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디클로로(3,4-)-1-부텐

3,4-Dichloro-1-butene

HCID 12971
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
760-23-6
표준 SMILES
C=CC(Cl)CCl
InChIKey
XVEASTGLHPVZNA-UHFFFAOYSA-N
분자식
C4H6Cl2
평균 분자량
124.99 g/mol
단동위원소 질량
123.9846556

개요

RN given refers to cpd without isomeric designation

이름 및 식별자

우선 이름
3,4-Dichloro-1-butene
IUPAC
3,4-dichlorobut-1-ene
현지명
디클로로(3,4-)-1-부텐
영어명
3,4-Dichloro-1-butene
분자식
C4H6Cl2
분자량
125

이름 및 동의어

3,4-DICHLORO-1-BUTENE760-23-63,4-Dichlorobut-1-ene1-Butene, 3,4-dichloro-1,2-Dichloro-3-butene3,4-Dichlorobutene-1DTXSID8022113IA19EYW12DDTXCID902113RefChem:485870212-079-03,4-dichloro-1 -butene
이름 더 보기
3,4-다이클로로붙-1-엔디클로로(3,4-)-1-부텐3,4-다이클로로부-1-텐3,4-다이클로로-1-뷰텐1,2-디클로로부텐1-부텐, 3,4-디클로로-3,4-디클로로-1-부텐3,4-디클로로부텐3,4-디클로로부텐-1부텐-1,3,4-디클로로3,4-dichlorobutene3,4-Dichlorbut-1-en3,4-dichloro-1-buten3,4-dichloro-but-1-ene1-butene,3,4-dichloro-3,4-Dichlorobut-2-butene
1,2-Dichlorobut-3-eneMFCD00000947CAS-760-23-6HSDB 5751EINECS 212-079-0UNII-IA19EYW12DBRN 1739135CCRIS 8555

데이터베이스 식별자

CAS
760-23-6
PubChem CID
12971

물성

구조 계산 물성

XLogP
2.1
극성 표면적
0 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
0
회전 가능 결합 수
2
무거운 원자 수
6
형식 전하
0
복잡도
42.8

실험 및 물리화학적 성질

Chemical Classes · 2건

Other Classes -> Halogenated Aliphatics, Unsaturated

Flammable agents - 2nd degree

Density1.153 @ 25 °C/4 °C
Viscosity0.0050666 pascal-sec
Color/FormCOLORLESS LIQ
Solubility · 3건

420 mg/l of water; soluble in polar solvents.

Soluble in ethanol, ether and benzene

Very soluble in benzene and chloroform.

Flash Point · 2건

45 °C

113 °F; 45 °C (CLOSED CUP)

Boiling Point118.6 °C
DecompositionWhen heated to decomposition it emits toxic fumes /hydrogen chloride/.
Melting Point-61 °C
Vapor Pressure · 2건

21.9 [mmHg]

21.9 mm Hg @ 25 °C

Surface Tension0.044183 Newtons/m @ 212 K

안전 및 규제

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

GHS 분류

GHS Classification · 6건

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P261, P264, 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, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H226: Flammable liquid and vapor [Warning Flammable liquids]

유해성 정보

Regulatory Information · 3건

1-Butene, 3,4-dichloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Butene, 3,4-dichloro- 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)

REACH registered substance: 3,4-dichlorobut-1-ene (EC: 212-079-0)

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.)

Hazards SummaryCauses delayed lacrimation; Causes burns to eyes and skin; [HSDB] May cause chemical pneumonitis after inhalation of high concentrations; Lachrymator; Causes burns; [MSDSonline]
TSCA Requirements · 2건

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 in 51 FR 41329.

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. 3,4-Dichlorobutene is included on this list.

화학 및 산업

약리 정보

Metabolism/MetabolitesChloroprene is a metabolite of 3,4-dichloro-1-butene.

용도 및 제조

Uses · 4건

Chemical intermediate; [HSDB]

Chemical intermediate for chloroprene.

Chemical intermediate in the production of 1,4-butanediol in Japan

From 1951 to 1983 DuPont operated a butadiene chlorination process ... the intermediate 1,4-dichloro-2-butene /obtained from 3,4-dichloro-1-butene/ was converted to 3-hexenedinitrile ... and then hydrogenated to adiponitrile

U.S. Production · 4건

2023: 65,000,000 lb

(1977) 110-550 million lb

(1977) AT LEAST 4.54X10+10 G (CAPTIVE PRODN)

(1981) 1.9X10+11 G-EST USE IN CHLOROPRENE MFR

Consumption PatternsThe only industrial use for 3,4-dichloro-1-butene is in the production of chloroprene
Industry UsesMonomers
Methods of Manufacturing3,4-Dichloro-1-butene is formed, together with 1,4-dichloro-2-butene (ratio 40:60),in the chlorination of butadiene. It is also obtained by isomerization of 1,4-dichloro-2-butene.
General Manufacturing Information · 2건

Synthetic Rubber Manufacturing

1-Butene, 3,4-dichloro-: ACTIVE

관련 반응

4건
반응 기록 만들기
HRID 373664 반응식
HRID 373664반응물로uspto-grants-1992_11
HRID 1077096 반응식
HRID 1077096생성물로반응물로uspto-grants-1976_05
HRID 1461106 반응식
HRID 1461106반응물로uspto-grants-1991_12
HRID 2418992 반응식
HRID 2418992생성물로반응물로uspto-grants-1978_08

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
DTXSID
DTXSID8022113
ChEMBL
CHEMBL3182884
UNII
IA19EYW12D
EC Number
212-079-0
Nikkaji
J1.728K
Refractive IndexIndex of refraction: 1.4630 @ 20 °C/D

물리화학적 성질

녹는점
61 °C · −61 °C(lit.)
끓는 점
123 °C · 123 °C(lit.)
밀도
1.15 g/mL · 1.15 g/mL at 25 °C(lit.)
증기 밀도
4.31 · 4.31 (vs air)
증기압
17 mm · 17 mm Hg ( 25 °C)
굴절률
20 · n20/D 1.4658(lit.)
인화점
83 °F · 83 °F
저장 조건
0 · 0-6°C
수용성
물에 거의 녹지 않음
물리적 상태
투명한 액체
색상
무색 내지 거의 무색
Henry's Law Constant
1.2 · 1.2×10-3 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
InChIKey
XVEASTGLHPVZNA-UHFFFAOYSA-N
EPA
3 · 3,4-Dichloro-1-butene (760-23-6)

화학적 성질

clear colourless to yellow liquid

NFPA Hazard Classification · 3건

3 - Materials that, under emergency conditions, can cause serious or permanent injury.

2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.

1 - Materials that in themselves are normally stable but that can become unstable at elevated temperatures and pressures.

Toxic Combustion ProductsWhen heated to decomposition it emits toxic fumes /chloride/.
Hazard Classes and Categories · 3건

Flam. Liq. 3 (100%)

Flammable liquids - Category 3

Flammable agents - 2nd degree, Reactive agents - 1st degree

Skin, Eye, and Respiratory IrritationsVery severe eye and skin irritant causing burns. Burns in the eye result in irreversible damage. /Dichlorobutenes/
Critical Temperature and PressureCritical temperature = 589 deg K; Critical pressure = 3.85X10+6 Pa

안전 및 보호

Fire Fighting Procedures · 1건

If material on fire or involved in fire: Use water in flooding quantities as fog. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Solid streams of water may be ineffective. Use foam, dry chemical, or carbon dioxide. Use water spray to knock-down vapors. /Dichlorobutene/

Disposal Methods · 2건

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.

WASTEWATER FROM DICHLOROBUTENE MANUFACTURE & ISOMERIZATION & WASTE BRINE FROM 3,4-DICHLOROBUTENE-1 DEHYDROGENATION TO CHLOROPRENE ARE MIXED TO FORM AN AQ SOLN CONTAINING APPROX 1-5% NACL. THE SOLN, AT PH LESS THAN 6, IS EXTRACTED WITH LIQ HYDROCARBON & THE EXTRACT IS INCINERATED. THE TREATED WATER, WHICH IS NOT TOXIC TO FISH, IS DISCHARGED.

Preventive Measures · 4건

If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Use water spray to knock-down vapors. /Dichlorobutene/

Personnel protection: Avoid breathing vapors. Keep upwind. Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. If contact with the material anticipated, wear appropriate chemical protective clothing. /Dichlorobutene/

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.

Personal Protective Equipment (PPE)Personnel protection: ... Wear appropriate chemical protective gloves, boots and goggles. /Dichlorobutene/

독성 정보

Interactions3,4-DICHLOROBUTENE-1 SHOWED ALKYLATING ACTIVITY WITH 4-(4-NITROBENZYL)PYRIDINE.
Environmental Fate · 4건

Aquatic Fate: Allyl chloride analogs are hydrolyzed in water. The most likely products of 3,4 dichloro-1-butene are: 4-chloro-3-hydroxy-1-butene, 4-chloro-1-hydroxy-2-butene, and 3,4-dihydroxy-1-butene.

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 160(SRC), determined from a measured water solubility of 420 mg/l(2) and a regression-derived equation(3), indicates that 3,4-dichloro-1-butene is expected to have high mobility in soil(SRC). Volatilization of 3,4-dichloro-1-butene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 8.6X10-3 atm-cu m/mole(SRC), based upon its vapor pressure, 21.9 mm Hg(4), and water solubility, 420 mg/l(2). The potential for volatilization of 3,4-dichloro-1-butene from dry soil surfaces may exist based upon its vapor pressure(4). The neutral hydrolysis half-life of a similar compound, 1,4-dichloro-2-butene, has been measured as 3.2 days(5). This suggests that 3,4-dichloro-1-butene may also undergo hydrolysis in moist soils(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 160(SRC), determined from a measured water solubility of 420 mg/l(2) and a regression-derived equation(3), indicates that 3,4-dichloro-1-butene is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 8.6X10-3 atm-cu m/mole(SRC), based upon its vapor pressure, 21.9 mm Hg(4), and water solubility, 420 mg/l(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 1 hour and 4.5 days, respectively(SRC). According to a classification scheme(5), a BCF range of 0.59 to 13.3(7), suggests bioconcentration in aquatic organisms is low. The neutral hydrolysis half-life of a similar compound, 1,4-dichloro-2-butene, has been measured as 3.2 days(6). This suggests that 3,4-dichloro-1-butene may also undergo hydrolysis in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 3,4-dichloro-1-butene, which has a vapor pressure of 21.9 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 3,4-dichloro-1-butene is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals and ozone molecules(SRC). The half-life for the reaction in air with hydroxyl radicals is estimated to be 19 hours(SRC), calculated from its rate constants of 2X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(3). The half-life for the reaction in air with ozone is estimated to be 23 hours(SRC), calculated from its rate constants of 1.2X10-17 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(3).

Adverse EffectsDermatotoxin - Skin burns.
Effluent ConcentrationsDichlorobutene (isomer not specified) was detected in 1 of 63 industrial effluents (concn of 10-100 ug/l) collected from a wide range of chemical manufacturers across the US(1).
Soil Adsorption/Mobility · 1건

The Koc of 3,4-dichloro-1-butene is estimated as 160(SRC), using a measured water solubility of 420 mg/l(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 3,4-dichloro-1-butene is expected to have high mobility in soil.

Human Toxicity Excerpts · 3건

PROTRACTED CONTACT WITH SKIN CAUSES DERMATITIS AND BLISTERING. HIGH CONCN OF VAPOR APPARENTLY HAVE DELAYED TOXIC EFFECT ON EYES, CAUSING ONSET OF IRRITATION AND LACRIMATION SEVERAL HR AFTER THE EXPOSURE, SEEMING SIMILAR TO DIMETHYL SULFATE AND OTHER ALKYLATING AGENTS IN MODE OF ACTION.

3,4-dichloro butene-1 markedly induced sister chromatid exchanges in tests (in vitro) with lymphocytes of blood from workers chronically exposed to chloroprene.

... SOLD WITH THE WARNING THAT BOTH LIQ AND VAPOR ARE HIGHLY DANGEROUS TO SKIN, EYES, LUNGS, AND INTERNAL ORGANS.

Artificial Pollution Sources3,4-Dichloro-1-butene's use as an intermediate in the production of chloroprene(1) may result in its release to the environment through various waste streams(SRC).
Environmental Bioconcentration · 1건

In 8-week bioaccumulation studies using the Japanese MITI protocol (where the test fish are carp (Cyprinus carpio)), BCFs ranging from 0.59 to 13.3 have been observed for 3,4-dichloro-1-butene(1). According to a classification scheme(2), these BCF values suggest for bioconcentration in aquatic organisms is low.

Volatilization from Water/Soil · 1건

The Henry's Law constant for 3,4-dichloro-1-butene is estimated as 8.6X10-3 atm-cu m/mole(SRC) based upon its vapor pressure, 21.9 mm Hg(1), and water solubility, 420 mg/l(2). This Henry's Law constant indicates that 3,4-dichloro-1-butene is expected to volatilize rapidly from water surfaces(3). 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)(3) is estimated as 1 hour(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 4.5 days(SRC). 3,4-Dichloro-1-butene's estimated Henry's Law constant(1,2) indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of 3,4-dichloro-1-butene from dry soil surfaces may exist(SRC) based upon the vapor pressure of this compound(1).

Non-Human Toxicity Excerpts · 5건

3,4-Dichloro-1-butene, when tested against S typhimurium strain TA100, caused 495 his+ revertant colonies/mol/h/plate with activation and 345 without activation.

... TEST BY DROP APPLICATION TO RABBIT EYES HAS BEEN REPORTED TO CAUSE ONLY MODERATE INJURY, GRADED 5 ON SCALE OF 10 AFTER 24-HR.

SINGLE INHALATION EXPOSURE TO 14.5-415 MG/CU M OF 3,4-DICHLOROBUTENE CAUSED HYPERVOLEMIA, STASIS, & NECROTIC CHANGES IN RAT TESTES. A 72-HR INHALATION OF 103.2-193.0 MG/CU M CAUSED DYSTROPHY, NECROSIS, & ATROPHY OF SPERMATOGENIC EPITHELIUM & APPEARANCE OF GIANT CELLS WITH NUMEROUS NUCLEI. THE SPECIFIC GONADOTOXICITY OF DICHLOROBUTENE WAS CONFIRMED SINCE INJURY WAS RESTRICTED TO TESTES IN EXPOSURE TO 14.5 & 126.2 MG/CU M.

SINGLE INHALATION EXPOSURE OF RATS TO 2000-12,000 MG/CU M OF 3,4-DICHLOROBUTENE OR ORAL ADMIN OF 500-1000 MG/KG CAUSED HYPERVOLEMIA & STASIS IN BRAIN CORTEX, CEREBELLUM, LUNGS, LIVER, SPLEEN, STOMACH MUCOSA, ADRENAL CORTEX, & KIDNEYS.

For more Non-Human Toxicity Excerpts (Complete) data for 3,4-DICHLORO-1-BUTENE (7 total), please visit the HSDB record page.

Environmental Abiotic Degradation · 1건

The rate constant for the vapor-phase reaction of 3,4-dichloro-1-butene with photochemically-produced hydroxyl radicals has been estimated as 2X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 19 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of 3,4-dichloro-1-butene with ozone has been estimated as 1.2X10-17 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 23 hours at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(2). The neutral hydrolysis half-life of a similar compound, 1,4-dichloro-2-butene, has been measured as 3.2 days(3). This suggests that 3,4-dichloro-1-butene may also undergo hydrolysis in the environment(SRC).

Probable Routes of Human ExposureOccupational exposure to 3,4-dichloro-1-butene may occur through inhalation and dermal contact with this compound at workplaces where 3,4-dichloro-1-butene is produced or used. (SRC)

규제 정보

TSCA Requirements · 2건

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 in 51 FR 41329.

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. 3,4-Dichlorobutene is included on this list.

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
EM4740000
ridadr
UN 2920 8/PG 2
HS 번호
2903.29.0000
risk_code
10-20/22-34
hazard_code
C
safety_code
16-26-36/37/39-45
포장분류
III
위험 등급
3.2
기존화학 물질
KE-10099
유해 물질 데이터
760-23-6(Hazardous Substances Data)