6461-77-4

Usage

Uses

Used in Polymer Production:
1,4-Benzenedisulfonyl dichloride is used as a crosslinking agent in the production of polymers, particularly in the manufacture of nylon, to introduce crosslinking functionality and enhance the polymer's properties.
Used in Pharmaceutical Industry:
1,4-Benzenedisulfonyl dichloride is used as a building block in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agricultural Chemicals:
1,4-Benzenedisulfonyl dichloride is utilized in the preparation of agricultural chemicals, playing a role in the development of effective and efficient products for crop protection and management.
Safety Precautions:
It is important to handle 1,4-Benzenedisulfonyl dichloride with caution due to its corrosive nature, which can cause severe irritation to the skin, eyes, and respiratory system. Proper safety measures should be taken during its use and storage to minimize potential hazards.

Synthetic route

benzene-1,4-dithiol (624-39-5) → benzene-1,4-disulfonyl chloride (6461-77-4)

Conditions	Yield
With chlorine; acetic acid
Multi-step reaction with 4 steps 1: alkali 2: nitric acid 3: concentrated hydriodic acid 4: glacial acetic acid; chlorine View Scheme
Multi-step reaction with 5 steps 1: alkali 2: chloroform; bromine 3: diluted alkaline solution 4: concentrated hydriodic acid 5: glacial acetic acid; chlorine View Scheme
Multi-step reaction with 3 steps 1: alkali 2: chloroform; iodine 3: glacial acetic acid; chlorine View Scheme

1,4-bis-(diiodo-methyl-λ4-sulfanyl)-benzene → benzene-1,4-disulfonyl chloride (6461-77-4)

Conditions	Yield
With chlorine; acetic acid

dipotassium p-benzenedisulfonate (16056-13-6) → benzene-1,4-disulfonyl chloride (6461-77-4)

Conditions	Yield
With phosphorus pentachloride

p-benzenedisulfonate potassium → benzene-1,4-disulfonyl chloride (6461-77-4)

Conditions	Yield
With phosphorus pentachloride

potassium salt of/the/ p-benzenedisulfonic acid → benzene-1,4-disulfonyl chloride (6461-77-4)

Conditions	Yield
With phosphorus pentachloride; phosphorus trichloride

sodium-salt of/the/ benzene-1,4-disulfonic acid → benzene-1,4-disulfonyl chloride (6461-77-4)

Conditions	Yield
With chlorosulfonic acid

p-sulfobenzenediazonium chloride (6118-33-8) → benzene-1,4-disulfonyl chloride (6461-77-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: 60 percent / SO2 / CuCl / aq. HCl; acetic acid / 3 h / 45 °C 2: phosphorus pentachloride View Scheme

1,4-Bis(methylthio)benzene (699-20-7) → benzene-1,4-disulfonyl chloride (6461-77-4)

Conditions	Yield
Multi-step reaction with 3 steps 1: nitric acid 2: concentrated hydriodic acid 3: glacial acetic acid; chlorine View Scheme
Multi-step reaction with 4 steps 1: chloroform; bromine 2: diluted alkaline solution 3: concentrated hydriodic acid 4: glacial acetic acid; chlorine View Scheme
Multi-step reaction with 2 steps 1: chloroform; iodine 2: glacial acetic acid; chlorine View Scheme

1,4-bis(methylsulfinyl)benzene (90953-82-5, 150513-92-1) → benzene-1,4-disulfonyl chloride (6461-77-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: concentrated hydriodic acid 2: glacial acetic acid; chlorine View Scheme

1,4-bis-(dibromo-methyl-λ4-sulfanyl)-benzene → benzene-1,4-disulfonyl chloride (6461-77-4)

Conditions	Yield
Multi-step reaction with 3 steps 1: diluted alkaline solution 2: concentrated hydriodic acid 3: glacial acetic acid; chlorine View Scheme

benzene-1,4-disulfonyl chloride (6461-77-4) + 2,4-difluoro-1-benzenesulfonamide (13656-60-5) → 4-(N-((2,4-difluorophenyl)sulfonyl)sulfamoyl)benzenesulfonyl chloride

Conditions	Yield
With triethylamine In acetonitrile at 0℃;	91%

benzene-1,4-disulfonyl chloride (6461-77-4) + C68H81N13O10*C2HF3O2 → C142H164N26O24S2

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one for 45h; Substitution;	81%

benzene-1,4-disulfonyl chloride (6461-77-4) + hexan-1-ol (111-27-3) → benzene-1,4-disulfonicacid-di-n-hexyl-ester (82965-01-3)

Conditions	Yield
With sodium	78%

benzene-1,4-disulfonyl chloride (6461-77-4) + Ac-Glu(OtBu)-Tyr-Leu-Arg(Pmc)-NH2 (192052-76-9) → C98H142N16O26S4 + Ac-Glu(OtBu)-Tyr[SO2C6H4(4-SO3H)]-Leu-Arg(Pmc)-NH2

Conditions	Yield
With Tris buffer In 1,4-dioxane for 24h; Ambient temperature;	A 22% B 53%

benzene-1,4-disulfonyl chloride (6461-77-4) + C68H81N13O10*C2HF3O2 → 4-{(3S,4S)-3,4-Bis-[((1R,2R)-2-{2-[4-(2-{ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethoxy)-phenyl]-ethylcarbamoyl}-cyclohexanecarbonyl)-amino]-pyrrolidine-1-sulfonyl}-benzenesulfonic acid

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one for 45h; Substitution;	38%

pyridine (110-86-1) + 2-aminopyridine (504-29-0) + benzene-1,4-disulfonyl chloride (6461-77-4) → N,N'-di-[2]pyridyl-benzene-1,4-disulfonamide (71862-98-1)

Conditions	Yield
With benzene

benzene-1,4-disulfonyl chloride (6461-77-4) + sodium methylate (124-41-4) → benzol-1,4-disulfonsaeure dimethylester (33301-74-5)

Conditions	Yield
With benzene

benzene-1,4-disulfonyl chloride (6461-77-4) + dimethyl amine (124-40-3) → tetra-N-methyl-benzene-1,4-disulfonamide (103393-65-3)

benzene-1,4-disulfonyl chloride (6461-77-4) + diethylamine (109-89-7) → tetra-N-ethyl-benzene-1,4-disulfonamide (108620-77-5)

benzene-1,4-disulfonyl chloride (6461-77-4) → Benzol-disulfonsaeure-(1,4)-diazid (53965-92-7)

Conditions	Yield
With sodium azide

benzene-1,4-disulfonyl chloride (6461-77-4) → 1,4-Benzoldisulfonylfluorid (35426-72-3)

Conditions	Yield
With ion-exchange resin - form> In acetonitrile

benzene-1,4-disulfonyl chloride (6461-77-4) → 4-Chlorosulfonyl-benzenesulfonic acid (134187-88-5)

Conditions	Yield
With sodium acetate; acetic acid at 25℃; Rate constant; k = 1.80E-3/sec;

benzene-1,4-disulfonyl chloride (6461-77-4) + cyclohexylamine (108-91-8) → 1,4-Benzoldisulfonsaeure-dicyclohexylamid (53965-95-0)

benzene-1,4-disulfonyl chloride (6461-77-4) + aniline (62-53-3) → benzol-1,4-disulfonsaeuredianilid (53965-93-8)

benzene-1,4-disulfonyl chloride (6461-77-4) + methyl iodide (74-88-4) → 1,4-Bis(methylthio)benzene (699-20-7)

Conditions	Yield
(i) phosphorus, (ii) /BRN= 969135/, NaOEt, EtOH; Multistep reaction;

hydrogenchloride (7647-01-0) + benzene-1,4-disulfonyl chloride (6461-77-4) + tin → benzene-1,4-dithiol (624-39-5)

ethanol (64-17-5) + benzene-1,4-disulfonyl chloride (6461-77-4) + zinc → benzene-1,4-disulfinic acid (147139-87-5)

benzene-1,4-disulfonyl chloride (6461-77-4) → 4-Sulfino-benzenesulfonic acid hexyl ester

Conditions	Yield
Multi-step reaction with 2 steps 1: 78 percent / 1.) sodium 2: 76 percent / tetrabutyl-ammonium bromid / acetonitrile / 18 - 20 °C / electroreduction View Scheme

benzene-1,4-disulfonyl chloride (6461-77-4) → C18H34N2O4P2S8 (111297-07-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: NaN3 View Scheme

Upstream product

• 624-39-5 benzene-1,4-dithiol 
• 16056-13-6 dipotassium p-benzenedisulfonate 
• 699-20-7 1,4-Bis(methylthio)benzene 
• 90953-82-5 1,4-bis(methylsulfinyl)benzene 
• 6118-33-8 p-sulfobenzenediazonium chloride 

Downstream Products

• 71862-98-1 N,N'-di-[2]pyridyl-benzene-1,4-disulfonamide 
• 53965-92-7 Benzol-disulfonsaeure-(1,4)-diazid 
• 35426-72-3 1,4-Benzoldisulfonylfluorid 
• 134187-88-5 4-Chlorosulfonyl-benzenesulfonic acid 
• 82965-01-3 benzene-1,4-disulfonicacid-di-n-hexyl-ester 
• 624-39-5 benzene-1,4-dithiol 
• 147139-87-5 benzene-1,4-disulfinic acid 
• 111297-07-5 C₁₈H₃₄N₂O₄P₂S₈ 
• 120830-49-1 N,N'-(benzene-1,4-disulfonyl)-bis-imidophosphoric acid hexaphenyl ester 
• 699-20-7 1,4-Bis(methylthio)benzene 
• 53965-93-8 benzol-1,4-disulfonsaeuredianilid 
• 53965-95-0 1,4-Benzoldisulfonsaeure-dicyclohexylamid 
• 108620-77-5 tetra-N-ethyl-benzene-1,4-disulfonamide 
• 103393-65-3 tetra-N-methyl-benzene-1,4-disulfonamide 

Relevant academic research and scientific papers

STUDIEN ZUM VORGANG DER WASSERSTOFFUEBERTRAGUNG 62. HERSTELLUNG UND ELEKTROREDUKTIVE SPALTUNG EINIGER ARYLDISULFONSAEUREDERIVATE

Benzene-disulfonylchlorides were converted to the corresponding dialkyl- and diphenylesters, N-alkyl- and N-aryl disulfonamides.The half-wave-potentials E11/2 and E21/2 were measured and the products obtained on potentiostatic fission at E11/2 were isolated and characterized.The electroreduction of benzene-1,4-disulfonic acid-diphenylester in methanol yields phenol in quantity approximately corresponding to the current passed, but no corresponding quantity of sulfinic acid.In dry acetonitrile, benzene-1,4-disulfonic acid diesters and diamides undergo potentiostatic fission (at E11/2) in good chemical and current yields, giving the corresponding monosulfonate-sulfinic acid or monosulfonamide-sulfinic acid and alcohol or amine.The passage of further electrical current reduces the sulfinic acids to other, as yet undetermined, products.