58-89-9

Basic information

• Product Name: gamma-1,2,3,4,5,6-Hexachlorocyclohexane
• Synonyms: Lentox;Lindafor;Lindane;Lindosep;Lintox;Lintox 3;Lorexane;Mglawik L;Milbol 49;Neo-Scabicidol;Nexit;Nexol E;Nicochloran;Omnitox;Ovadziak;PLK;Pedraczak;Quellada;Scabene;Spritz-Rapidin;Spritzlindane;Spruehpflanzol;TAP85;Tri-6;Viton;g-Benzene hexachloride;g-Benzohexachloride;g-HCH;g-Hexachloran;g-Hexachlorane;g-Hexachlorobenzene;g-Lindane;Entomoxan;Fenoform forte;Forst-Nexen;Gamacid;Gamene;Gamma benzenehexachloride;Gamma-HCH;Gammalin 20;Gammexane;Geolin G 3;Gexane;HCC;HCCH;HGI;Hexa;Hexachlorane;Hexachlorocyclohexane;Hexyclan;Hilbeech;Hortex;Inexit;Kanodane;Kokotine;Lasochron;Lendine;Aficide;Agrocide;Agrocide III;Agrocide WP;Aparasin;Aphtiria;Aplidal;Arbitex;BBH;Ben-Hex;Bercema-Spritz-Lindan 50;Bexol;Celanex;Detmol Extract;Dol Granule;Drilltox-Spezial Aglukon
• CAS NO: 58-89-9
• Molecular Formula: C₆H₆Cl₆
• Molecular Weight: 290.83 .
• EINECS: 200-401-2
• Mol File: 58-89-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 113-115℃
• Boiling Point: 287.999 °C at 760 mmHg
• Flash Point: 157.495 °C
• Appearance: white powder
• Density: 1.593 g/cm³
• CAS DataBase Reference: gamma-1,2,3,4,5,6-Hexachlorocyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: gamma-1,2,3,4,5,6-Hexachlorocyclohexane(58-89-9)
• EPA Substance Registry System: gamma-1,2,3,4,5,6-Hexachlorocyclohexane(58-89-9)

Safety Data

• Hazard Codes: T:Toxic;;
• Statements: R20/21:; R25:; R48/22:; R50/53:; R64:
• Safety Statements: S36/37:; S45:; S60:; S61:
• RIDADR: 2761
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 58-89-9(Hazardous Substances Data)

Usage

Safety Profile

Confirmed carcinogen withexperimental carcinogenic and neoplastigenic data. Ahuman systemic poison by ingestion. Also a poison byingestion, skin contact, intraperitoneal, intravenous, andintramuscular routes. Human systemic effects byingestion: convu

InChI:InChI=1/C6H6Cl6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-6H/t1-,2-,3-,4+,5+,6+

Synthetic route

alpha-hexachlorocyclohexane (319-84-6) → LINDANE (58-89-9)

Conditions	Yield
With aluminium trichloride at 170℃; Irradiation;
With aluminum tri-bromide at 170℃; Irradiation;
With aluminium(III) iodide at 170℃; Irradiation;
With aluminium trichloride in einem elektrischen Feld von 8000 V;

benzene (71-43-2) → LINDANE (58-89-9)

Conditions	Yield
With methylene chloride; chlorine im UV-Licht;
With diisopropyl peroxydicarbonate; chlorine im UV-Licht;
With ammonium chloride; chlorine im UV-Licht;

delta-lindane (319-86-8) → LINDANE (58-89-9) + beta-hexachlorocyclohexane (319-85-7) + α-3,4,5,6-Tetrachlorocyclohex-1-ene (41992-55-6) + alpha-hexachlorocyclohexane (319-84-6) + γ-3,4,5,6-Tetrachlorocyclohex-1-ene (319-81-3, 1782-00-9, 28810-35-7, 28810-37-9, 28810-38-0, 33875-95-5, 41992-55-6, 56933-25-6, 85687-83-8) + δ-3,4,5,6-Tetrachlorocyclohex-1-ene (319-81-3, 1782-00-9, 28810-35-7, 28810-37-9, 28810-38-0, 33875-95-5, 41992-55-6, 56933-25-6, 85687-83-8)

Conditions	Yield
With TEA In benzene at 20 - 25℃; Quantum yield; Product distribution; Mechanism; Irradiation;

beta-hexachlorocyclohexane (319-85-7) → LINDANE (58-89-9) + α-3,4,5,6-Tetrachlorocyclohex-1-ene (41992-55-6) + alpha-hexachlorocyclohexane (319-84-6) + γ-3,4,5,6-Tetrachlorocyclohex-1-ene (319-81-3, 1782-00-9, 28810-35-7, 28810-37-9, 28810-38-0, 33875-95-5, 41992-55-6, 56933-25-6, 85687-83-8) + δ-3,4,5,6-Tetrachlorocyclohex-1-ene (319-81-3, 1782-00-9, 28810-35-7, 28810-37-9, 28810-38-0, 33875-95-5, 41992-55-6, 56933-25-6, 85687-83-8)

Conditions	Yield
With TEA In benzene at 20 - 25℃; Quantum yield; Product distribution; Mechanism; Irradiation;

alpha-hexachlorocyclohexane (319-84-6) → delta-lindane (319-86-8) + LINDANE (58-89-9) + beta-hexachlorocyclohexane (319-85-7) + α-3,4,5,6-Tetrachlorocyclohex-1-ene (41992-55-6) + γ-3,4,5,6-Tetrachlorocyclohex-1-ene (319-81-3, 1782-00-9, 28810-35-7, 28810-37-9, 28810-38-0, 33875-95-5, 41992-55-6, 56933-25-6, 85687-83-8) + δ-3,4,5,6-Tetrachlorocyclohex-1-ene (319-81-3, 1782-00-9, 28810-35-7, 28810-37-9, 28810-38-0, 33875-95-5, 41992-55-6, 56933-25-6, 85687-83-8)

Conditions	Yield
With TEA In benzene at 20 - 25℃; Quantum yield; Product distribution; Mechanism; Irradiation;

75-90 degree boiling distillates from coking → LINDANE (58-89-9)

Conditions	Yield
With water; chlorine

benzene (71-43-2) → LINDANE (58-89-9) + α-, β and δ-benzene hexachloride

Conditions	Yield
With sodium hydroxide; chlorine

aluminium trichloride (7446-70-0) + delta-lindane (319-86-8) → LINDANE (58-89-9) + alpha-hexachlorocyclohexane (319-84-6)

Conditions	Yield
at 140℃;

tetrachloromethane (56-23-5) + α-3,4,5,6-Tetrachlorocyclohex-1-ene (41992-55-6) + chlorine (7782-50-5) → LINDANE (58-89-9) + alpha-hexachlorocyclohexane (319-84-6)

Conditions	Yield
mit Gluehlampenlicht.Irradiation;

delta-lindane (319-86-8) + iron(III) chloride (7705-08-0) + nitrogen → LINDANE (58-89-9) + alpha-hexachlorocyclohexane (319-84-6)

Conditions	Yield
at 170℃;

aluminium trichloride (7446-70-0) + alpha-hexachlorocyclohexane (319-84-6) → ε-hexachlorocyclohexane (6108-10-7) + delta-lindane (319-86-8) + LINDANE (58-89-9) + beta-hexachlorocyclohexane (319-85-7)

Conditions	Yield
at 170℃; im UV-Licht;

alpha-hexachlorocyclohexane (319-84-6) + iron(III) chloride (7705-08-0) + nitrogen → ε-hexachlorocyclohexane (6108-10-7) + delta-lindane (319-86-8) + LINDANE (58-89-9) + beta-hexachlorocyclohexane (319-85-7)

Conditions	Yield
at 170℃; im geschlossenen Gefaess;

tetrachloromethane (56-23-5) + γ-3,4,5,6-Tetrachlorocyclohex-1-ene (319-81-3, 1782-00-9, 28810-35-7, 28810-37-9, 28810-38-0, 33875-95-5, 41992-55-6, 56933-25-6, 85687-83-8) + chlorine (7782-50-5) → LINDANE (58-89-9) + alpha-hexachlorocyclohexane (319-84-6)

Conditions	Yield
mit Gluehlampenlicht.Irradiation;

LINDANE (58-89-9) → 1,3,5-trichlorobenzene (108-70-3) + 1,2,4-Trichlorobenzene (120-82-1) + 1,2,3-trichlorobenzene (87-61-6)

Conditions	Yield
With ammonia at 25℃; Product distribution; Further Variations:; Reagents; Dehalogenation;	A 5% B 87% C 8%
at 25℃; pH=8.32; Kinetics; Product distribution; Further Variations:; pH-values;
With (5,10,15,20-tetrakis(pentafluorophenyl)porphyrinato)iron(III) chloride; tetrabutylammonium perchlorate In N,N-dimethyl-formamide for 4h; Electrolysis;

LINDANE (58-89-9) → γ-3,4,5,6-Tetrachlorocyclohex-1-ene (319-81-3, 1782-00-9, 28810-35-7, 28810-37-9, 28810-38-0, 33875-95-5, 41992-55-6, 56933-25-6, 85687-83-8)

Conditions	Yield
With TEA In benzene for 1.16667h; Irradiation;	33%

ethanol (64-17-5) + LINDANE (58-89-9) + furan-2,3,5(4H)-trione pyridine (1:1) → 1,3,5-trichlorobenzene (108-70-3) + 1,2,4-Trichlorobenzene (120-82-1) + 1,2,3-trichlorobenzene (87-61-6)

Conditions	Yield
Product distribution;

LINDANE (58-89-9) → (+/-)-1,1,2r,3t,4c,5c,6t-heptachloro-cyclohexane (707-55-1, 18376-24-4, 18376-25-5, 18376-26-6, 39005-77-1)

Conditions	Yield
With tetrachloromethane; chlorine Irradiation.UV-Licht;

LINDANE (58-89-9) → α-3,4,5,6-Tetrachlorocyclohex-1-ene (41992-55-6) + alpha-hexachlorocyclohexane (319-84-6) + γ-3,4,5,6-Tetrachlorocyclohex-1-ene (319-81-3, 1782-00-9, 28810-35-7, 28810-37-9, 28810-38-0, 33875-95-5, 41992-55-6, 56933-25-6, 85687-83-8) + δ-3,4,5,6-Tetrachlorocyclohex-1-ene (319-81-3, 1782-00-9, 28810-35-7, 28810-37-9, 28810-38-0, 33875-95-5, 41992-55-6, 56933-25-6, 85687-83-8)

Conditions	Yield
With TEA In benzene at 20 - 25℃; Quantum yield; Product distribution; Mechanism; Irradiation;

LINDANE (58-89-9) → γ-3,4,5,6-Tetrachlorocyclohex-1-ene (319-81-3, 1782-00-9, 28810-35-7, 28810-37-9, 28810-38-0, 33875-95-5, 41992-55-6, 56933-25-6, 85687-83-8) + 3e,4a,5e,6e-tetrachlorocyclohexene (319-81-3, 1782-00-9, 28810-35-7, 28810-37-9, 28810-38-0, 33875-95-5, 41992-55-6, 56933-25-6, 85687-83-8) + 1e,2a,3e,4e,5e-Pentachlorocyclohexane + meso-1e,2a,3a,4a,5e-pentachlorocyclohexane

Conditions	Yield
In isopropyl alcohol Product distribution; Mechanism; Irradiation; γ or UV-irradiation, further isomers of hexachlorocyclohexane;

LINDANE (58-89-9) + β‐cyclodextrin (7585-39-9) → C42H70O35*C6H6Cl6

Conditions	Yield
In water at 70℃;

LINDANE (58-89-9) → 1,2,3,7,8-pentachlorodibenzodioxin (40321-76-4)

Conditions	Yield
With oxygen at 500℃; Oxidation; pyrolysis; Formation of xenobiotics; combustion;

LINDANE (58-89-9) → 1,2,3,4,6,7,8,9-octachlorodibenzodioxin (3268-87-9)

Conditions	Yield
With oxygen at 500℃; Oxidation; pyrolysis; Formation of xenobiotics; combustion;

LINDANE (58-89-9) → 1,2,3,7,8-pentachlorodibenzodioxin (40321-76-4) + 1,2,3,4,6,7,8,9-octachlorodibenzodioxin (3268-87-9) + 1,2,3,4,6,7,8,9-octachlorodibenzofuran (39001-02-0)

Conditions	Yield
With oxygen at 500 - 900℃; Product distribution; Further Variations:; Temperatures; Oxidation; pyrolysis; Formation of xenobiotics; combustion;

LINDANE (58-89-9) → 1,2,3,4,6,7,8,9-octachlorodibenzofuran (39001-02-0)

Conditions	Yield
With oxygen at 900℃; Oxidation; pyrolysis; Formation of xenobiotics; combustion;

LINDANE (58-89-9) + acetone (67-64-1) + aqueous NaOH → (+-)-γ-1.3.4.5.6-pentachloro-cyclohexene-(1)

Conditions	Yield
at 40℃;

tetrachloromethane (56-23-5) + LINDANE (58-89-9) + chlorine (7782-50-5) → (+-)-γ-chlorobenzene hexachloride

Conditions	Yield
Einwirkung von Licht;

tetrachloromethane (56-23-5) + LINDANE (58-89-9) + chlorine (7782-50-5) → 1,1,2r,3t,4c,5c,6t-heptachloro-cyclohexane

Conditions	Yield
at 40℃; mit UV-Licht.Irradiation;

ethanol (64-17-5) + LINDANE (58-89-9) → hydrogenchloride (7647-01-0)

Conditions	Yield
bei der Einwirkung von Roentgen-Strahlen;

LINDANE (58-89-9) + alkali → hydrogenchloride (7647-01-0)

Conditions	Yield
Kinetics;

LINDANE (58-89-9) + ethanolic KOH → hydrogenchloride (7647-01-0)

Conditions	Yield
Kinetics;

Upstream product

• 319-84-6 alpha-hexachlorocyclohexane 
• 71-43-2 benzene 
• 7446-70-0 aluminium trichloride 
• 319-86-8 delta-lindane 
• 56-23-5 tetrachloromethane 
• 41992-55-6 α-3,4,5,6-Tetrachlorocyclohex-1-ene 
• 7782-50-5 chlorine 
• 7705-08-0 iron(III) chloride 
• 319-81-3 γ-3,4,5,6-Tetrachlorocyclohex-1-ene 
• 319-85-7 beta-hexachlorocyclohexane 

Downstream Products

• 108-70-3 1,3,5-trichlorobenzene 
• 120-82-1 1,2,4-Trichlorobenzene 
• 87-61-6 1,2,3-trichlorobenzene 
• 41992-55-6 α-3,4,5,6-Tetrachlorocyclohex-1-ene 
• 319-84-6 alpha-hexachlorocyclohexane 
• 319-81-3 γ-3,4,5,6-Tetrachlorocyclohex-1-ene 
• 319-81-3 δ-3,4,5,6-Tetrachlorocyclohex-1-ene 
• 7647-01-0 hydrogenchloride 
• 319-86-8 delta-lindane 
• 319-85-7 beta-hexachlorocyclohexane 
• 71-43-2 benzene 
• 933-75-5 2,3,6-trichlorophenol 
• 1782-00-9 3,4,5,6-Tetrachlorocyclohexene 
• 933-78-8 2,3,5-trichlorophenol 

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