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2,2'-Dichlorobiphenyl

HCID 25622
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
13029-08-8
Standard SMILES
Clc1ccccc1-c1ccccc1Cl
InChIKey
JAYCNKDKIKZTAF-UHFFFAOYSA-N
Molecular formula
C12H8Cl2
Average molar mass
223.09 g/mol
Monoisotopic mass
222.0003056

Overview

Crystals. (NTP, 1992)

Names & identifiers

Preferred name
2,2'-Dichlorobiphenyl
IUPAC
1-chloro-2-(2-chlorophenyl)benzene
English name
2,2'-Dichlorobiphenyl
Molecular formula
C12H8Cl2
Molecular weight
223.1

Names & synonyms

2,2'-Dichlorobiphenyl13029-08-8PCB 41-chloro-2-(2-chlorophenyl)benzene2,2'-DICHLORO-1,1'-BIPHENYLo,o'-Dichlorobiphenyl2,2'-DichlorodiphenylBiphenyl, 2,2'-dichloro-2,2'-DichlorbiphenylDTXSID4044533NSC-599021433W7U14D
Show more names
BZ NO 42,2'-CBPCB NO 42,2'-PCB2,2'-DCBPBALLSCHMITER NO 4C20000400 PCB No. 4
DTXCID2024533RefChem:53523630-493-32,2'-DCB1,1'-Biphenyl, 2,2'-dichloro-PCB No. 42,2'-Dichlorbiphenyl [German]NSC 59902

Database identifiers

CAS
13029-08-8
PubChem CID
25622
DTXSID
DTXSID4044533
ChEMBL
CHEMBL417802
UNII
1433W7U14D
EC Number
630-493-3
Nikkaji
J43.310A

Properties

Computed structural properties

XLogP
5
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
1
Heavy atoms
14
Formal charge
0
Complexity
161

Experimental & physicochemical properties

SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP4.8
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point142 to 144 °F (NTP, 1992)
Physical DescriptionCrystals. (NTP, 1992)
Collision Cross Section140.3 Ų [M]+ [CCS Type: TIMS, Method: calibration with PAHs]

Physicochemical properties

Melting point
79 · 79-80℃ (hexane )
Boiling point
289.78 °C · 289.78°C (rough estimate)
Density
1.249 · 1.2490 (rough estimate)
refractive index
1.594 · 1.5940 (rough estimate)
solubility
Chloroform (Sparingly), DMSO (Slightly), Methanol (Slightly)

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 7.3% (3 of 41) of reports.

Warning

H373 (92.7%): 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 41 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

DOT LabelClass 9
Fire HazardsFlash point data for this compound are not available. It is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition, this compound emits toxic fumes. (NTP, 1992)
Reactive GroupAryl Halides
Reactivity Profile · 1 item

Simple aromatic halogenated organic compounds, such as 2,2'-DICHLOROBIPHENYL, are very unreactive. Halogenated organics generally become less reactive as more of their hydrogen atoms are replaced with halogen atoms. Materials in this group may be incompatible with strong oxidizing and reducing agents. Also, they may be incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.

Air and Water ReactionsInsoluble in water.
Hazard Classes and CategoriesSTOT RE 2 (92.7%)

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'-Dichlorobiphenyl is used in biological studies as vesicular catecholamine release from rat PC12 cells on acute and subchronic exposure to polychlorinated biphenyls.

General DescriptionCrystals.

Upstream & downstream products

Upstream raw materials

Benzenesulfonic acid, 4-methyl-, 2-chlorophenyl esterBis(2-chlorophenyl) sulfideBenzenediazonium, 2-chloro-, tetrafluoroborate(1-)

Related reactions

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New reaction record

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
form
Solid
color
Light Beige to Beige
Water Solubility
0.79 mg/L · 0.79mg/L(22.5 ºC)
Henry's Law Constant
4.6 · 4.6×10-2 mol/(m3Pa) at 25℃, Bamford et al. (2002)
EWG's Food Scores
4 · 4
FDA UNII
1433 W7U14D · 1433W7U14D
EPA Substance Registry System
2 · 2,2'-Dichlorobiphenyl (13029-08-8)
Symbol(GHS)
8 · GHS08,GHS09
Signal word
Warning
Hazard statements
373 · H373-H410
Precautionary statements
273 · P273-P391-P501
Hazard Codes
N,Xn
Risk Statements
33 · 33-50/53
Safety Statements
35 · 35-60-61
RIDADR
2315 · 2315
RTECS
3900000 · DV3900000
HazardClass
9 · 9
PackingGroup
II

Safety & protection

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

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 · 1 item

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, 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.

Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Minimum Risk LevelIntermediate Oral: 0.03 ug/kg/day (L134)
Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

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

rtecs
DV3900000
ridadr
2315
risk_code
33-50/53
Signal word
Warning
Symbol(GHS)
GHS08,GHS09
hazard_code
N,Xn
safety_code
35-60-61
hazard_class
9
packing_group
II
Hazard statements
H373-H410
Precautionary statements
P273-P391-P501
2-Chlorophenylboronic acid
2-Chlorophenylzinc iodide
1-Chloro-2-iodobenzene
1,2-Dichlorobenzene
2-Bromochlorobenzene

Downstream products

(E)-2,2'-Dichloroazobenzene2-ChlorophenolChlorobenzene

Suppliers39 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]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [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]
广东方信生物科技有限公司0751-2838688 13376594225 · [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]
上海耐士化工科技有限公司400-188-0725 +86 21 34310725 13611771617
广东元丰化学试剂有限公司0751-2829979 13376591640 · [email protected]
上海遐瑞医药科技有限公司+86 21 61551611
PT CHEM GROUP LIMITED+86-85511178; +86-85511178 · [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]
上海肯恩化学科技有限公司13120367189;18621755571 · [email protected]
HANGZHOU LEAP CHEM CO., LTD.+86-571-87711850 +86-15355479329 · [email protected]
艾吉析科技(上海)有限公司17717235263 17717235263 · [email protected]
深圳市创鑫生物科技有限公司13417589054 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]
上海贤鼎生物科技有限公司021-021-52271985 17721149837 · [email protected]
河南威梯希化工科技有限公司0371-53370800 18037197114 · [email protected]
北京科易通达科技发展有限公司17743531240 · [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]
杭州洁汉化工有限公司+86-571-86217390; +8618058761490 · [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]
ATK CHEMICAL COMPANY LIMITED+undefined-21-51877795 · [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]
上海肯恩化学科技有限公司13701870891; 02152215958 · [email protected]
常州翔龙医药科技有限公司18661161657 · [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]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
上海雪荣化学科技有限公司18201727566 · [email protected]