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2,4,6-Trichlorobiphenyl

HCID 37247
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
35693-92-6
Standard SMILES
Clc1cc(Cl)c(-c2ccccc2)c(Cl)c1
InChIKey
MTLMVEWEYZFYTH-UHFFFAOYSA-N
Molecular formula
C12H7Cl3
Average molar mass
257.5 g/mol
Monoisotopic mass
255.961333

Overview

2,4,6-Trichlorobiphenyl is one of 209 polychlorinated biphenyls (PCBs). PCBs are a group of synthetic organic compounds with 1-10 chlorine atoms attached to biphenyl. They were manufactured as commercial mixtures but banned in the 1970's because they were found to bioaccumulate and cause harmful health effects. However, PCBs do not break down readily and are still found in the environment. (L4)

Names & identifiers

Preferred name
2,4,6-Trichlorobiphenyl
IUPAC
1,3,5-trichloro-2-phenylbenzene
English name
2,4,6-Trichlorobiphenyl
Molecular formula
C12H7Cl3
Molecular weight
257.54

Names & synonyms

2,4,6-TRICHLOROBIPHENYL35693-92-62,4,6-Trichloro-1,1'-biphenyl1,3,5-trichloro-2-phenylbenzene2,4,6-Tcb0BYA65Q6C2PCB 30DTXSID7073482RefChem:53579DTXCID9039076621-526-21,1'-Biphenyl, 2,4,6-trichloro-
Show more names
6-PCBBZ NO 302,4,6-PCBPCB NO 30PCB No.30PCB NoC20003000 PCB No. 30PCB No 30 solutionbiphenyl,2,4,6-trichloro-
PCB No. 30PCB No. 30 100 microg/mL in IsooctaneUNII-0BYA65Q6C2MTLMVEWEYZFYTH-UHFFFAOYSA-NMFCD001529002,4,6-TricbSCHEMBL2932603CHEMBL1797263

Database identifiers

CAS
35693-92-6
PubChem CID
37247
DTXSID
DTXSID7073482
ChEMBL
CHEMBL1797263
UNII
0BYA65Q6C2
EC Number
621-526-2
Nikkaji

Properties

Computed structural properties

XLogP
5.7
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
1
Heavy atoms
15
Formal charge
0
Complexity
189

Experimental & physicochemical properties

SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP5.47
Collision Cross Section149.6 Ų [M-Cl+O]-

Physicochemical properties

Melting point
63 ℃ · 63℃
Boiling point
334.36 °C · 334.36°C (rough estimate)
Density
1.351 · 1.3510 (rough estimate)
refractive index
1.39 · n/D1.3900-1.3940
Flash point
-4 °C · -4 °C
storage temp.
2 · 2-8°C
Water Solubility
252.4 ug/L · 252.4ug/L(25 ºC)
Henry's Law Constant
1.5 · 1.5×10-2 mol/(m3Pa) at 25℃, Dunnivant et al. (1988)
FDA UNII
0 BYA65Q6C2 · 0BYA65Q6C2
EPA Substance Registry System

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 InformationSubstance: 2,4,6-Trichlorobiphenyl
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

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)

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

Uses2,4,6-Trichlorobiphenyl is a polychlorinated biphenyl (PCB) congeners.

Upstream & downstream products

Downstream products

2,6-Dichlorobiphenyl

Suppliers31 total

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
阿诺西(上海)生物技术有限公司

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
J150.407J
2 · 2,4,6-Trichlorobiphenyl (35693-92-6)
Symbol(GHS)
2 · GHS02,GHS07,GHS08,GHS09
Signal word
Danger
Hazard statements
225 · H225-H304-H315-H336-H373-H410
Precautionary statements
210 · P210-P260-P301+P310-P331-P370+P378-P403+P235
Hazard Codes
F,Xn,N
Risk Statements
11 · 11-38-50/53-65-67-33
Safety Statements
60 · 60-61-62-16
RIDADR
2315 · 2315
HazardClass
9 · 9
PackingGroup
II
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)

Safety data

ridadr
2315
risk_code
11-38-50/53-65-67-33
Signal word
Danger
Symbol(GHS)
GHS02,GHS07,GHS08,GHS09
hazard_code
F,Xn,N
safety_code
60-61-62-16
hazard_class
9
packing_group
II
Hazard statements
H225-H304-H315-H336-H373-H410
Precautionary statements
P210-P260-P301+P310-P331-P370+P378-P403+P235
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]
盐城通铭生物科技有限公司15195160625 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
上海稳同科技有限公司02151600108 13062666369 · [email protected]
上海毕楷科技有限公司18516304666 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
Clearsynth Labs Limited+91-22-26355700 · [email protected]
上海倍卓生物科技有限公司021-61119791,13386096464 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
天津阿尔塔科技有限公司022-65378550-8551 · [email protected]
Alfa Chemistry1-516-6625404 · [email protected]
Alfa Chemistry+1-5166625404 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [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]
上海易恩化学技术有限公司400-400-1332688 18019345275 · [email protected]
上海吉至生化科技有限公司021-4009004166/18616739031 18616739031 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
珠海奥博凯生物医药技术有限公司400-0628126 · [email protected]
Aladdin Scientific[email protected]
青岛腾龙微波科技有限公司0532-83818797 17669478191 · [email protected]
SUZHOU SENFEIDA CHEMICAL CO.,LTD+86-0512-83500002 +86-15195660023 · [email protected]
BOC Sciences+1-631-485-4226 · [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]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
上海科醚化学科技有限公司021-58690851 15690882017 · [email protected]