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1,3-디클로로프로판

1,3-Dichloropropane

HCID 8881
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
142-28-9
표준 SMILES
ClCCCCl
InChIKey
YHRUOJUYPBUZOS-UHFFFAOYSA-N
분자식
C3H6Cl2
평균 분자량
112.98 g/mol
단동위원소 질량
111.98465555

개요

1,3-dichloropropane is a colorless watery liquid with a sweet odor. Sinks in water. Produces irritating vapor. (USCG, 1999)

이름 및 식별자

우선 이름
1,3-Dichloropropane
IUPAC
1,3-dichloropropane
현지명
1,3-디클로로프로판
영어명
1,3-Dichloropropane
분자식
C3H6Cl2
분자량
112.99

이름 및 동의어

1,3-DICHLOROPROPANE142-28-9Trimethylene dichloridePropane, 1,3-dichloro-R 270faAJ1HQ2GUCPDTXSID6022004NSC-6204DTXCID802004CHEBI:137978RefChem:72637205-531-3
이름 더 보기
1,3-다이클로로프로페인1,3-디클로로프로판propylendichlorider270faNSC 62041.3-DichloroprAKOS BBS-000044061,3-Dichlorpropan1,3-dichloro-propan
1,3-Dichloro-propaneCH2ClCH2CH2ClCl(CH2)3ClMFCD00000999Trimethylene ChlorideCCRIS 9220HSDB 5482Dichloropropane, 1,3-

데이터베이스 식별자

CAS
142-28-9
PubChem CID
8881
DTXSID
DTXSID6022004
ChEMBL
CHEMBL157427
ChEBI
CHEBI:137978
UNII
AJ1HQ2GUCP
EC Number
205-531-3
Nikkaji
J2.543G

물성

구조 계산 물성보충 중

XLogP
2
극성 표면적
0 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
0
회전 가능 결합 수
2
무거운 원자 수
5
형식 전하
0
복잡도
12.4

실험 및 물리화학적 성질

SolventsSolvents -> Chlorinated Aliphatics
SpringerMaterials PropertiesSchoenflies notation
PesticidesVolatile Organic Compound (VOC) (Pesticide/Volatile Organic Compound (VOC))
LogP · 3건

log Kow = 2.00

2.0

2.0

OdorSweet
Density · 4건

1.1878 at 68 °F (USCG, 1999) - Denser than water; will sink

1.1876 @ 20 °C/4 °C

Relative density (water = 1): 1.19

1.1876 @25 °C

Color/FormColorless liquid
Solubility · 3건

Sol in benzene, chloroform, alcohol, ether

In water, 2.75X10+3 mg/l @ 25 °C

Solubility in water, g/100ml at 20 °C: 0.3

Flash Point · 3건

70 °F (est.) (USCG, 1999)

16 °C

16 °C o.c.

Boiling Point · 4건

248.7 °F at 760 mmHg (USCG, 1999)

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 0.7% (1 of 141) of reports.

Danger

H225 (20.6%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264+P265, P272, P273, P280, P302+P352, P303+P361+P353, P305+P351+P338, P321, P333+P317, P337+P317, P362+P364, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 141 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

유해성 정보

Regulatory Information · 3건

Chemical: Propane, 1,3-dichloro-

Status: Active Update: 31-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25727

1,3-Dichloropropane: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelFlammable Liquid
Fire Hazards · 2건

Special Hazards of Combustion Products: Emits fumes of phosgene.

Highly flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 16 °C explosive vapour/air mixtures may be formed.

Fire Potential · 2건

Flammable

A very dangerous fire hazard when exposed to heat or flame.

Health HazardsINHALATION: May cause some central nervous system depression. EYES: May cause some pain and irritation. SKIN: Mild irritation. (USCG, 1999)
Hazards SummaryA skin, eye, and respiratory tract irritant; [ICSC] Inhalation of high concentrations can cause CNS depression, kidney, and liver injury; [HSDB] An irritant; [MSDSonline]

화학 및 산업

용도 및 제조

UsesNo known commercial production or sale in the US in 2000; [HSDB]
U.S. Production(1977) 4.5X10+8 G MIN-PROBABLY AS A BYPRODUCT
Consumption PatternsNo evidence of commercial prodn or sales of the isolated cmpd in USA in 2000.
Methods of ManufacturingMay be produced as a result of the photochlorination of isopropyl ether.
General Manufacturing Information · 3건

Propane, 1,3-dichloro-: ACTIVE

PART OF DICHLOROPROPENE-DICHLOROPROPANE MIXT (PROBABLE USE)

Photochlorination of isopropyl ether leads to 1,3-dichloropropane.

응용 분야

용도1,3-Dichloropropane is used as an intermediate in organic synthesis. It is also used as solvent, detergent and chromatographic analysis. Further, it is used to prepare 3,7-dithia-nonanedioic acid by reacting with mercaptoacetic acid.

일반 설명1,3-dichloropropane is a colorless watery liquid with a sweet odor. Sinks in water. Produces irritating vapor. (USCG, 1999)

제조 방법 · 1건

1,3-Dichloropropane is obtained by the action of propylene glycol with hydrochloric acid.1,3-Dichloropropane synthesis: A process for the preparation of 1,3-dichloropropane by reacting bis(3-hydroxypropyl)ether with hydrogen chloride, optionally in the presence of tertiary basic nitrogen compounds or other tertiary aliphatic bases as catalysts, distilling off the 1,3-dichloropropane and the water of reaction and working up the two phases. Process for the preparation of 1,3-dichloropropane

상·하류 제품 정보

상류 원료

관련 반응

47건
반응 기록 만들기
HRID 4761 반응식
HRID 4761반응물로uspto-grants-1988_02
HRID 91522 반응식
HRID 91522반응물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 173480 반응식
HRID 173480반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 205034 반응식
HRID 205034반응물로Training data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 258786 반응식
HRID 258786반응물로uspto-grants-1977_07
HRID 355355 반응식
HRID 355355반응물로uspto-grants-1998_11
HRID 363302 반응식
HRID 363302반응물로uspto-grants-1999_02
HRID 400297 반응식
HRID 400297반응물로uspto-grants-1998_10
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120.4 °C @ 760 mm Hg

120 °C

120.9 °C @760 [mm Hg]

DecompositionWhen heated to decomposition it emits highly toxic fumes of /hydrogen chloride/ and phosgene.
Melting Point · 4건

-147.1 °F (USCG, 1999)

-99.5 °C

-99 °C

-99.5 °C

물리화학적 성질

녹는점
99 °C · −99 °C(lit.)
끓는 점
120 · 120-122 °C(lit.)
밀도
1.19 g/mL · 1.19 g/mL at 25 °C(lit.)
증기압
24 · 24-24.265hPa at 20-25℃
굴절률
20 · n20/D 1.448(lit.)
인화점
90 °F · 90 °F
저장 조건
Refrigerator
용해도
클로로포름(약간 용해됨), 에틸아세테이트(약간 용해됨)
물리적 상태
액체
색상
무색의
수용성
0.8 g/L · 0.8g/L(20℃)
BRN
505960 · 505960
Henry's Law Constant
1 · 1.0×10-2 mol/(m3Pa) at 25℃, Burkholder et al. (2019)
Dielectric constant
9.51 · 9.5099999999999998
InChI
1S/C3H6Cl2/c4-2-1-3-5/h1-3H2
InChIKey
YHRUOJUYPBUZOS-UHFFFAOYSA-N
SMILES
ClCCCCl
LogP
2 at · 2 at 25℃ and pH7
NIST
1 · Propane, 1,3-dichloro-(142-28-9)
EPA
1 · 1,3-Dichloropropane (142-28-9)
화학적 성질 · 1건

1,3-Dichloropropene occurs as a clear colourless liquid with a sweet chloroform-like odor. It is soluble in alcohol and ether, dissolves in water (0.27g/100ml). The half-life of 1,3-dichloropropene in ambient air may range from 7 to 50 hours.

Reactive GroupHalogenated Organic Compounds
UN ClassificationUN Hazard Class: 3; UN Subsidiary Risks: 6.1; UN Pack Group: II
Special ReportsTSCA CHIPs present a preliminary assessment of 1,3-dichloropropane's potential for injury to human health & the environment (available at EPA's TSCA Assistance Office: (202) 554-1404
TSCA Requirements · 2건

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. Propane, 1,3-dichloro- is included on this list.

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble of the 51 FR 41329.

Reactivity AlertsHighly Flammable
Reactivity Profile · 1건

Halogenated aliphatic compounds, such as 1,3-DICHLOROPROPANE, are moderately or very reactive. Halogenated organics generally become less reactive as more of their hydrogen atoms are replaced with halogen atoms. Low molecular weight haloalkanes are highly flammable and can react with some metals to form dangerous products. Materials in this group are incompatible with strong oxidizing and reducing agents. Also, they are incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.

안전 및 보호

Fire Fighting · 2건

Fire Extinguishing Agents: Foam, carbon dioxide, dry chemical. (USCG, 1999)

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

First Aid Measures · 4건

Fresh air, rest.

First rinse with plenty of water for at least 15 minutes, then remove contaminated clothes and rinse again.

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

Rinse mouth. Do NOT induce vomiting.

First AidCall a doctor.
Safe StorageSeparated from food and feedstuffs, oxidants, acids, bases and alumina. Cool. Well closed. Keep in a well-ventilated room.
Firefighting HazardsFlash back along vapor trail may occur.
Nonfire Spill ResponseExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Disposal Methods · 1건

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Spillage Disposal · 1건

Evacuate danger area! 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. Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance.

Preventive Measures · 2건

SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Isolation and EvacuationExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Eye PreventionWear safety spectacles.
Fire PreventionNO open flames, NO sparks and NO smoking. Above 16 °C use a closed system, ventilation and explosion-proof electrical equipment.

독성 정보

Body Burden1,3-Dichloropropane was identified, not quantified, in human adipose tissue(1).
Ecotoxicity Values · 5건

LC50 Poecilia reticulata (guppy) 84 ppm/7 days

LC50 Cyprinodon variegatus (sheepshead minnow) 86,700 ug/l 96 hr

EC50 Selenastrum capricornutum 72,200 ug/l/96 hr Toxic Effect: Cell numbers

LC50 Daphnia magna (cladoceran) 282,000 ug/l 96 hr

For more Ecotoxicity Values (Complete) data for 1,3-DICHLOROPROPANE (7 total), please visit the HSDB record page.

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 290(SRC), determined from a log Kow of 2.0(2) and a regression-derived equation(3), indicates that 1,3-dichloropropane is expected to have moderate mobility in soil(SRC). Volatilization of 1,3-dichloropropane from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 9.76X10-4 atm-cu m/mole(4). The potential for volatilization of 1,3-dichloropropane from dry soil surfaces may exist (SRC) based upon a vapor pressure of 18.2 mm Hg(5). Using a standard dilution method and a sewage seed inoculum, 1,3-dichloropropane achieved 16% of the theoretical BOD during a 5 day incubation period(6), suggesting biodegradation may occur in soil(SRC). The hydrolysis half-life of 1,3-dichloropropane is 2.3 years at pH 7 and 25 °C(7), suggesting hydrolysis will occur slowly in moist soils(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 290(SRC), determined from a log Kow of 2.0(2) and a regression-derived equation(3), indicates that 1,3-dichloropropane 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 9.76X10-4 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 2 hours and 4.5 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 7(SRC) from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low. The hydrolysis half-life of 1,3-dichloropropane is 2.3 years at pH 7 and 25 °C(7). Using a standard dilution method and a sewage seed inoculum, 1,3-dichloropropane achieved 16% of the theoretical BOD during a 5 day incubation period(8), suggesting biodegradation may occur in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1,3-dichloropropane, which has a vapor pressure of 18.2 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1,3-dichloropropane 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 21 days(SRC), calculated from its rate constant of 7.8X10-13 cu cm/molecule-sec at 25 °C(3).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure RoutesThe substance can be absorbed into the body by inhalation and by ingestion.
Signs and Symptoms · 3건

Dizziness.

Redness. Pain.

Redness. Pain.

Effluent Concentrations1,3-Dichloropropane was detected at levels of 18, 0.038, 0.008 and 0.012 ppm in leachate from four monitoring wells located at an abandoned organic chemical manufacturing facility near Salem, OH(1).
Medical SurveillanceEvaluate the skin, liver, and renal function on a periodic basis, as well as cardiac and respiratory status & general health.
Soil Adsorption/Mobility · 1건

The Koc of 1,3-dichloropropane is estimated as 290(SRC), using a measured log Kow of 2.0(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 1,3-dichloropropane is expected to have moderate mobility in soil.

TSCA Test Submissions · 3건

Toxicity of 1,3-dichloropropane (DCP) with respect to testicular changes was evaluated in male albino Wistar rats (10/treated group, 20 in arachis oil vehicle control group) exposed orally to DCP by gavage at dosage levels of 0, 100 or 400 mg/kg/day for 14 days. On day 15, the animals were sent for pathological examination. No significant differences between treated and control animals were observed in the following: maternal mortality, clinical observations, body weights and weight gain, testes weights, morphology, or detailed macroscopic and microscopic examination of the kidneys, testes, epididymides, ductuli efferentes, and vasa deferentes.

The mutagenicity of 1,3-dichloropropane was evaluated in Salmonella tester strains TA1535, TA1537, TA1538, TA98 and TA100 (Ames Test), Escherichia coli test strains WP2 and WP2 uvrA and Saccharomyces cerevisiae strain JD1, both in the presence and absence of added metabolic activation by Aroclor-induced rat liver S9 fraction. Bacterial cultures were tested at concentrations up to 4000ug/plate using the plate incorporation technique. 1,3-Dichloropropane was tested at concentrations up to 5.0mg/ml in liquid suspension cultures of Saccharomyces cerevisiae. 1,3-Dichloropropane produced a dose-related increase in the reversion frequency in Salmonella tester strain TA1535 at concentrations at or above 500ug/plate in the presence of metabolic activation. 1,3-Dichloropropane did not cause a positive response in any of the remaining tester strains with or without metabolic activation.

The ability of 1,3-dichloropropane (DCP) to cause chromosome aberrations in cultures of rat liver (RL4) cells was evaluated in the absence of added metabolic activation. Monolayer slide cultures of RL4 cells were exposed to 0, 125, 250 or 500 ug/ml for 24 hrs and 100 cells/culture (200-300 cells/dose level) were scored for chromosome aberrations. None of the cultures produced frequencies of chromosome aberrations statistically greater than those produced by the controls (DMSO vehicle).

Atmospheric ConcentrationsSOURCE DOMINATED: 1,3-Dichloropropane was detected in the air near an unspecified industrial site at a concn of 2 ppb(1).
Human Toxicity Excerpts · 2건

Vapors cause a slight smarting of eyes & resp system if present in high concn. The effect is temporary. ... If spilled on clothing & allowed to remain, may cause smarting & reddening of skin. ... Alters pancreatic function /as late effect/.

Symptomatology: 1A) Inhalation, high vapor concn: gasping, refusal to breathe, coughing, substernal pain, & extreme respiratory distress at vapor concn over 1500 ppm. Irritation of eyes & upper respiratory mucosa appears promptly after exposure to concentrated vapors. Lacrimation & headache are prominent. Coma may occur rapidly. B) Inhalation, low vapor concn: central nervous depression & moderate irritation of respiratory system. Headache is frequent. 2) Dermal: severe skin irritation with marked inflammatory response of epidermis & underlying tissues. 3) Oral: acute gastrointestinal distress with pulmonary congestion & edema. Central nervous depression, perhaps even in the absence of impaired oxygen uptake. 4) By any route, possible late injuries to liver, kidneys & heart. 5) After inhalation exposures, malaise, headache, chest & abdominal discomfort & irritability have been reported to persist for several weeks & perhaps for several years.

규제 정보

TSCA Requirements · 2건

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. Propane, 1,3-dichloro- is included on this list.

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble of the 51 FR 41329.

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 1,000 lb or 454 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. 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

1,3-Dichloropropane 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
2
tsca
TSCA listed
rtecs
TX9660000
ridadr
UN 1993 3/PG 2
독성
dog,LDLo,oral,3gm/kg (3000mg/kg),LIVER: OTHER CHANGESLUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMABLOOD: HEMORRHAGE,American Journal of Hygiene. Vol. 16, Pg. 325, 1932.
HS 번호
29031990
risk_code
11-20-20/22-52/53-36/37/38-39/23/24/25-23/24/25-36-20/21/22
hazard_code
F,Xn,T,Xi
safety_code
9-16-29-33-24-61-26-45-36/37-7
포장분류
II
위험 등급
3
Hazard Classifications
Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
스토리지 클래스
3 - Flammable liquids
유해 물질 데이터
142-28-9(Hazardous Substances Data)
1,3-프로판디올D-D Extender염산프로필렌 글리콜비스(2-클로로이소프로필)에테르1-클로로-2-프로탄올

하류 제품

2-(2-(Diphenylphosphino) 에틸) pyridine[1,3- 비스 (디 페닐 포스 피노) 프로판] 디클로로 니켈 (II)1,3- 비스 (디 페닐 포스 피노) 프로판Bis(2,4-pentanedionato-O,O')palladium(II)Bis(dibenzylideneacetone)palladium사이클로프로판Bensultap글리시딜메틸에테르1,3-디아미노프로판1,1,3-트리클로로프로판Diethyl 1,1-cyclobutanedicarboxylate알릴부틸에테르디에틸(3-클로로프로필)말로네이트1,3-프로판디올 비스(4-아미노벤조에이트)피라졸리딘3-chloropropylamine
추가 설명 · 1건

정의ChEBI: 1,3-dichloropropane is a chloroalkane that is propane in which a hydrogen from each of the terminal methyl groups has been replaced by a chlorine. It has a role as an environmental contaminant and a nematicide. It is a chloroalkane and a chlorohydrocarbon.