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디클로로(2,3-)-1-프로판올

(+-)-2,3-Dichloro-1-propanol

HCID 12018
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
616-23-9
표준 SMILES
OCC(Cl)CCl
InChIKey
ZXCYIJGIGSDJQQ-UHFFFAOYSA-N
분자식
C3H6Cl2O
평균 분자량
128.98 g/mol
단동위원소 질량
127.9795702

개요

2,3-dichloro-1-propanol is a viscous colorless to amber liquid with an ethereal odor. (NTP, 1992)

이름 및 식별자

우선 이름
(+-)-2,3-Dichloro-1-propanol
IUPAC
2,3-dichloropropan-1-ol
현지명
디클로로(2,3-)-1-프로판올
영어명
2,3-DICHLORO-1-PROPANOL
분자식
C3H6Cl2O
분자량
128.99

이름 및 동의어

2,3-Dichloro-1-propanol616-23-91-Propanol, 2,3-dichloro-alpha,beta-Dichlorohydrin2,3-DICHLOROPROPANOL1,2-Dichloro-3-propanol2,3-Dichloropropyl alcoholGlycerol 1,2-dichlorohydrinGlycerol alpha,beta-dichlorohydrinbeta-DichlorohydrinDTXSID20240381,2-Dichloropropanol-3
이름 더 보기
디클로로(2,3-)-1-프로판올2,3-디클로로-1-프로판올2,3-다이클로로프로판올GLYCEROL-ALPHA2,3-DICHLORO-1-PROPAArotinolol impurity 62,3-dichloro-1-propano
DC1P88I7UKE7IMDTXCID504038BETA,GAMMA-DICHLOROHYDRINRefChem:81588(+-)-2,3-DICHLORO-1-PROPANOL210-470-02,3-Dichloropropan-1-ol

데이터베이스 식별자

CAS
616-23-9
PubChem CID
12018
DTXSID
DTXSID2024038
ChEMBL
CHEMBL1538584
UNII
88I7UKE7IM
EC Number
210-470-0

물성

구조 계산 물성

XLogP
0.8
극성 표면적
20.2 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
1
회전 가능 결합 수
2
무거운 원자 수
6
형식 전하
0
복잡도
32

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Halogenated Alcohols
PesticidesPesticide -> EPA IRIS
Density · 2건

1.3607 at 68 °F (NTP, 1992) - Denser than water; will sink

1.3607 @ 20 °C/4 °C

Color/FormVISCOUS LIQ
Solubility · 2건

1 to 10 mg/mL at 76.1 °F (NTP, 1992)

Soluble in ethanol, ether, acetone

Flash Point196.5 °F (NTP, 1992)
Boiling Point · 2건

361 to 365 °F at 760 mmHg (NTP, 1992)

183-185 °C

DecompositionWhen heated to decomposition it emits toxic fumes of /hydrogen chloride/.
Vapor Pressure0.18 [mmHg]
Refractive IndexINDEX OF REFRACTION: 1.4819 @ 20 °C/D
Physical Description · 3건

2,3-dichloro-1-propanol is a viscous colorless to amber liquid with an ethereal odor. (NTP, 1992)

안전 및 규제

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

GHS 분류

GHS Classification · 6건

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 111 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H227: Combustible liquid [Warning Flammable liquids]

유해성 정보

Regulatory Information · 3건

Chemical: 1-Propanol, 2,3-dichloro-

1-Propanol, 2,3-dichloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Propanol, 2,3-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)

2,3-Dichloro-1-propanol: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelPoison
Fire HazardsThis chemical is combustible. (NTP, 1992)
Health Hazards · 1건

SYMPTOMS: Symptoms of exposure to this compound may include irritation of the eyes, skin, mucous membranes and respiratory tract; abdominal pain, dyspnea, coughing, hemolytic anemia, cerebral hemorrhage, toxic hepatitis, gastrointestinal hemorrhage, nephritis, respiratory edema, headache, nausea, vomiting, somnolence, vertigo, diarrhea, abdominal pain, decreased urinary output, jaundice, death by renal failure, comatose, central nervous system depression and damage to the kidney and liver.

Hazards Summary · 1건

Irritating to skin; Severely irritating to eyes; Poisonous by ingestion and skin contact; Moderately toxic by inhalation; Two middle aged men developed severe hepatic injury just after cleaning a dichloropropanol tank at a plant producing dichloropropanol. They died from hepatic failure 4 and 11 days respectively, after carrying out the work. Liver specimens taken at autopsy from one of the cases showed submassive hepatic necrosis. [HSDB] Toxic after ingestion or skin absorption; An irritant; May cause serious injury to eyes; [MSDSonline]

화학 및 산업

용도 및 제조

Uses · 2건

Used for the production of epichlorohydrin; [HSDB]

Production of epichlorohydrin

U.S. Production2023: 10,000,000 - <50,000,000 lb
Industry UsesIntermediate
General Manufacturing Information · 2건

All Other Basic Organic Chemical Manufacturing

1-Propanol, 2,3-dichloro-: ACTIVE

응용 분야

용도2,3-Dichloro-1-propanol may be employed as carbon and energy supplement for the growth of Pseudomonas putida strain (MC4).

일반 설명Viscous colorless to amber liquid with an ethereal odor.

상·하류 제품 정보

상류 원료

1,3-dichloropropan-2-yl acetate아세트산2,3-디클로로프로필에스테르2-클로로프로판-1,3-디올아세트산2-하이드록시-3-클로로프로필에스테르DIGLYCEROL글리세롤 α-모노클로로히드린비스 (클로로메틸) 케톤

관련 반응

2건
반응 기록 만들기
HRID 247364 반응식
HRID 247364반응물로uspto-grants-1987_11
HRID 1383882 반응식
HRID 1383882반응물로uspto-grants-2001_07

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
Nikkaji
J3.003A

Liquid

Colorless to amber liquid with an ethereal odor; [CAMEO]

Other Experimental Properties1 MG/L IS EQUIV TO 189.5 PPM @ 25 °C & 760 MM HG; 1 PPM IS EQUIV TO 5.28 MG/CU M @ 25 °C & 760 MM HG

물리화학적 성질

녹는점
-29.15 °C · -29.15°C
끓는 점
182 °C · 182 °C
밀도
1.36 g/mL · 1.360 g/mL at 20 °C (lit.)
굴절률
1.4835 · 1.4835-1.4855
인화점
93 °C · 93 °C
저장 조건
2 · Sealed in dry,2-8°C
용해도
1 · 1-10g/L
산도 계수 (pKa)
13.75 · 13.75±0.10(Predicted)
물리적 상태
액체
색상
무색의
BRN
1732060 · 1732060
Henry's Law Constant
7.8 · 7.8×100 mol/(m3Pa) at 25℃, Wang et al. (2017)
InChI
1S/C3H6Cl2O/c4-1-3(5)2-6/h3,6H,1-2H2
InChIKey
ZXCYIJGIGSDJQQ-UHFFFAOYSA-N
SMILES
OCC(Cl)CCl
EPA
2 · 2,3-Dichloropropanol (616-23-9)

화학적 성질

CLEAR COLORLESS LIQUID

Reactive GroupAlcohols and Polyols
TSCA Requirements · 1건

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. 2,3-dichloropropanol is included on this list.

Reactivity Profile2,3-DICHLORO-1-PROPANOL is incompatible with oxidizers, oxygen and peroxides. (NTP, 1992)
Air and Water ReactionsMay be sensitive to prolonged exposure to air. Slightly soluble in water.
Hazard Classes and Categories · 2건

Acute Tox. 3 (100%)

Flammable liquids - Category 4

Skin, Eye, and Respiratory IrritationsA skin and severe eye irritant.

안전 및 보호

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1건

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.

Nonfire Spill Response · 1건

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

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.

Preventive Measures · 1건

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 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Personal Protective Equipment (PPE)MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves.

독성 정보

Target OrgansCardiovascular
Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 4(SRC), determined from a structure estimation method(2), indicates that 2,3-dichloropropanol is expected to have very high mobility in soil(SRC). Volatilization of 2,3-dichloropropanol from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4X10-9 atm-cu m/mole(SRC), obtained using a fragment constant estimation method(3). 2,3-Dichloropropanol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.18 mm Hg(SRC), determined from a fragment constant method(4). The half-life for the biodegradation of 2,3-dichloropropanol in two different soils was 23.1 and 55.3 days(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 4(SRC), determined from a structure estimation method(2), indicates that 2,3-dichloropropanol is not expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 4X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 3(3,SRC), from an estimated log Kow(6,SRC), suggests the potential for bioconcentration in aquatic organisms is low(SRC). 2,3-Dichloropropanol has a neutral first-order hydrolysis rate constant of 5.3X10-5 1/s and base-catalyzed second-order hydrolysis rate constant of 20.6 L/mole-hour(7) and, based on these values, is expected to have a hydrolysis half-life of approximately 1.4 years at pH 7 and 140 days at pH 8(7,SRC). Limited data indicate that 2,3-dichloropropanol may slowly biodegrade under aerobic conditions(8).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,3-dichloropropanol, which has an estimated vapor pressure of 0.18 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2,3-dichloropropanol 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 9 days(SRC) from its estimated rate constant of 1.77X10-12 atm cu m/mol(3).

Adverse EffectsOccupational hepatotoxin - Primary hepatotoxins: the toxic effect to the liver is the principal adverse effect of the chemical.
Effluent Concentrations2,3-Dichloropropanol has been detected in 1 of 46 US industrial effluent samples(1).
EPA IRIS Information · 3건

2,3-Dichloropropanol

Cardiovascular

3 x 10 ^-3 mg/kg-day

Soil Adsorption/Mobility · 1건

Using a structure estimation method based on molecular connectivity indices(1), the Koc for 2,3-dichloropropanol can be estimated to be about 4(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2,3-dichloropropanol is expected to have very high mobility in soil.

Human Toxicity Excerpts · 2건

Two middle aged men developed severe hepatic injury just after cleaning a dichloropropanol tank at a plant producing dichloropropanol. They died from hepatic failure 4 and 11 days respectively, after carrying out the work. Liver specimens taken at autopsy from one of the cases showed submassive hepatic necrosis. /Dichloropropanol/

Poison by ingestion and skin contact. Moderately toxic by inhalation.

Artificial Pollution Sources2,3-Dichloropropanol's production and use in the production of epichlorohydrin(1) may result in it's release to the environment through various waste streams(SRC).
Environmental Biodegradation · 1건

Incubation of 1,200 and 750 mg/kg 2,3-dichloropropanol with soil samples from Texas and Mississippi that had not previously been exposed to chemical waste resulted in calculated biodegradation removal half-lives of 23.1 and 55.3 days, respectively(1).

Environmental Bioconcentration · 1건

An estimated BCF of 3 was calculated for 2,3-dichloropropanol(SRC), using an estimated log Kow of 0.78(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.

Volatilization from Water/Soil · 1건

The Henry's Law constant for 2,3-dichloropropanol is estimated as 3X10-9 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2,3-dichloropropanol is expected to be essentially nonvolatile(2). 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)(2) is estimated as >10,000 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as >80,000 days(SRC). 2,3-Dichloropropanol's Henry's Law constant(1) indicates that volatilization from moist soil surfaces is not expected to occur(SRC). 2,3-Dichloropropanol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.18 mm Hg(SRC) determined from a fragment constant method(3).

Non-Human Toxicity Excerpts · 2건

2,3-DICHLOROPROPANOL-1 RATED 5 ON RABBIT EYES. ...TESTED EXTERNALLY ON EYES OF RABBITS...PAYING PARTICULAR ATTENTION TO CONDITION OF CORNEA. MOST SEVERE INJURIES HAVE BEEN RATED 10.

ALL PROPANOL DERIV TESTED, INCL 2,3-DICHLORO-1-PROPANOL, WERE MUTAGENIC FOR SALMONELLA TYPHIMURIUM.

규제 정보

TSCA Requirements · 1건

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. 2,3-dichloropropanol is included on this list.

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
UB1225000
ridadr
UN 2810 6.1/PG 2
HS 번호
29051990
risk_code
20-24/25-41
hazard_code
T
safety_code
26-36/37/39-45
포장분류
III
위험 등급
6.1
Hazard Classifications
Acute Tox. 2 DermalAcute Tox. 3 OralEye Irrit. 2
스토리지 클래스
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
유해 물질 데이터
616-23-9(Hazardous Substances Data)
2,3-디클로로프로필아크릴레이트
2,3-디클로로프로피온알데히드
1,2,3-트라이클로로프로페인(1,2,3-트리클로로프로판)
염화알릴
알릴 알코올

하류 제품

에피클로로하이드린글리시딜메틸에테르2,3-디메르캅토-1-프로판올퍼클로로에틸렌1-브로모-2,3-디클로로프로판