Chlorohydroquinone (HCID 301)

Überblick

Chlorohydroquinone is a benzenediol that consists of hydroquinone bearing a single chloro substituent. It has a role as a metabolite. It is a member of chlorohydroquinones and a member of monochlorobenzenes.

Namen und Bezeichner

Bevorzugter Name: Chlorohydroquinone
IUPAC: 2-chlorobenzene-1,4-diol
Lokaler Name: Chlorhydrochinon
Englischer Name: Chlorohydroquinone
Summenformel: C6H5ClO2
Molmasse: 144.56

Namen und Synonyme

chlorohydroquinone615-67-82-chlorobenzene-1,4-diol2-ChlorohydroquinoneChloroquinolMonochlorohydroquinone2-Chloro-1,4-benzenediol1,4-Benzenediol, 2-chloro-Hydroquinone, chloro-2-Chloro-1,4-dihydroxybenzene2,5-Dihydroxychlorobenzene1,4-Dihydroxy-2-chlorobenzene

Weitere Namen anzeigen

chlorhydrochinonCHLOROHYDROCHINONchloro-hydroquinon2-Chlorohydroquininechloro-p-hydroquinoneChlorohydroquinone,99%

2-Chloro-1,4-hydroxyquinone1,4-Dihydroxyl-2-chlorobenzeneNSC-42793SNN9E3372-CHLORO-1,4-HYDROQUINONENSC-5934DTXSID4060656CHEBI:27675

Datenbank-Bezeichner

CAS: 615-67-8
PubChem CID: 301
DTXSID: DTXSID4060656
ChEBI: CHEBI:27675
UNII: 93SNN9E337
EC Number: 210-442-8
Nikkaji: J86.748I

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,4
Polarare Oberfläche (TPSA): 40,5 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 0
Schwere Atome: 9
Formalladung: 0
Komplexität: 97,1

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Halogenated Monoaromatics

SpringerMaterials PropertiesBoiling point

LogP · 2 Einträge

log Kow = 1.40

1.4

Color/FormWHITE TO LIGHT-TAN FINE CRYSTALS

SolubilityVERY SOL IN WATER AND ALC, SLIGHTLY SOL IN ETHER

Boiling Point263 °C

Physikochemische Eigenschaften

Schmelzpunkt: 100 · 100-104 °C (lit.)
Siedepunkt: 263 °C · 263 °C (lit.)
Dichte: 1.2558 · 1.2558 (rough estimate)
Brechungsindex: 1.462 · 1.4620 (estimate)
Flammpunkt: 263 °C · 263°C
storage temp.: Inert atmosphere,Room Temperature
Löslichkeit: DMSO (Slightly), Methanol (Slightly)
pka: 9.21 · 9.21±0.18(Predicted)
Aggregatzustand: Fine Crystalline Powder
Farbe: Light brown to gray
Wasserlöslichkeit: soluble
BRN: 636835 · 636835
InChI: 1S/C6H5ClO2/c7-5-3-4(8)1-2-6(5)9/h1-3,8-9H
InChIKey: AJPXTSMULZANCB-UHFFFAOYSA-N
SMILES: Oc1ccc(O)c(Cl)c1
CAS Datenbank: 615 · 615-67-8(CAS DataBase Reference)
NIST chemische Informationen: 1 · 1,4-Benzenediol, 2-chloro-(615-67-8)
EPA chemische Informationen: Chlorohydroquinone (615-67-8)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H302 (18.4%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P262, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 49 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationTP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.

Hazards SummaryNot mutagenic in assays with Ames salmonella TA100 strain; Emergency medical treatment: see Hydroquinone-quinone; [HSDB] An irritant; [MSDSonline] See Hydroquinone.

Hazard Classes and CategoriesAcute Tox. 4 (18.4%)

Sicherheit und Schutzausrüstung

Disposal Methods · 1 Eintrag

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.

Toxikologische Informationen

Human Toxicity Excerpts · 5 Einträge

IRRITATING BUT NOT CORROSIVE. HUMAN POISONINGS HAVE BEEN REPORTED FROM MIXTURE OF HYDROQUINONE & METOL. SYSTEMIC ACTIONS LIKE PHENOL, BUT IN ADDITION TREMORS & CONVULSIONS ARE PROMINENT, PLUS AN OCCASIONAL SEVERE HEMOLYTIC ANEMIA (SUBSEQUENT TO METHEMOGLOBINEMIA?). /HYDROQUINONE/

INGESTION OF 1 G /HYDROQUINONE/ HAS CAUSED TINNITUS, NAUSEA, VOMITING, SENSE OF SUFFOCATION, SHORTNESS OF BREATH, CYANOSIS, CONVULSIONS, DELIRIUM, COLLAPSE. DEATH HAS FOLLOWED INGESTION OF 5 G. IRRITATION OF GI TRACT OCCURS WITH ORAL INGESTION. /HYDROQUINONE/

DERMATITIS CAN RESULT FROM SKIN CONTACT. STAINING AND OPACIFICATION OF CORNEA OCCUR IN WORKERS EXPOSED FOR PROLONGED PERIODS TO CONCN OF VAPOR... /HYDROQUINONE/

NO TOXICITY DATA WERE LOCATED. /IT IS/ PRESUMABLY SIMILAR IN TOXICITY TO HYDROQUINONE.

For more Human Toxicity Excerpts (Complete) data for CHLOROHYDROQUINONE (6 total), please visit the HSDB record page.

Non-Human Toxicity Excerpts · 2 Einträge

CHLOROHYDROQUINONE WAS NONMUTAGENIC WHEN ASSAYED WITH THE AMES SALMONELLA TA100 STRAIN.

Acute neurotoxic effects reported in animals include convulsions; medullary paralysis. /From table; Quinones/

Sicherheitsdaten

wgk: 3
tsca: TSCA listed
ridadr: UN2811
hs_code: 29081990
RTECS-Nr.: MX4800000
risk_code: 21-36/37/38-43
Toxizität: An antidiarrhea drug used extensively in Japan. It has been shown to be the cause of subacute myelooptic neuropathy, a syndrome in which stiffness of the joints is accompanied by damage to the optic nerve.
hazard_code: Xn,Xi
safety_code: 36/37-37/39-26
hazard_class: 6.1
packing_group: III
Speicherklasse: 11 - Combustible Solids
Giftige Stoffe Daten: 615-67-8(Hazardous Substances Data)
Hazard Classifications: Eye Dam. 1Skin Irrit. 2Skin Sens. 1STOT SE 3

Chemie und Industrie

Pharmakologische Informationen

Metabolism/MetabolitesYIELDS 3-CHLORO-4-HYDROXYPHENYL-BETA-D-GLUCURONIDE IN RABBIT. /FROM TABLE/

Verwendung und Herstellung

Uses · 3 Einträge

Used as photographic developer, organic intermediate, bactericide, and in dyestuffs; [Hawley]

Using Disinfectants or Biocides [Category: Clean]

PHOTOGRAPHIC DEVELOPER; ORGANIC INTERMEDIATE; IN DYESTUFFS; BACTERICIDE

Methods of ManufacturingChlorination of hydroquinone.

Formulations/Preparations · 2 Einträge

EDWAL LIQUID CHQ- CHLOROHYDROQUINONE, 10% SOLN.

GRADES: PHOTOGRAPHIC; COMMERCIAL.

General Manufacturing Information1,4-Benzenediol, 2-chloro-: INACTIVE

Anwendungen · 1 Eintrag

VerwendenChlorohydroquinone is a component of polyethers based on organotin with potential application to breast cancer treatment via growth inhibition. Also a component in the synthesis of contraceptive agents in pharmaceutical compounds. It is also used within hydroxylation and catalysis organic reactions in the synthesis of pharmacologically active phenolic compounds.

Darstellung

synthetischeChlorohydroquinone is obtained by reacting p-benzoquinone with hydrochloric acid. First dissolve p-benzoquinone with chloroform and pass dry hydrogen chloride gas under cooling to obtain.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

p-Benzochinon

Nachgelagerte Produkte

1,4-Benzenediol, 2,3-dichloro- (9CI)2-Chlor-1,4-naphthochinon 2-Chloro-1,4-benzoquinone trans-1,4-Cyclohexanediol 2,5-Dimethoxy-4-chloroaniline

Anbieter50 Anbieter

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

郑州阿尔法化工有限公司+86-18530059196 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

上海凌富药物研究有限公司+86(21)5895 0110 19945755304 · [email protected]

上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: Chlorohydroquinone is a benzenediol that consists of hydroquinone bearing a single chloro substituent. It has a role as a metabolite. It is a member of monochlorobenzenes and a member of chlorohydroquinones.