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2,2',5,5'-Tetrachlorobiphenyl

HCID 37248
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
35693-99-3
Standard SMILES
Clc1ccc(Cl)c(-c2cc(Cl)ccc2Cl)c1
InChIKey
HCWZEPKLWVAEOV-UHFFFAOYSA-N
Molecular formula
C12H6Cl4
Average molar mass
292 g/mol
Monoisotopic mass
289.922361

Overview

2,2',5,5'-tetrachlorobiphenyl is a tetrachlorobiphenyl that is biphenyl in which the hydrogens at the 2 and 5 position of each benzene ring are replaced by chlorines. It is a dichlorobenzene and a tetrachlorobiphenyl.

Names & identifiers

Preferred name
2,2',5,5'-Tetrachlorobiphenyl
IUPAC
1,4-dichloro-2-(2,5-dichlorophenyl)benzene
English name
2,2',5,5'-TETRACHLOROBIPHENYL
Molecular formula
C12H6Cl4
Molecular weight
291.99

Names & synonyms

2,2',5,5'-TETRACHLOROBIPHENYL35693-99-3PCB 521,1'-Biphenyl, 2,2',5,5'-tetrachloro-2,5,2',5'-Tetrachlorobiphenyl2,2',5,5'-TCB2,2',5,5'-Tetrachloro-1,1'-biphenyl2,3',5,6'-Tetrachlorobiphenyl1,4-dichloro-2-(2,5-dichlorophenyl)benzeneDTXSID30383051EH557950RCHEBI:34206
Show more names
TeCB2,5,2’,5’-tetrachlorobiphenylNO 52CB-522525PCBBZ NO 52PCB in soil2,2',5,5'-PCB
RefChem:53508DTXCID1018305621-615-6PCB No 52PCB-52PCB No. 52TCBP2,2',5,5'-TETRACHLOROBIPHENYL (IUPAC N. 52) (purity)

Database identifiers

CAS
35693-99-3
PubChem CID
37248
DTXSID
DTXSID3038305
ChEMBL
CHEMBL273933
ChEBI
CHEBI:34206
UNII
1EH557950R
EC Number
621-615-6
Nikkaji
J147.956C

Properties

Computed structural properties

XLogP
6.1
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
1
Heavy atoms
16
Formal charge
0
Complexity
209

Experimental & physicochemical properties

PolymersPolychlorinated biphenyl
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP5.81
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section · 3 items

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

156.2 Ų [M-Cl+O]-

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

Physicochemical properties

Melting point
87 ℃ · 87℃
Boiling point
374.95 °C · 374.95°C (rough estimate)
Density
1.442 · 1.4420 (rough estimate)
refractive index
1.612 · 1.6120 (rough estimate)
Flash point
4 °C · 4 °C
storage temp.
2 · 2-8°C
solubility
Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
Water Solubility
109.5 ug/L · 109.5ug/L(25 ºC)
BRN
2053828 · 2053828
Henry's Law Constant
3.5 · 3.5×10-2 mol/(m3Pa) at 25℃, Li et al. (2003)
CAS DataBase Reference
35693 · 35693-99-3(CAS DataBase Reference)
EWG's Food Scores
6 · 6
FDA UNII
1 EH557950R · 1EH557950R
EPA Substance Registry System
2 · 2,2',5,5'-Tetrachlorobiphenyl (35693-99-3)
Symbol(GHS)
8 · GHS08,GHS09
Signal word
Warning
Hazard statements
373 · H373-H410
Precautionary statements
260 · P260-P273-P314-P391-P501
Hazard Codes
N,Xn,F
Risk Statements
33 · 33-50/53-67-65-38-11
Safety Statements
35 · 35-60-61-62-16
RIDADR
2315 · 2315
WGK Germany
3 · 3
RTECS
8660000 · DV8660000
HazardClass
9 · 9
PackingGroup
II

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 · 4 items

Warning

H373 (100%): 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 60 reports by companies from 5 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; Hepatotoxicity and Digestive System Toxicity; Immunotoxicity; Neurotoxicity; Reproductive Toxicity

Substance: 2,2',5,5'-tetrachlorobiphenyl

Hazard Classes and CategoriesSTOT RE 2 (100%)

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)

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

wgk
3
rtecs
DV8660000
ridadr
2315
risk_code
33-50/53-67-65-38-11
Signal word
Warning
Symbol(GHS)
GHS08,GHS09
hazard_code
N,Xn,F
safety_code
35-60-61-62-16
hazard_class
9
packing_group
II
Hazard statements
H373-H410
Precautionary statements
P260-P273-P314-P391-P501

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

Uses2,2',5,5'-Tetrachlorobiphenyl is a polychlorinated biphenyl (PCB) found in air, soil, mammals, and marine animals.

Upstream & downstream products

Downstream products

2,4,4'-TRICHLOROBIPHENYL

Suppliers49 total

陕西缔都医药有限责任公司029-81124775 17791530730 · [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]
江苏智芯廷科技有限公司18221391031 · [email protected]
广州佳途科技股份有限公司81960175-877 18933936954 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [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]
广东元丰化学试剂有限公司0751-2829979 13318593351 · [email protected]
上海艾梯西生物科技有限公司18721763493 · [email protected]
上海泰坦科技股份有限公司4006009262 13023226327 · [email protected]
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]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
上海遐瑞医药科技有限公司+86 21 61551611
珠海奥博凯生物医药技术有限公司400-0628126 · [email protected]
广东顺奥化学试剂有限公司19928586137 · [email protected]
Clearsynth Labs Limited+91-22-26355700 · [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]
天津阿尔塔科技有限公司022-6537-8550 15522853686 · [email protected]
九鼎化学(上海)科技有限公司4009209199 · [email protected]
杭州鼎燕化工有限公司0571-87157530-8003 18049756717 · [email protected]
广东翁江化学试剂有限公司0751-2886766 13927870850 · [email protected]
广州和为医药科技有限公司17612033329 17612033329 · [email protected]
艾吉析科技(上海)有限公司17717235263 17717235263 · [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]
山东西亚化学有限公司4009903999 13395398332 · [email protected]
上海新平精细化学品有限公司18221735425 · [email protected]
Shanghai Acmec Biochemical Technology Co., Ltd.+86-18621343501 · [email protected]
Shaanxi Didu New Materials Co. Ltd+86-86-17392712779 +86-13289823923 · [email protected]
上海百舜生物科技有限公司021-37581181 · [email protected]
上海臻励生物科技有限公司021-16621358918; 18516310516;16621358918;13045646768 · [email protected]
厦门盈融达化工有限公司+86-0592-6210733 · [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]
Aladdin Scientific[email protected]
上海迈瑞尔生化科技有限公司18621169109 · [email protected]
SHANGHAI KEAN TECHNOLOGY CO., LTD.+8613817748580 · [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]
上海安谱实验科技股份有限公司18502138905 · [email protected]
山东天铭生物科技发展有限责任公司400-9019001 400-901-9001
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]
上海泰坦企业发展有限公司16621224781 · [email protected]
郑州研德生物科技有限公司13298105281 · [email protected]
上海阿摩尔生物科技有限公司13370042665 18916960931 · [email protected]

Additional notes

DefinitionChEBI: A tetrachlorobiphenyl that is biphenyl in which the hydrogens at the 2 and 5 position of each benzene ring are replaced by chlorines.

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes