부티릴클로라이드

Butyryl chloride

HCID 8855CAS 141-75-3

기본 정보

표준 SMILES
CCCC(=O)Cl
InChIKey
DVECBJCOGJRVPX-UHFFFAOYSA-N
분자식
C4H7ClO
평균 분자량
106.55 g/mol
단동위원소 질량
106.01854252

개요

Butyryl chloride appears as a clear colorless liquid with a sharp odor. Slightly denser than water. Flash point near 20 °F. Severely irritates skin, eyes, and mucous membranes. Used to make other chemicals.

이름 및 식별자

우선 이름
Butyryl chloride
IUPAC
butanoyl chloride
현지명
부티릴클로라이드
영어명
Butyryl chloride
분자식
C4H7ClO
분자량
106.55

이름 및 동의어

Butyryl chlorideButanoyl chlorideN-BUTYRYL CHLORIDECCRIS 5989n-Butyric acid chlorideDTXSID5024710HSDB 6016UNII-2XVM8E16IREINECS 205-498-5UN2353N-BUTANOYL CHLORIDEDTXCID104710
이름 더 보기
N-뷰티릴클로라이드부티릴클로라이드염화부티릴N-뷰티릴 클로라이드butyrylBUTYRIC ACID CHLORIDEN-BUTYLVINYLETHERBUTYROYL CHLORIDEN-ButyrylButyrylchloridbutyricchlorideBUTIRYL CHLORIDE
N-BUTYRYL CHLORIDE [MI]EC 205-498-5N-BUTYRYL CHLORIDE [HSDB]UN 2353BUTYROL CHLORIDERefChem:122378205-498-5DVECBJCOGJRVPX-UHFFFAOYSA-N

데이터베이스 식별자

CAS
141-75-3
PubChem CID
8855
DTXSID
DTXSID5024710
ChEMBL
CHEMBL1300263
UNII
2XVM8E16IR
EC Number
205-498-5
Nikkaji
J2.538K

물성

구조 계산 물성

XLogP
1.6
극성 표면적
17.1 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
1
회전 가능 결합 수
2
무거운 원자 수
6

실험 및 물리화학적 성질

Chemical Classes · 2건

Toxic Gases & Vapors -> Other Toxic Gases & Vapors

Flammable agents - 3rd degree

SpringerMaterials PropertiesCoriolis coupling
Odor · 2건

Pungent acid chloride odor

Sharp odor

Density · 2건

1.0277 at 68 °F (USCG, 1999) - Denser than water; will sink

1.0263 at 20.6 °C/4 °C

Color/FormColorless liquid
Solubility · 3건

Reaction (NTP, 1992)

Dissolves slowly with decomposition in water

Dissolves slowly with decomposition in alcohol; miscible with ether

물리화학적 성질

녹는점
89 °C · −89 °C(lit.)
끓는 점
102 °C · 102 °C(lit.)
밀도
1.026 g/mL · 1.026 g/mL at 25 °C(lit.)
증기 밀도
3.7 · 3.7 (vs air)
증기압
39 hPa · 39 hPa (20 °C)
굴절률
20 · n20/D 1.412(lit.)
화학적 성질 · 1건

Butyryl chloride is a colorless to light yellow liquid with a strong pungent odor. It undergoes vigorous hydrolysis with water; decomposes in water; soluble in almost aprotic organic solvents. It is used as an intermediate for organic synthesis for the preparation of pharmaceuticals, agrochemicals, dyes, cellulose esters, and peroxide compounds.

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

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

P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P234, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P370+P378, P390, P403+P233, P403+P235, P405, P406, and P501 (click each P-code to see the statement)

유해성 정보

Hazards IdentificationWater-reactive material (WR)
Regulatory Information · 4건

Chemical: Butanoyl chloride

Status: Active Update: 02-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/5853

Butyryl chloride: 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 - Butanoyl chloride: Human health tier I assessment
DOT LabelFlammable Liquid Corrosive
Fire Hazards · 2건

Special Hazards of Combustion Products: Emits toxic fumes of chlorine gas (USCG, 1999)

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

Fire PotentialFlammable ... .

안전 및 보호

Fire FightingExcerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:
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

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.

General First Aid:

Firefighting Hazards · 2건

Reacts with alcohol and water.

... Corrosive.

Exposure Control and Personal Protection · 2건

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

TIH (Toxic Inhalation Hazard) - Term used to describe gases and volatile liquids that are toxic when inhaled. Some are TIH materials themselves, e.g., chlorine, and some release TIH gases when spilled in water, e.g., chlorosilanes. [ERG 2016].

Fire Fighting Procedures · 3건

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.

Use water spray to cool unopened containers.

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: n-Butyryl chloride decomposes in water to yield hydrochloric acid and butyric acid(1), therefore, leaching in soil and volatilization from moist soil for the parent compound are not expected to be important fate processes(SRC). n-Butyryl chloride is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 41.7 mm Hg at 25 °C(1).

AQUATIC FATE: n-Butyryl chloride decomposes exothermically in water to yield hydrochloric acid(1). This decomposition reaction will be the dominant fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), n-butyryl chloride, which has a vapor pressure of 41.7 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase n-butyryl chloride 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 4.1 days(SRC), calculated from its rate constant of 3.9X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). n-Butyryl chloride fumes in air and decomposes in water to yield hydrochloric acid and butyric acid(2); therefore, n-butyryl chloride vapor in air can react with moisture in air.

Adverse EffectsDermatotoxin - Skin burns.
Toxicity SummaryIDENTIFICATION AND USE: n-Butyryl chloride is a colorless liquid. It is used in organic synthesis. HUMAN STUDIES: The chemical is toxic by ingestion and inhalation, and also a strong irritant. ANIMAL STUDIES: There are no data available.
Ongoing Test Status · 1건

EPA has released the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assays/[USEPA; ICSS Dashboard Application; Available from, as of May 1, 2017: http://actor.epa.gov/dashboard/]

Soil Adsorption/Mobilityn-Butyryl chloride decomposes in water to yield hydrochloric acid and butyric acid(1), therefore, leaching in soil is not expected to be an important fate process(SRC).
Human Toxicity Excerpts/OTHER TOXICITY INFORMATION/ Toxic by ingestion and inhalation. Strong irritant to tissue.

안전 데이터

wgk
1
tsca
TSCA listed
ridadr
UN 2353
HS 번호
2915 90 70
risk_code
11-34
hazard_code
F,C

화학 및 산업

용도 및 제조

Uses · 3건

Used for organic synthesis; [HSDB]

Toxic Gas from Spilling Chemical in Water [Category: Other]

Organic synthesis.

U.S. Exports(1986) No Data
U.S. Imports(1986) No Data
U.S. Production(1986) No Data
Methods of ManufacturingPreparation from butyric acid.
General Manufacturing InformationButanoyl chloride: ACTIVE
응용 분야 · 2건

용도Butyryl chloride is used as an intermediate for the synthesis of active pharmaceutical ingredients benzoyl peroxide, t-butyl perbenzoate, and benzophenone. It is also used as an acylation reagent. Further, it is used in the preparation of peroxides such as benzoyl peroxide, benzophenone and t-butyl perbenzoate. In addition to this, it is involved in the preparation of chromones and antiproliferative agents. Butyryl chloride has been used to esterify wood meal dissolved in the ionic liquid, 1-butyl-3-methylimidazolium chloride.

일반 설명A clear colorless liquid with a sharp odor. Slightly denser than water. Flash point near 20°F. Severely irritates skin, eyes, and mucous membranes. Used to make other chemicals.

제조 방법 · 1건

Butyryl chloride is obtained by the reaction of butyric acid with thionyl chloride. Heat the thionyl chloride to reflux, add butyric acid dropwise over approximately 4 hours, reflux for another hour, then distill. Collect the fraction at 95–115°C, redistill once, and collect the fraction at 101–105°C to obtain the final product, with a yield of over 70%. Phosphorus trichloride can also be added to the reaction, yielding a 75% yield.

공급사50 곳

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