Hg(5). A theoretical BOD of 100% in 2 weeks using an activated sludge in the Japanese MITI test(6), suggests that biodegradation is an important environmental fate process in soil(SRC). Under anaerobic conditions, butanal underwent 99% degradation (7 day lag period) using the Hungate serum bottle technique(7).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 72(SRC), determined from a log Kow of 0.88(2) and a regression-derived equation(3), indicates that butyraldehyde 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 1.15X10-4 atm-cu m/mole(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 9 hrs and 5 days, respectively(SRC). The rate constant for the reaction between photochemically produced hydroxyl radicals in water and butyraldehyde is 3.9X10+9 L/mole-sec(5); at an aquatic concentration of 1X10-17 mole/L of hydroxyl radicals(6), the half-life would be about 206 days(SRC). According to a classification scheme(7), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is low(SRC). A theoretical BOD of 100% in 2 weeks using an activated sludge in the Japanese MITI test(9), suggests that biodegradation is an important environmental fate process in water(SRC).Under anaerobic conditions, butanal underwent 99% degradation (7 day lag period) using the Hungate serum bottle technique(10).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), butyraldehyde, which has a vapor pressure of 111 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase butyraldehyde 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 16 hrs(SRC), calculated from its rate constant of 2.35X10-11 cu cm/molecule-sec at 25 °C(3). The rate constant for the vapor-phase reaction of butyraldehyde with nitrate radical has been experimentally determined to be 1.15X10-14 cu cm/sec(4), which corresponds to an atmospheric half-life of about 2.9 days(SRC). Butyraldehyde absorbs solar radiation (> 290 nm); direct photooxidation products include carbon monoxide, ethene, ethanal and carbon dioxide(5).

Food Survey ValuesButyraldehyde has been detected not quantified as a volatile component of raw chicken breast muscle(1) and fried chicken(2).
Adverse EffectsNeurotoxin - Other CNS neurotoxin;Dermatotoxin - Skin burns.;Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.
Exposure RoutesThe substance can be absorbed into the body by inhalation of its vapour and by ingestion.

法規制情報

Regulatory Information · 5 件

Chemical: Butanal

Butanal is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butanal are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 11-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15033

Butanal: HSNO Approval: HSR001105 Approved with controls

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.)

FDA Requirements · 2 件

Butyraldehyde 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.

Butyraldehyde is an indirect food additive for use only as a component of adhesives.

TSCA Requirements · 1 件

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. ??Chemical?? is included on this list. Effective date 12/16/88; Sunset date: 12/19/95.

Atmospheric Standards · 1 件

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. n-Butyraldehyde is produced, as an intermediate or a final product, by process units covered under this subpart.

安全データ

ridadr
UN 1129
hazard_class
3
packing_group
II

化学と産業

薬理情報

Mechanism of Action · 1 件

Inhibition of intercellular communication is an important feature in the tumor promotion phase of a multistage carcinogenesis model. In atherosclerosis inhibition of cell-cell communication by atherogenic compounds, e.g., low density lipoproteins (LDL), also seems to be important. For testing atherogenic compounds we used an atherosclerosis relevant cell type, namely human smooth muscle cells. In order to investigate which part of the LDL particle would be involved in inhibition of metabolic co-operation between human smooth muscle cells in culture ... several fatty acids and their breakdown products /were tested/, namely aldehydes. Unsaturated C-18 fatty acids markedly influenced gap-junctional intercellular communication (GJIC), whereas saturated (C18:0, C16:0) and unsaturated fatty acids with > 20 carbon atoms did not inhibit GJIC. In the case of oleic and elaidic acid, orientation seemed important; however, after exposure to palmitoleic and palmitelaidic acid no differences were found. The most potent inhibitor of GJIC was linoleic acid, which inhibited GJIC by 75%. No correlation was found between degrees of unsaturation and ability to inhibit GJIC. Of the tested aldehydes, hexanal, propanal, butanal and 4-hydroxynonenal did significantly inhibit GJIC, while pentanal had no effect. Since modification of LDL was shown to be important in order for LDL to inhibit GJIC, these results show that fatty acids and their oxidative breakdown products may be of importance for the inhibition of GJIC by LDL.

Tissue LocationsBlood;Skeletal Muscle
Cellular LocationsMitochondria

用途と製造

Uses · 6 件

Used to make rubber accelerators, solvents, synthetic resins, high polymers, plasticizers, and other chemicals; [HSDB] Used as a flavoring agent and generally recognized as safe by the FDA; [AIHA] Nearly all manufacturing, processing, and use confined to enclosed processes, with more than 90% being used as on-site reactant (making butanol, butyric acid, and 2-ethylhexanol); [OECD SIDS]

Welding Over Coatings [Category: Weld]

For Butyraldehyde (USEPA/OPP Pesticide Code: 202500) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Chiefly in manufacturing of rubber accelerators, synthetic resins, solvents, plasticizers.

Reported uses (ppm): (FEMA, 2005);Table: Reported uses (ppm): (FEMA, 2005) [Table#4173]

Use to manufacture 1-butanol, 2-ethylhexanol, poly(vinyl butyral), 2-ethylhexanal, trimethylolpropane, methyl amyl ketone, and butyric acid.

ImpuritiesDry butyraldehyde will undergo some polymerization during storage to form parabutyraldehyde.
U.S. Exports(1984) 3.77X10+7 g
U.S. Production · 6 件

2023: 2,500,000,000 - <4,000,000,000 lb;2022: 2,500,000,000 - <4,000,000,000 lb;2021: 2,500,000,000 - <4,000,000,000 lb;2020: 2,500,000,000 - <4,000,000,000 lb

(1984) 5.64X10+11 g

(1991) 2.19X10+9 lbs

(1989) Capacity, 9.63X10+5 tons

Butanal is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#4172]

Consumption Patterns · 2 件

(1988) 1-butanol and 2-ethylhexanol (92%); poly(vinyl butyral), 2-ethylhexanal, trimethylolpropane, methyl amyl ketone, and butyric acid (8%).

Used chiefly as an intermediate (1978 Data)

Consumer UsesNot Known or Reasonably Ascertainable

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