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2',3,4,4',5-Pentachlorobiphenyl

HCID 47650
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
65510-44-3
Standard SMILES
Clc1ccc(-c2cc(Cl)c(Cl)c(Cl)c2)c(Cl)c1
InChIKey
YAHNWSSFXMVPOU-UHFFFAOYSA-N
Molecular formula
C12H5Cl5
Average molar mass
326.4 g/mol
Monoisotopic mass
323.883389

Overview

2,3',4,4',5'-Pentachlorobiphenyl is a dichlorobenzene, a trichlorobenzene and a pentachlorobiphenyl.

Names & identifiers

Preferred name
2',3,4,4',5-Pentachlorobiphenyl
IUPAC
1,2,3-trichloro-5-(2,4-dichlorophenyl)benzene
English name
2',3,4,4',5-PENTACHLOROBIPHENYL
Molecular formula
C12H5Cl5
Molecular weight
326.43

Names & synonyms

2,3',4,4',5'-Pentachlorobiphenyl2',3,4,4',5-PENTACHLOROBIPHENYL2,3',4,4',5'-Pentachloro-1,1'-biphenylUNII-1R4Z1DI9BB1R4Z1DI9BB2',3,4,4',5-Pentachloro-1,1'-biphenylDTXSID508671601,1'-Biphenyl, 2',3,4,4',5-pentachloro-1,1'-Biphenyl, 2,3',4,4',5'-pentachloro-RefChem:53414DTXCID3081536665510-44-3
Show more names
PCB-123CB-123BZ# 12323445PECBBZ NO 123PCB NO 123C20012300 PCB No. 123PCB No. 123 10 μg/mL in Isooctane
PCB 1231,2,3-trichloro-5-(2,4-dichlorophenyl)benzenePCB No. 123CHEMBL137662SCHEMBL2908267CHEBI:81521MSK3722BDBM50408367

Database identifiers

CAS
65510-44-3
PubChem CID
47650
DTXSID
DTXSID50867160

Properties

Computed structural properties

XLogP
6.9
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
1
Heavy atoms
17
Formal charge
0
Complexity
247

Experimental & physicochemical properties

LogP6.5
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section · 2 items

161.6 Ų [M]+ [CCS Type: TIMS, Method: calibration with PAHs]

156.79 Ų [M]+ [CCS Type: TW; Buffer gas: N2; Ionization: GC-APCI+]

Physicochemical properties

Melting point
111 · 111-115°C
Boiling point
390.2 · 390.2±37.0 °C(Predicted)
Density
1.522 · 1.522±0.06 g/cm3(Predicted)
storage temp.
room temp
solubility
Chloroform (Slightly), Methanol (Slightly, Heated, Sonicated)
form
Solid
color
White to Off-White
Henry's Law Constant
4.6 · 4.6×10-2 mol/(m3Pa) at 25℃, Fang et al. (2006)
FDA UNII
1 R4Z1DI9BB · 1R4Z1DI9BB

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 7.1% (3 of 42) of reports.

Warning

H373 (92.9%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

P260, P273, P319, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 42 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Hazard Traits - Carcinogenicity; Dermatotoxicity; Developmental Toxicity; Endocrine Toxicity; Environmental tox; Hematotoxicity; Hepatotoxicity and Digestive System Toxicity; Reproductive Toxicity; Respiratory Toxicity

Regulation (EC) No 178/2002 (amended)

Hazard Classes and CategoriesSTOT RE 2 (92.9%)

Safety & protection

Minimum Risk LevelIntermediate Oral: 0.03 ug/kg/day (L134)

Toxicology

Treatment · 1 item

There are no specific treatments for PCB poisoning, since it is not usually recognized until after substantial chronic exposure. Only preventing further exposure and treating the observed symptoms can be done. Acute inhalation can be treated by administering oxygen. (L4)

Health Effects · 1 item

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 1 item

PCBs are absorbed via inhalation, oral, and dermal routes of exposure. They are trasported in the blood, often bound to albumin. Due to their lipophilic nature they tend to accumulate in lipid-rich tissues, such as the liver, adipose, and skin. Metabolism of PCBs is very slow and varies based on the degree and position of chlorination. PCBs are metabolized by the microsomal monooxygenase system catalyzed by cytochrome P-450 enzymes to polar metabolites that can undergo conjugation with glutathione and glucuronic acid. The major metabolites are hydroxylated products which are excreted in the bile and faeces. The slow metabolism of PCBs means they tend to accumulate in body tissues. (L4, T6)

Uses & manufacturing

Uses · 1 item

PCBs were used as coolants and lubricants in transformers, capacitors, and other electrical devices (such as fluorescent lights and refridgerators) produced before 1977. PCBs may contaminate the air and water near hazardous waste sites. In addition, PCBs bioaccumulate in the environment and may be found in fish, meat, and dairy products. (L4)

Applications

Uses2'',3,4,4'',5-Pentachlorobiphenyl is a polychlorinated biphenyl (PCB) congeners.

Suppliers23 total

阿诺西(上海)生物技术有限公司400-1107768 15058188853 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
江苏智芯廷科技有限公司18221391031 · [email protected]
上海艾梯西生物科技有限公司18721763493 · [email protected]

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
ChEMBL
CHEMBL137662
ChEBI
CHEBI:81521
UNII
1R4Z1DI9BB
EC Number
690-284-8
Nikkaji
J164.840C
EPA Substance Registry System
2 · 2,3',4,4',5'-Pentachlorobiphenyl (65510-44-3)
Symbol(GHS)
8 · GHS08,GHS09
Signal word
Warning
Hazard statements
373 · H373-H410
Precautionary statements
260 · P260-P314-P501-P273-P391-P501
Hazard Codes
N
Risk Statements
33 · 33-50/53
Safety Statements
60 · 60-61

The most common health effects of PCBs are skin conditions such as chloracne and rashes. Chronic PCB exposure has also been shown to cause liver, stomach and kidney, damage, jaundice, edema, anemia, changes in the immune system, behavioral alterations, and impaired reproduction. (L4)

Exposure RoutesOral (L4) ; inhalation (L4) ; dermal (L4)
Toxicity Summary · 1 item

The mechanism of action varies with the specific PCB. Dioxin-like PCBs bind to the aryl hydrocarbon receptor, which disrupts cell function by altering the transcription of genes, mainly be inducing the expression of hepatic Phase I and Phase II enzymes, especially of the cytochrome P450 family. Most of the toxic effects of PCBs are believed to be results of Ah receptor binding. Other PBCs are believed to interfere with calcium channels and/or change brain dopamine levels. PCBs can also cause endocrine disurption by altering the production of thyroid hormones and binding to estrogen receptors, which can stimulate the growth of certain cancer cells and produce other estrogenic effects, such as reproductive dysfunction. They will bioaccumulate by binding to receptor proteins such as uteroglobin. (A3, A4, A30, A66)

Signs and SymptomsChronic PCB exposure results in symptoms such as abdominal pain, nausea, vomiting, diarrhea, headache, dizziness, depression, nervousness, dermal and ocular lesions, fatigue, irregular menstrual cycles and a lowered immune response. (A3)
Carcinogen Classification1, carcinogenic to humans. (L135)
Toxicity DataLD50: 1010 mg/kg (Oral, Rat) (T14) LD50: 880 mg/kg (Intraperitoneal, Mouse) (T14)
RAIS Toxicity Values · 6 items

0.00114

WHO/TEF

0.00133333333333333

WHO/TEF

2.33333333333333e-05

WHO/TEF

Hazard Quotient Level 0.1 or Cancer Risk Level 1E-06 · 6 items

1.20e-01

4.90e-01

2.50e-03

1.10e-02

4.00e-03

5.00e+02

Hazard Quotient Level 3 or Cancer Risk Level 1E-04 · 6 items

4.10e+00

4.90e+01

2.50e-01

1.10e+00

4.00e-01

5.00e+02

Safety data

risk_code
33-50/53
Signal word
Warning
Symbol(GHS)
GHS08,GHS09
hazard_code
N
safety_code
60-61
Hazard statements
H373-H410
Precautionary statements
P260-P314-P501-P273-P391-P501
上海稳同科技有限公司02151600108 13062666369 · [email protected]
兰州思弗科学技术有限责任公司18152110438 · [email protected]
上海毕楷科技有限公司18516304666 · [email protected]
广东元丰化学试剂有限公司0751-2829979 13376591640 · [email protected]
天津阿尔塔科技有限公司022-65378550-8551 · [email protected]
天津阿尔塔科技有限公司022-6537-8550 15522853686 · [email protected]
四川普西奥标物科技有限公司13540909846 13882008651 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
成都华纯科技有限公司400-1166-196 15982826727 · [email protected]
Shaanxi Didu New Materials Co. Ltd+86-86-17392712779 +86-13289823923 · [email protected]
上海臻励生物科技有限公司021-16621358918; 18516310516;16621358918;13045646768 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
Aladdin Scientific[email protected]
青岛腾龙微波科技有限公司0532-83818797 17669478191 · [email protected]
上海安谱实验科技股份有限公司18502138905 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
珠海奥博凯生物医药技术有限公司400-0628126 · [email protected]
广州奥司汀生物技术有限公司15918640830 13268843209 · [email protected]

Additional notes

DefinitionChEBI: 2,3',4,4',5'-Pentachlorobiphenyl is a trichlorobenzene, a dichlorobenzene and a pentachlorobiphenyl.