무수프로피온산

Propionic anhydride

HCID 31263CAS 123-62-6

기본 정보

표준 SMILES
CCC(=O)OC(=O)CC
InChIKey
WYVAMUWZEOHJOQ-UHFFFAOYSA-N
분자식
C6H10O3
평균 분자량
130.14 g/mol
단동위원소 질량
130.06299418

개요

Propionic anhydride is a colorless liquid with a pungent odor. Flash point 165 °F. Density 8.4 lb /gal. Corrosive to metals and tissue.

이름 및 식별자

우선 이름
Propionic anhydride
IUPAC
propanoyl propanoate
현지명
무수프로피온산
영어명
Propionic anhydride
분자식
C6H10O3
분자량
130.14

이름 및 동의어

PROPIONIC ANHYDRIDE123-62-6Propanoic anhydridePropanoic acid, anhydridePropionic acid anhydridePropionyl oxideMethylacetic anhydrideAnhydrid kyseliny propionovepropanoic acid anhydrideDTXSID1027007E3A2VV18E6DTXCID507007
이름 더 보기
무수프로피온산프로피온산무수물프로피온산무수물프로피온산 무수물프로판산무수물propionicpropionyloxideC2H5C(O)OC(O)C2H5PropinoicanhydridePropanic AnhydridePropionic Anhydried
RefChem:869661204-638-2propanoyl propanoatePropanoic acid, 1,1'-anhydrideMFCD00009303Caswell No. 708proprionic anhydrideHSDB 1215

데이터베이스 식별자

CAS
123-62-6
PubChem CID
31263
DTXSID
DTXSID1027007
ChEMBL
CHEMBL3186472
UNII
E3A2VV18E6
EC Number
204-638-2
Nikkaji
J5.542E

물성

구조 계산 물성

XLogP
0.8
극성 표면적
43.4 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
3
회전 가능 결합 수
4
무거운 원자 수
9

실험 및 물리화학적 성질

Chemical Classes · 2건

Other Classes -> Acid Anhydrides, Other

Corrosives

SpringerMaterials PropertiesAcentric factor
Odor · 2건

Very rancid odor

Pungent odor

Density · 4건

1.01 at 68 °F (USCG, 1999) - Denser than water; will sink

1.011 g/cu cm at 20 °C

Relative density (water = 1): 1.01

1.012 @25 °C

Viscosity1.144 cP at 20 °C; 0.978 cP at 30 °C; 0853 cP at 40 °C; 0.7511 cP at 50 °C
Color/FormColorless liquid

물리화학적 성질

녹는점
-42 °C · -42 °C
끓는 점
167 °C · 167 °C(lit.)
밀도
1.015 g/mL · 1.015 g/mL at 25 °C(lit.)
증기 밀도
4.5 · 4.5 (vs air)
증기압
10 mm · 10 mm Hg ( 57.7 °C)
굴절률
20 · n20/D 1.404(lit.)

화학적 성질

Propionic anhydride is a colorless liquid. Strong, pungent, unpleasant odor. Soluble in methanol, ethanol, ether, chloroform and alkali, decomposes in water.

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)

유해성 정보

Regulatory Information · 6건

Chemical: Propanoic acid, anhydride

List I Chemical: A chemical specified by regulation that, in addition to legitimate uses, is used in manufacturing a controlled substance in violation of the Act and is important to the manufacture of a controlled substance. (21 eCFR 1310.02)

Propanoic acid, 1,1'-anhydride is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propanoic acid, 1,1'-anhydride 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: 04-01-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/5412

Propionic anhydride: 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.)

Other Safety InformationIMAP assessments - Propanoic acid, anhydride: Human health tier I assessment
DOT LabelCorrosive
Fire Hazards · 3건

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:

· Combustible material: may burn but does not ignite readily.

Combustible. Above 63 °C explosive vapour/air mixtures may be formed.

Fire PotentialCombustible liquid
Health Hazards · 2건

Inhalation causes irritation of eyes and respiratory tract. Contact with liquid causes burns of eyes and skin. Ingestion causes burns of mouth and stomach. (USCG, 1999)

· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.

안전 및 보호

Fire Fighting · 2건

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:

Use water spray, powder, alcohol-resistant foam, carbon dioxide.

First Aid Measures · 4건

Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer immediately for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer immediately for medical attention .

Rinse with plenty of water for several minutes (remove contact lenses if easily possible). Refer immediately for medical attention. Keep rinsing during transport for medical attention.

Rinse mouth. Do NOT induce vomiting. Give nothing to drink. Refer immediately for medical attention.

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: move victim to fresh air; if breathing has stopped, give artificial respiration.

General First Aid:

Safe StorageDry. Ventilation along the floor. Separated from bases, oxidants and food and feedstuffs. Store only in original container.
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Hydrolysis half-lives of 10 and 1.0 minutes at pH values of 7 and 8, respectively, were estimated for propionic anhydride(1). Because of this rapid hydrolysis rate, biodegradation and volatilization from moist soil surfaces are not expected to be important terrestrial fate processes(SRC). Propionic anhydride is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.36 mm Hg at 25 °C(2).

AQUATIC FATE: Hydrolysis half-lives of 10 and 1.0 minutes at pH values of 7 and 8, respectively, were estimated for propionic anhydride(1). Because of this rapid hydrolysis rate, biodegradation, bioconcentration and volatilization from water surfaces are not expected to be important aquatic fate processes(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), propionic anhydride, which has a vapor pressure of 1.36 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase propionic anhydride 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 18 days(SRC), calculated from its rate constant of 9.1X10-13 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Photolysis of propionic anhydride is not expected to be an important environmetnal fate process due to the rapid hydrolysis rate(SRC).

Adverse EffectsDermatotoxin - Skin burns.
Exposure RoutesThe substance can be absorbed into the body by inhalation and by ingestion.
Signs and Symptoms · 4건

Cough. Sore throat. Burning sensation. Shortness of breath. Symptoms may be delayed.

Redness. Pain. Skin burns.

Redness. Pain. Severe burns.

Burns in mouth and throat. Abdominal pain. Shock or collapse.

Medical Surveillance · 1건

Physician's written opinion. For examination or consultation required under /the OSHA laboratory/ standard, the employer shall obtain a written opinion from the examining physician which shall include the following: Any recommendation for further medical follow-up; the results of the medical examination and any associated tests; any medical condition which may be revealed in the course of the examination which may place the employee at increased risk as a result of exposure to a hazardous workplace; and a statement that the employee has been informed by the physician of the results of the consultation or medical examination and any medical condition that may require further examination or treatment. The written opinion shall not reveal specific findings of diagnoses unrelated to occupational exposure.

Soil Adsorption/MobilitySoil adsorption and mobility of propionic anhydride are not expected to be important environmental fate processes due to the rapid hydrolysis to propionic acid under aqueous conditions(1-2).

규제 정보

FDA Requirements · 1건

The following chemicals have been specifically designated by the Administrator of the Drug Enforcement Administration as the listed chemicals subject to the provisions of this part and parts 1309 and 1313 of this chapter. Each chemical has been assigned the DEA Chemical Code Number set forth opposite it. Propionic anhydride (DEA Code: 8328) is included on this list.

TSCA Requirements · 2건

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329. Effective date 9/30/91; Reporting date: 11/27/91.

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. Propanoic anhydride is included on this list. Effective date: 9/30/91; Sunset date: 12/19/95.

CERCLA Reportable Quantities · 1건

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 5000 lb or 2270 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

Clean Water Act Requirements · 1건

Propionic anhydride is designated as a hazardous substance under section 311(b)(2)(A) of the Federal Water Pollution Control Act and further regulated by the Clean Water Act Amendments of 1977 and 1978. These regulations apply to discharges of this substance. This designation includes any isomers and hydrates, as well as any solutions and mixtures containing this substance.

안전 데이터

wgk
1
tsca
TSCA listed
rtecs
UF9100000
ridadr
UN 2496
독성
LD50 orally in rats: 2.36 g/kg (Smyth)
HS 번호
2915 90 70

화학 및 산업

용도 및 제조

Uses · 5건

Used to manufacture perfumes, oils, resins, dyes, pharmaceuticals, and cellulose esters; [Merck Index]

For propionic anhydride (USEPA/OPP Pesticide Code: 077704) 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./

Esterifying agent for fats and oils; cellulose; dehydrating medium for nitrations and sulfonations; alkyd resins; dyestuffs; and pharmaceuticals

Esterifying agent for perfume oils, fats, cellulose, alkylated resins, dyestuffs, drugs and as a dehydrating agent

Propionic anhydride is used as an esterifying agent for fatty acids and cellulose, for the production of alkyd resins and perfume oils, and for the introduction of the propionyl group into dyes and pharmaceuticals.

U.S. Production · 6건

2023: 75,000,000 - <150,000,000 lb

(1972) GREATER THAN 9.08X10+5 GRAMS

(1975) GREATER THAN 4.54X10+5 GRAMS

Propanoic acid, anhydride 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#3001]

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: Propanoic acid, 1,1'-anhydride. Aggregated National Production Volume: 10 to < 50 million pounds.

Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesNot Known or Reasonably Ascertainable
Methods of Manufacturing · 2건

Propionic anhydride is produced industrially either by heating propionic acid at 8 bar to 235 °C and distilling off the water formed, or by heating propionic acid with propionyl chloride in an inert solvent to 160 °C. Other possible routes involve the reaction of ethylene, carbon monoxide, and propionic acid in the presence of nickel carbonyl (Reppe synthesis) or cobalt or nickel iodide.

Obtained by dehydration of the acid or by carbonylation of its esters; ... from propionaldehyde by air oxidation in the presence of cobalt & copper acetate catalysts; ... other synthesis /methods/ ... from ethanol & carbon monoxide.

DEA Listed Chemicals · 2건

Propionic anhydride

A chemical specified by regulation that, in addition to legitimate uses, is used in manufacturing a controlled substance in violation of the Act and is important to the manufacture of a controlled substance. (21 eCFR 1310.02)

응용 분야 · 2건

용도Propionic anhydride is used as a esterifying agent for certain perfume oils, fats, oils, and especially cellulose and as a reagent in organic synthesis. In the production of alkyd resins, dyestuffs and drugs. Has been used as a dehydrating agent in some sulfonations and nitrations.

일반 설명Propionic anhydride is an organic compound with the molecular formula (CH3CH2CO)2O. it is an colorless acid anhydride that is widely used as a reagent in organic synthesis.

관련 반응

316건

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