70-30-4

Basic information

• Product Name: 2,2'-Methylenebis(3,4,6-trichlorophenol)
• Synonyms: Germa-Medica;Hexachlorofen;2,2',3,3',5,5'-Hexachloro-6,6'-dihydroxydiphenylmethane;2,2'-Dihydroxy-3,3',5,5',6,6'-hexachlorodiphenylmethane;2,2'-Dihydroxy-3,5,6,3',5',6'-hexachlorodiphenylmethane;2,2'-Methylenebis[3,4,6-trichlorophenol];Bis(2-hydroxy-3,5,6-trichlorophenyl)methane;Bis(3,5,6-trichloro-2-hydroxyphenyl)methane
• CAS NO: 70-30-4
• Molecular Formula: C₁₃H₆Cl₆O₂
• Molecular Weight: 406.90354
• EINECS: 200-733-8
• Mol File: 70-30-4.mol

Chemical Properties

• Boiling Point: 470.928 °C at 760 mmHg
• Flash Point: 238.609 °C
• Appearance: Off-white crystalline solid
• Density: 1.714 g/cm³
• CAS DataBase Reference: 2,2'-Methylenebis(3,4,6-trichlorophenol)(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-Methylenebis(3,4,6-trichlorophenol)(70-30-4)
• EPA Substance Registry System: 2,2'-Methylenebis(3,4,6-trichlorophenol)(70-30-4)

Safety Data

• Hazardous Substances Data: 70-30-4(Hazardous Substances Data)

Usage

Uses

Used in Healthcare Industry:
2,2'-Methylenebis(3,4,6-trichlorophenol) is used as an antiseptic and disinfectant for its ability to effectively combat a wide range of bacteria and fungi, thereby helping to control infections in healthcare settings.
However, due to its potential toxic effects, including impacts on the central nervous system and the risk of organ damage, as well as its association with environmental hazards and contamination, the use of 2,2'-Methylenebis(3,4,6-trichlorophenol) has been largely phased out in many countries. Consequently, its application in the healthcare industry has been restricted and is now closely regulated to mitigate these risks.

Synthetic route

formaldehyd (50-00-0) + 2,4,5-trichlorophenol (95-95-4) → hexachlorophene (70-30-4)

Conditions	Yield
With sulfuric acid at 0 - 5℃;
With sulfuric acid at 65 - 135℃;
With sulfuric acid
With sulfuric acid In methanol; water

formaldehyd (50-00-0) + sulfuric acid (7664-93-9) + 2,4,5-trichlorophenol (95-95-4) → hexachlorophene (70-30-4)

hexachlorophene (70-30-4) + methyl iodide (74-88-4) → bis(2,3,5-trichloro-6-methoxyphenyl)methane (4936-91-8)

Conditions	Yield
With potassium carbonate In acetone for 14h;	85%

hexachlorophene (70-30-4) + p-tolyl phosphorodichloridothionate (18961-95-0) → 1,2,4,8,10,11-Hexachloro-6-p-tolyloxy-12H-5,7-dioxa-6-phospha-dibenzo[a,d]cyclooctene 6-sulfide

Conditions	Yield
With triethylamine In toluene at 60℃; for 8h;	66%

(2-chloroethyl)phosphonic dichloride (690-12-0) + hexachlorophene (70-30-4) → 6-(2'-chloroethyl)-1,2,4,8,10,11-hexachloro-12H-dibenzo[d,g][1,3,2]dioxaphosphocin 6-oxide

Conditions	Yield
With triethylamine In toluene at 0 - 55℃;	65%

hexachlorophene (70-30-4) + 2-methylpheylphosphorodichloridate (91674-47-4) → 1,2,4,8,10,11-Hexachloro-6-o-tolyloxy-12H-5,7-dioxa-6-phospha-dibenzo[a,d]cyclooctene 6-sulfide

Conditions	Yield
With triethylamine In toluene at 60℃; for 8h;	64%

hexachlorophene (70-30-4) + dichlorothiophosphoric acid O-m-tolyl ester (165064-39-1) → 1,2,4,8,10,11-Hexachloro-6-m-tolyloxy-12H-5,7-dioxa-6-phospha-dibenzo[a,d]cyclooctene 6-sulfide

Conditions	Yield
With triethylamine In toluene at 60℃; for 8h;	62%

hexachlorophene (70-30-4) + 4-chlorophenyl-carbamidophosphoric acid dichloride (4797-12-0) → N-chlorophenyl-N'-[1,2,4,8,10,11-hexachloro-6-oxido-12H-dibenzo[d,g]-1,3,2-dioxaphosphocin-6-yl]urea

Conditions	Yield
With triethylamine In toluene at 45 - 50℃; for 5h;	62%

hexachlorophene (70-30-4) + O-phenylphosphorodichloridothioate (18961-96-1) → 1,2,4,8,10,11-Hexachloro-6-phenoxy-12H-5,7-dioxa-6-phospha-dibenzo[a,d]cyclooctene 6-sulfide

Conditions	Yield
With triethylamine In toluene at 60℃; for 8h;	61%

hexachlorophene (70-30-4) + C8H8Cl3N2O2P (603964-78-9) → 1-(2-chloromethyl-phenyl)-3-(1,2,4,8,10,11-hexachloro-6-oxo-12H-5,7-dioxa-6λ5-phospha-dibenzo[a,d]cycloocten-6-yl)-urea

Conditions	Yield
With triethylamine In toluene at 45 - 50℃; for 5h;	61%

hexachlorophene (70-30-4) + 4-chlorophenyl dichlorothiophosphate (19081-37-9) → 6-(4'-chlorophenoxy)-1,2,4,8,10,11-hexachloro-12H-dibenzo<1,3,2>dioxaphosphocin-6-sulfide

Conditions	Yield
With triethylamine In toluene at 60℃; for 8h;	60%

hexachlorophene (70-30-4) + N-4-methylphenylureidophosphoryl dichloride (101252-13-5) → 1-(1,2,4,8,10,11-hexachloro-6-oxo-12H-5,7-dioxa-6λ5-phospha-dibenzo[a,d]cycloocten-6-yl)-3-p-tolyl-urea

Conditions	Yield
With triethylamine In toluene at 45 - 50℃; for 5h;	60%

phosphorodichloridothioic acid O-ortho-chlorophenyl ester (68591-34-4) + hexachlorophene (70-30-4) → 1,2,4,8,10,11-Hexachloro-6-(2-chloro-phenoxy)-12H-5,7-dioxa-6-phospha-dibenzo[a,d]cyclooctene 6-sulfide

Conditions	Yield
With triethylamine In toluene at 60℃; for 8h;	59%

hexachlorophene (70-30-4) + phenylcarbamidophosphoric acid dichloride (4797-10-8) → 1-(1,2,4,8,10,11-hexachloro-6-oxo-12H-5,7-dioxa-6λ5-phospha-dibenzo[a,d]cycloocten-6-yl)-3-phenyl-urea

Conditions	Yield
With triethylamine In toluene at 45 - 50℃; for 5h;	59%

hexachlorophene (70-30-4) + 4-bromophenyl carbamidophosphoric acid dichloride (86623-97-4) → 1-(4-bromo-phenyl)-3-(1,2,4,8,10,11-hexachloro-6-oxo-12H-5,7-dioxa-6λ5-phospha-dibenzo[a,d]cycloocten-6-yl)-urea

Conditions	Yield
With triethylamine In toluene at 45 - 50℃; for 5h;	59%

hexachlorophene (70-30-4) + C8H9Cl2OPS (165064-40-4) → 1,2,4,8,10,11-Hexachloro-6-(2,3-dimethyl-phenoxy)-12H-5,7-dioxa-6-phospha-dibenzo[a,d]cyclooctene 6-sulfide

Conditions	Yield
With triethylamine In toluene at 60℃; for 8h;	57%

allylphosphonic dichloride (1498-47-1) + hexachlorophene (70-30-4) → 6-allyl-1,2,4,8,10,11-hexachloro-12H-dibenzo[d,g][1,3,2]dioxaphosphocin 6-oxide

Conditions	Yield
With triethylamine In toluene at 0 - 55℃;	56%

hexachlorophene (70-30-4) + [1]naphthylcarbamoyl-amidophosphoryl chloride (4797-20-0) → 1-(1,2,4,8,10,11-hexachloro-6-oxo-12H-5,7-dioxa-6λ5-phospha-dibenzo[a,d]cycloocten-6-yl)-3-naphthalen-1-yl-urea

Conditions	Yield
With triethylamine In toluene at 45 - 50℃; for 5h;	56%

hexachlorophene (70-30-4) + C8H9Cl2OPS (165064-41-5) → 1,2,4,8,10,11-Hexachloro-6-(2,4-dimethyl-phenoxy)-12H-5,7-dioxa-6-phospha-dibenzo[a,d]cyclooctene 6-sulfide

Conditions	Yield
With triethylamine In toluene at 60℃; for 8h;	54%

hexachlorophene (70-30-4) + C9H11Cl2N2O4P (651731-57-6) → 1-(3,4-dimethoxy-phenyl)-3-(1,2,4,8,10,11-hexachloro-6-oxo-12H-5,7-dioxa-6λ5-phospha-dibenzo[a,d]cycloocten-6-yl)-urea

Conditions	Yield
With triethylamine In toluene at 45 - 50℃; for 5h;	53%

hexachlorophene (70-30-4) + 2,4-dimethylphenyl carbamidophosphoric acid dichloride (41018-19-3) → 1-(2,4-dimethyl-phenyl)-3-(1,2,4,8,10,11-hexachloro-6-oxo-12H-5,7-dioxa-6λ5-phospha-dibenzo[a,d]cycloocten-6-yl)-urea

Conditions	Yield
With triethylamine In toluene at 45 - 50℃; for 5h;	52%

hexachlorophene (70-30-4) + benzylphosphonic dichloride (1499-19-0) → 6-benzyl-1,2,4,8,10,11-hexachloro-12H-dibenzo[d,g][1,3,2]dioxaphosphocin 6-oxide

Conditions	Yield
With triethylamine In toluene at 0 - 55℃;	51%

hexachlorophene (70-30-4) + C7H13Cl2N2O2P (603964-77-8) → 1-cyclohexyl-3-(1,2,4,8,10,11-hexachloro-6-oxo-12H-5,7-dioxa-6λ5-phospha-dibenzo[a,d]cycloocten-6-yl)-urea

Conditions	Yield
With triethylamine In toluene at 45 - 50℃; for 5h;	51%

Lawessons reagent (19172-47-5) + hexachlorophene (70-30-4) → 1,2,4,8,10,11-hexachloro-6-(4-methoxy-phenyl)-12H-5,7-dioxa-6-phospha-dibenzo[a,d]cyclooctene 6-sulfide

Conditions	Yield
In acetonitrile for 12h; Heating;	32%

hexachlorophene (70-30-4) + benzoyl chloride (98-88-4) → bis-(2-benzoyloxy-3,5,6-trichloro-phenyl)-methane (103049-12-3)

Conditions	Yield
With sodium hydroxide

undecanoyl chloride (17746-05-3) + hexachlorophene (70-30-4) → Hexachlorophen-diundecanoat (19809-92-8)

Conditions	Yield
With pyridine

undecylenic acid (112-37-8) + hexachlorophene (70-30-4) → Hexachlorophen-monoundecanoat (19809-93-9)

Conditions	Yield
With sulfuric acid In xylene Heating;

hexachlorophene (70-30-4) → Bis(2-hydroxyphenyl)methane (2467-02-9)

Conditions	Yield
With nickel

hexachlorophene (70-30-4) + 3-monochloro-1,2-propanediol (96-24-2) → 3,3',5,5',6,6'-Hexachlor-2,2'-bis-(2,3-dihydroxy-propoxy)-diphenylmethan

Conditions	Yield
With sodium ethanolate In ethanol Heating;

hexachlorophene (70-30-4) → 1,2,4,6,8,10,11-heptachloro-12H-dibenzo<1,3,2>dioxaphosphocin-6-sulfide (173547-17-6)

Conditions	Yield
With trichlorothiophosphine; triethylamine In toluene at 50 - 60℃; for 4h;

Upstream product

• 50-00-0 formaldehyd 
• 95-95-4 2,4,5-trichlorophenol 
• 7664-93-9 sulfuric acid 

Downstream Products

• 19809-92-8 Hexachlorophen-diundecanoat 
• 2467-02-9 Bis(2-hydroxyphenyl)methane 
• 108042-06-4 ortho,ortho-bisphenol F bis(2,3-dihydroxypropyl) ether 
• 4936-91-8 bis(2,3,5-trichloro-6-methoxyphenyl)methane 

Relevant articles and documents

Compositions

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Antiplaque oral hygiene composition

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Anticalculus composition

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