139-07-1

Basic information

• Product Name: 1227
• Synonyms: c12-alkylbenzyldimethylammonium chloride;DIMETHYLBENZYLLAURYLAMMONIUM CHLORIDE;DODECYL DIMETHYL BENZYL AMMONIUM CHLORIDE;BENZYLDODECYLDIMETHYLAMMONIUM CHLORIDE;BENZYLDIMETHYLDODECYLAMMONIUM CHLORIDE;LAURYLDIMETHYLBENZYL AMMONIUM CHLORIDE;n-dodecyl-n,n-dimethyl-benzenemethanaminium chloride;Benzenemethanaminium,N-dodecyl-N,N-dimethyl-,chloride
• CAS NO: 139-07-1
• Molecular Formula: C₂₁H₃₈N*Cl
• Molecular Weight: 339.99
• EINECS: 205-351-5
• Product Categories: Organics;Biocide;Water Ttreatment Chemicals;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;Bactericide and Algicide;API Intermediate
• Mol File: 139-07-1.mol
• Article Data: 28

Chemical Properties

• Melting Point: ~60 °C
• Boiling Point: 162.7℃[at 101 325 Pa]
• Appearance: Pale yellow transparent liquid
• Density: 1.03[at 20℃]
• Vapor Pressure: 0Pa at 20℃
• Storage Temp.: Store below +30°C.
• Solubility: 866g/L in organic solvents at 20 ℃
• Water Solubility: 2g/L at 20℃
• BRN: 3921689
• CAS DataBase Reference: 1227(CAS DataBase Reference)
• NIST Chemistry Reference: 1227(139-07-1)
• EPA Substance Registry System: 1227(139-07-1)

Safety Data

• Hazard Codes: C,N
• Statements: 21/22-34-50-50/53
• Safety Statements: 36/37/39-45-61-60-26
• RIDADR: UN 3261 8/PG 3
• WGK Germany: 2
• RTECS: BO6821500
• F: 3-10
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 139-07-1(Hazardous Substances Data)

Usage

Chemical Properties

White fine crystalline powder

Uses

Different sources of media describe the Uses of 139-07-1 differently. You can refer to the following data:
1. Benzyldimethyldodecylammonium chloride, a quaternary ammonium compound (QAC), is a cationic surfactant that shows antimicrobial activity against Gram-negative bacterium Pseudomonas fluorescens. It can be used as a:corrosion inhibitor.synergist to increase the toxicity of the pesticide, indoxacarb against various pests.model for benzyltrialkylammonium salts to study the thermal degradation pathway of benzyl QACs.
2. Quaternary ammonium composition to treat herpes, pseudomonas, staph, hepatitis and other infectious diseases.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C21H38N.ClH/c1-4-5-6-7-8-9-10-11-12-16-19-22(2,3)20-21-17-14-13-15-18-21;/h13-15,17-18H,4-12,16,19-20H2,1-3H3;1H/q+1;/p-1

Synthetic route

N,N-dimethylaminododecane (112-18-5) + benzyl chloride (100-44-7) → zephirol (139-07-1)

Conditions	Yield
In acetone at 40℃; for 3h; Temperature; Solvent; Large scale;	92.5%
In acetone at 50℃; for 5h; Temperature; Autoclave; Large scale;	91.5%
In water at 60 - 65℃; for 0.3h;	80%

N,N'-dimethylbenzylamine (103-83-3) + 1-chlorododecane (112-52-7) → zephirol (139-07-1)

Conditions	Yield
In ethanol at 80℃; for 28h;	35.3%
In ethanol at 80℃; for 28h;	35.3%
With ethanol

1-dodecyl alcohol (112-53-8) + P2O5 → zephirol (139-07-1)

Conditions	Yield
Multi-step reaction with 3 steps 1: zinc chloride, hydrogen chloride / 13 h / 140 °C 2: H2O / 16 h / 140 - 150 °C 3: H2O / 4 h / 60 - 65 °C View Scheme

1-chlorododecane (112-52-7) → zephirol (139-07-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: H2O / 16 h / 140 - 150 °C 2: H2O / 4 h / 60 - 65 °C View Scheme

1-dodecylbromide (143-15-7) + copper (I)-benzenethiolate → zephirol (139-07-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: ethanol 2: H2O View Scheme

N,N-dimethylaminododecane (112-18-5) + N,N-dimethyl-n-tetradecylamine (112-75-4) + benzyl chloride (100-44-7) → zephirol (139-07-1) + benzyldimethyltetradecylammonium chloride (139-08-2)

Conditions	Yield
at 40 - 90℃; for 25h;
Stage #1: N,N-dimethylaminododecane; N,N-dimethyl-n-tetradecylamine; benzyl chloride In water at 40 - 80℃; Stage #2: at 80 - 90℃; for 2.5h;

1-dodecylbromide (143-15-7) → zephirol (139-07-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / water; benzene / 20 h / 20 - 25 °C / 760.05 Torr 2: water / 0.3 h / 60 - 65 °C View Scheme
Multi-step reaction with 2 steps 1: water; benzene / 20 h / 20 - 25 °C 2: water / 0.3 h / 60 - 65 °C View Scheme

ethylene glycol mono-n-dodecyl ether (4536-30-5) → zephirol (139-07-1)

Conditions	Yield
Multi-step reaction with 3 steps 1: pyridine; phosphorus tribromide / 2 h / -10 - 25 °C 2: water; benzene / 20 h / 20 - 25 °C 3: water / 0.3 h / 60 - 65 °C View Scheme
Multi-step reaction with 3 steps 1: pyridine; phosphorus tribromide / 2 h / -10 - 25 °C 2: sodium hydroxide / water; benzene / 20 h / 20 - 25 °C / 760.05 Torr 3: water / 0.3 h / 60 - 65 °C View Scheme

zephirol (139-07-1) + rac-Potassium mandelate (84864-61-9) → benzyldimethyldodecylammonium mandelate (1287759-37-8)

Conditions	Yield
In water at 60℃; for 6h;	99%

zephirol (139-07-1) → N,N-Dimethyl-N-sulfobenzyl-N-dodecylammonium (65180-40-7)

Conditions	Yield
With chlorosulfonic acid at 50℃; under 1500.15 Torr; for 14h; Temperature; Large scale;	98.74%
With sulfur trioxide In 1,2-dichloro-ethane at 40 - 55℃; for 3h; Temperature; Large scale;	98.22%

1,2,3-Benzotriazole (95-14-7) + zephirol (139-07-1) → benzyldimethyldodecylammonium benzotriazole

Conditions	Yield
With sodium hydroxide In water at 70℃; Heating;	96%

sodium bis(2-ethylhexyl)-sulfosuccinate + zephirol (139-07-1) → benzyldimethyldodecylammonium di-(2-ethylhexyl)sulfosuccinic acid

Conditions	Yield
In water; acetone at 25℃; for 168h; Inert atmosphere;	95%

zephirol (139-07-1) + 2-chloro-3-nitro-5-trifluoromethylbenzene (121-17-5) → 2-nitro-4-trifluoromethylphenol (400-99-7)

Conditions	Yield
With sodium hydroxide In hydrogenchloride; methanol	91%

sodium molybdate dihydrate (7631-95-0) + dihydrogen peroxide (7722-84-1) + oxalic acid (144-62-7) + zephirol (139-07-1) → C2MoO9(2-)*2C21H38N(1+)

Conditions	Yield
Stage #1: sodium molybdate dihydrate; dihydrogen peroxide With sulfuric acid In water pH=2; Stage #2: oxalic acid; zephirol In water for 0.0833333h; pH=2; Cooling with ice;	85%

zephirol (139-07-1) + benzenesulfonyl chloride (1939-99-7) → phenylmethylsulphonyl fluoride (329-98-6)

Conditions	Yield
With potassium fluoride In dichloromethane; water	77%

zephirol (139-07-1) → Benzyl Thiosulphate

Conditions	Yield
	48%

zephirol (139-07-1) → carbon dioxide (124-38-9)

Conditions	Yield
With oxygen; titanium(IV) oxide In water Rate constant; Mechanism; Irradiation; on the surface of admixed TiO2, various reaction times;

1,1,1-trichloro-2,2-bis-(o-chlorophenyl)ethane (6734-84-5) + zephirol (139-07-1) → 1,1-bis(chlorophenyl)-2,2-dichloroethylene (3328-98-1)

Conditions	Yield
With sodium hydroxide In water; chlorobenzene
With sulfuric acid In water

dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate (6289-46-9) + zephirol (139-07-1) + 4-chloro-aniline (106-47-8) → 2,5-di(4-chloro-anilino)terephthalic acid (41680-76-6)

Conditions	Yield
With hydrogenchloride In methanol; water; acetic acid

m-nitrobenzaldehyde dimethylacetal (3395-79-7) + zephirol (139-07-1) → 3-nitro-benzaldehyde (99-61-6)

3-(1'-cyclohexenyl)-2-methylbenzaldehyde + zephirol (139-07-1) + 2,2-dimethyl-3-(2',2'-dibromovinyl)-cyclopropane-1-carboxylic acid chloride (59952-40-8, 55710-82-2, 60269-51-4, 61914-49-6, 68198-95-8, 68198-96-9, 73952-09-7, 121313-43-7) → 3-(2',2'-dibromovinyl)-2,2-dimethylcyclopropane-1-carboxylic acid-[3-(1'-cyclohexenyl)-2-methyl-α-cyanobenzyl]-ester

Conditions	Yield
In water

2,4-dichlorophenoxyethyl bromide + zephirol (139-07-1) + 1-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)-1-ethanol (58905-18-3) → 1-(2,4-dichlorophenyl)-1-(2,4-dichlorophenoxyethoxy)-2-(1,2,4-triazol-1-yl)-1-ethanol

Conditions	Yield
With sodium hydroxide In diethyl ether; toluene

2-methoxy-phenylamine (90-04-0) + zephirol (139-07-1) + 1,2-dichloro-ethane (107-06-2) → 3-methoxybenzenesulphochloride

Conditions	Yield
With CuCl2; sulfur dioxide; dihydrogen peroxide

4,4'-isopropylidenedicyclohexanol (13804-54-1, 13804-57-4, 13804-58-5, 80-04-6) + zephirol (139-07-1) + 3-chloroprop-1-ene (107-05-1) → perhydrobisphenol A diallyl ether (81866-55-9)

Conditions	Yield
With sodium hydroxide In water; toluene

N-(1-chloroethyl)-pyrazole hydrochloride + 2-ethyl-6-methyl-chloroacetanilide + zephirol (139-07-1) → 2-ethyl-6-methyl-N-(pyrazol-1-yl-eth-1-yl)-chloroacetanilide

Conditions	Yield
With sodium hydroxide In dichloromethane; water

zephirol (139-07-1) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) + 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol (55219-65-3, 70585-35-2, 70585-37-4, 82200-72-4, 89482-17-7, 89497-63-2, 89497-64-3, 89497-65-4, 89497-66-5) + naphthalene-1,5-disulfonate (81-04-9) → 2-(4-chlorobenzyloxy)-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butane naphthalene-1,5-disulphonate

Conditions	Yield
In acetone; toluene

zephirol (139-07-1) + benzyldimethyltetradecylammonium chloride (139-08-2) + sodium cyclamate (139-05-9) → C21H38N(1+)*C6H12NO3S(1-) + C23H42N(1+)*C6H12NO3S(1-)

Conditions	Yield
In water at 20℃; for 24h; Overall yield = 92 %;

sodium dodecyl-sulfate (151-21-3) + zephirol (139-07-1) → benzyldimethyldodecylammonium dodecylsulfate

Conditions	Yield
In water

sodium tetraphenyl borate (143-66-8) + zephirol (139-07-1) → benzyldimethyldodecylammonium tetraphenylborate

Conditions	Yield
In water

Upstream product

• 112-18-5 N,N-dimethylaminododecane 
• 100-44-7 benzyl chloride 
• 103-83-3 N,N'-dimethylbenzylamine 
• 112-52-7 1-chlorododecane 
• 4536-30-5 ethylene glycol mono-n-dodecyl ether 
• 143-15-7 1-dodecylbromide 
• 112-75-4 N,N-dimethyl-n-tetradecylamine 
• 112-53-8 1-dodecyl alcohol 

Downstream Products

• 41680-76-6 2,5-di(4-chloro-anilino)terephthalic acid 
• 99-61-6 3-nitro-benzaldehyde 
• 81866-55-9 perhydrobisphenol A diallyl ether 
• 329-98-6 phenylmethylsulphonyl fluoride 
• 65180-40-7 N,N-Dimethyl-N-sulfobenzyl-N-dodecylammonium 
• 1287759-37-8 benzyldimethyldodecylammonium mandelate 
• 1427515-38-5 bis(benzyldimethyldodecylazaniumyl)tetrachloroplatinumdiuide 
• 400-99-7 2-nitro-4-trifluoromethylphenol 
• 3328-98-1 1,1-bis(chlorophenyl)-2,2-dichloroethylene 

Relevant articles and documents

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Fatty alkyl dimethyl benzyl quaternary ammonium salt synthesis method

The invention discloses a fatty alkyl dimethyl benzyl quaternary ammonium salt preparation method, which comprises: carrying out a salt formation reaction on fatty alkyl dimethyl tertiary amine and abenzyl halide in an organic solvent at a temperature of 30-70 DEG C, wherein R in the fatty alkyl tertiary amine is C6H13-C22H45, the halogen in the benzyl halide is chlorine, bromine or iodine, and the organic solvent is one or a plurality of materials selected from methanol, ethanol, n-propanol, isopropanol, acetone and acetonitrile. According to the present invention, the yield of the preparation method is high, and can reach more than 90%; the purity is high, and can achieve more than 99%; the water content is low; the product has good appearance and simple post-treatment effect; and the method can reduce the energy consumption, and is suitable for industrial production.

Benzalkonium chloride monomer synthesis technology

The invention relates to the technical field of fine chemicals, and more specifically relates to a benzalkonium chloride monomer synthesis technology. The synthesis technology comprises the following steps: (1) according to a formula, weighing fatty alkyl dimethyl tertiary amines, benzyl chloride, and ethyl acetate; (2) adding ethyl acetate into a glass lined reactor, pumping fatty alkyl dimethyl tertiary amines and benzyl chloride into a head tank, starting the stirring device of the reactor, dropwise adding fatty alkyl dimethyl tertiary amines and benzyl chloride into the reactor at a room temperature according to a same ratio; (3) heating the reactor to a temperature of 70 to 100 DEG C, and maintaining the temperature to carry out reactions for 7 to 10 hours; (4) starting circulating cooling water to cool the products to the room temperature until crystals are precipitated completely; (5) taking out the crystals, subjecting the crystals to vacuum suction filtration, during the suction filtration process, washing the crystals by ethyl acetate for 2 to 5 times, and saving the filter cakes; and (6) adding ethyl acetate into the filter cakes, carrying out re-crystallization, and after the crystals are completely precipitated, drying the crystals. The production cost is low and the purity of prepared benzalkonium chloride is high.