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112-69-6

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112-69-6 Usage

Description

Hexadecyldimethylamine, also known as N,N-Dimethylhexadecylamine, is a clear yellow-colored liquid with a fish-like odor. It is insoluble in water and less dense than water, causing it to float on the surface. Hexadecyldimethylamine may cause irritation upon contact with skin, eyes, and mucous membranes, and it has the potential to be toxic through ingestion, inhalation, or skin absorption. Hexadecyldimethylamine is primarily used in the synthesis of other chemicals.

Uses

Used in Chemical Synthesis:
Hexadecyldimethylamine is used as a chemical intermediate for the production of various other chemicals, including surfactants and other organic compounds.
Used in Material Science:
Hexadecyldimethylamine is used as a pore size mediator in the synthesis of monodispersed mesoporous silica nanoparticles. This application is crucial for controlling the size and uniformity of the pores in these nanoparticles, which can significantly impact their performance in various applications.
Used in Colloidal Mesoporous Silica Nanoparticles Fabrication:
Hexadecyldimethylamine serves as a swelling agent in the fabrication of colloidal mesoporous silica nanoparticles with a tunable mesopore size. This role is essential for adjusting the pore size and properties of the nanoparticles, which can be tailored for specific uses in various industries.
Used in Gemini Surfactant Preparation:
Hexadecyldimethylamine is used in the preparation of 1,4-bis(N-hexadecyl-N,N-dimethylammonium)butane dibromide, a Gemini surfactant. These surfactants have unique properties and are utilized in various applications, such as enhancing the solubility of hydrophobic compounds, stabilizing emulsions, and improving the efficiency of drug delivery systems.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Hexadecyldimethylamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Fire Hazard

Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.

Check Digit Verification of cas no

The CAS Registry Mumber 112-69-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 2 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 112-69:
(5*1)+(4*1)+(3*2)+(2*6)+(1*9)=36
36 % 10 = 6
So 112-69-6 is a valid CAS Registry Number.
InChI:InChI=1/C18H39N/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(2)3/h4-18H2,1-3H3

112-69-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Hexadecyldimethylamine

1.2 Other means of identification

Product number -
Other names FENTAMINE DMA16

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Corrosion inhibitors and anti-scaling agents,Intermediates,Surface active agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:112-69-6 SDS

112-69-6Synthetic route

dimethyl amine
124-40-3

dimethyl amine

hexadecanyl bromide
112-82-3

hexadecanyl bromide

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

Conditions
ConditionsYield
In ethanol at 80℃; for 24h;90%
In ethanol; water at 80℃; for 24h;89.59%
at 120 - 130℃;
formaldehyd
50-00-0

formaldehyd

hexadecylamine
143-27-1

hexadecylamine

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

Conditions
ConditionsYield
With formic acid In water for 8h; Ambient temperature;63%
With formic acid In ethanol for 10h; Reflux;62%
With formic acid In ethanol; water at 77 - 79℃; for 2.6h;55%
formaldehyd
50-00-0

formaldehyd

formic acid
64-18-6

formic acid

hexadecylamine
143-27-1

hexadecylamine

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

Conditions
ConditionsYield
With ethanol
cetyltrimethylammonium hydroxide
505-86-2

cetyltrimethylammonium hydroxide

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

Conditions
ConditionsYield
bei der Destillation;
1-Chlorohexadecan
4860-03-1

1-Chlorohexadecan

dimethyl amine
124-40-3

dimethyl amine

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

Conditions
ConditionsYield
With ethanol at 140℃;
In water at 140 - 150℃;
trimethylcetylammonium hydroxide

trimethylcetylammonium hydroxide

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

Conditions
ConditionsYield
durch Destillation;
1-Hexadecanol
36653-82-4

1-Hexadecanol

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: zinc chloride, hydrogen chloride / 140 °C
2: H2O / 140 - 150 °C
View Scheme
cis-9-octadecenoamide
301-02-0

cis-9-octadecenoamide

N,N-dimethyl-(12S,13R)-epoxy-cis-9-octadecenyl amide
1323108-64-0

N,N-dimethyl-(12S,13R)-epoxy-cis-9-octadecenyl amide

Palmitamide
629-54-9

Palmitamide

stearamide
124-26-5

stearamide

A

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

B

N,N-dimethyl-n-octadecylamine
124-28-7

N,N-dimethyl-n-octadecylamine

C

N,N-dimethyl-(12S,13R)-epoxy-cis-9-octadecenyl amine
1323108-61-7

N,N-dimethyl-(12S,13R)-epoxy-cis-9-octadecenyl amine

D

N,N-dimethyl-N-oleylamine
14727-68-5

N,N-dimethyl-N-oleylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether for 0.5h; Reflux;
methanol
67-56-1

methanol

hexadecylamine
143-27-1

hexadecylamine

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

Conditions
ConditionsYield
With hydrogen at 100℃; under 7757.43 Torr; for 72h; Autoclave;86 %Chromat.
With platinum on carbon; sodium hydroxide at 150℃; under 750.075 Torr; for 40h; Inert atmosphere; Autoclave;98 %Chromat.
N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

1,1'-[ethane-1,2-diylbis(oxyethane-2,1-diyloxy)]bis[4-(chloromethyl)benzene]
197573-07-2

1,1'-[ethane-1,2-diylbis(oxyethane-2,1-diyloxy)]bis[4-(chloromethyl)benzene]

N,N'-(((((ethane-1,2-diylbis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(4,1-phenylene))bis(methylene))bis(N,N-dimethylhexadecan-1-aminium)chloride

N,N'-(((((ethane-1,2-diylbis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(4,1-phenylene))bis(methylene))bis(N,N-dimethylhexadecan-1-aminium)chloride

Conditions
ConditionsYield
In ethanol for 24h; Heating;100%
1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

butane-1,4-diyl bis(N,N-dimethyl-N-hexadecylammonium) dibromide
29908-17-6

butane-1,4-diyl bis(N,N-dimethyl-N-hexadecylammonium) dibromide

Conditions
ConditionsYield
In ethanol at 80℃; for 48h;99%
In acetonitrile for 0.5h; Heating;94%
In ethanol; ethyl acetate for 48h; Reflux; Inert atmosphere;59%
1,5-dibromo-pentane
111-24-0

1,5-dibromo-pentane

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

1,5-bis(N-hexadecyl-N,N-dimethylammonium)pentane dibromide

1,5-bis(N-hexadecyl-N,N-dimethylammonium)pentane dibromide

Conditions
ConditionsYield
In ethanol at 80℃; for 48h;99%
In acetonitrile for 2.5h; Reflux;90%
In ethanol for 48h; Reflux;83%
1 ,6-dibromohexane
629-03-8

1 ,6-dibromohexane

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

1,6-bis(N-hexadecyl-N,N-dimethylammonium)hexane dibromide
15590-96-2

1,6-bis(N-hexadecyl-N,N-dimethylammonium)hexane dibromide

Conditions
ConditionsYield
In ethanol at 80℃; for 48h;99%
In acetonitrile at 82℃; for 48h; Menshutkin Reaction;97%
In ethanol at 80℃; for 48h; Reflux;83%
1 ,6-dibromohexane
629-03-8

1 ,6-dibromohexane

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

C24H51BrN(1+)*Br(1-)

C24H51BrN(1+)*Br(1-)

Conditions
ConditionsYield
In diethyl ether at 40℃; for 12h; Temperature;99%
(E)-1,4-dibromobutene
821-06-7

(E)-1,4-dibromobutene

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

Conditions
ConditionsYield
In acetonitrile for 0.5h; Heating;98%
1,4-butane sultone
1633-83-6

1,4-butane sultone

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

N-hexadecyl-N,N-dimethyl-3-ammonio-1-butanesulfonate
58930-07-7

N-hexadecyl-N,N-dimethyl-3-ammonio-1-butanesulfonate

Conditions
ConditionsYield
In acetone for 12h; Reflux;97.84%
In ethyl acetate at 20℃;
N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

hexadecyldimethylamine oxide
7128-91-8

hexadecyldimethylamine oxide

Conditions
ConditionsYield
With dihydrogen peroxide In methanol at 70℃; for 16h;97%
With dihydrogen peroxide In methanol; water83%
With dihydrogen peroxide; acetone at 45 - 50℃;
With caro's acid
ethyl bromide
74-96-4

ethyl bromide

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

hexadecyldimethylethylammonium bromide
124-03-8

hexadecyldimethylethylammonium bromide

Conditions
ConditionsYield
In acetonitrile for 10h; Heating;97%
In ethanol Heating;
1,8-dibromooctane
4549-32-0

1,8-dibromooctane

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

Bis(hexadecyldimethylammonium)octane dibromide

Bis(hexadecyldimethylammonium)octane dibromide

Conditions
ConditionsYield
In acetonitrile at 82℃; for 48h; Menshutkin Reaction;97%
In ethanol for 48h; Heating; Yield given;
In ethanol at 80℃; for 48h; Yield given;
In ethanol Heating;
1,4-bis(bromomethyl)benzene
623-24-5

1,4-bis(bromomethyl)benzene

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

N,N'-dihexadecyl-N,N,N',N'-tetramethyl-N,N'-(p-xylenediyl)diammonium dibromide

N,N'-dihexadecyl-N,N,N',N'-tetramethyl-N,N'-(p-xylenediyl)diammonium dibromide

Conditions
ConditionsYield
In acetone for 12h; Reflux;96%
In propan-1-ol for 10h;90%
In acetone
N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

2-chloro-N-(2-methyl-4-oxoquinazolin-3(4H)-yl)acetamide
6761-07-5

2-chloro-N-(2-methyl-4-oxoquinazolin-3(4H)-yl)acetamide

N,N-dimethyl-N-{2-[(2-methyl-4-oxoquinazolin-3(4H)-yl)-amino]-2-oxoethyl}hexadecan-1-aminium chloride

N,N-dimethyl-N-{2-[(2-methyl-4-oxoquinazolin-3(4H)-yl)-amino]-2-oxoethyl}hexadecan-1-aminium chloride

Conditions
ConditionsYield
In ethanol at 120℃; for 48h;96%
N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

N-(2-phenyl-3,4-dihydro-4-oxoquinazolin-3-yl)chloroacetamide
152675-28-0

N-(2-phenyl-3,4-dihydro-4-oxoquinazolin-3-yl)chloroacetamide

N,N-dimethyl-N-{2-oxo-2-[(4-oxo-2-phenylquinazol in-3(4H)- yl) amino]ethyl}hexadecan-1-aminium chloride

N,N-dimethyl-N-{2-oxo-2-[(4-oxo-2-phenylquinazol in-3(4H)- yl) amino]ethyl}hexadecan-1-aminium chloride

Conditions
ConditionsYield
In ethanol at 120℃; for 48h;96%
N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

N,N-dimethyl(3-bromopropyl)hexadecyl ammonium bromide

N,N-dimethyl(3-bromopropyl)hexadecyl ammonium bromide

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide In ethanol for 8h; Reflux;95.5%
1,3-propanesultone
1120-71-4

1,3-propanesultone

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

N-Hexadecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate
2281-11-0

N-Hexadecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate

Conditions
ConditionsYield
In acetone for 12h; Reflux;95.48%
In acetone
In ethyl acetate at 20℃;
In ethyl acetate at 60℃; for 3h; Green chemistry;
In ethyl acetate at 60℃; for 3h;
1,12-dibromododecane
3344-70-5

1,12-dibromododecane

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

dodecanediyl-1,12-bis(cetyldimethylammonium bromide)

dodecanediyl-1,12-bis(cetyldimethylammonium bromide)

Conditions
ConditionsYield
In acetonitrile at 82℃; for 48h; Menshutkin Reaction;95%
In ethanol for 48h; Heating; Yield given;
In ethanol at 80℃; for 48h; Yield given;
In ethanol Heating;
In ethanol at 80℃; for 48h;
N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

palladium diacetate
3375-31-3

palladium diacetate

Pd(2+)*2(CH3)2NC16H33*2CH3COO(1-)=Pd((CH3)2NC16H33)2(CH3COO)2

Pd(2+)*2(CH3)2NC16H33*2CH3COO(1-)=Pd((CH3)2NC16H33)2(CH3COO)2

Conditions
ConditionsYield
In acetone Me2NC16H33 added to Pd(OAc)2 dissolved in dry acetone under N2; mixt. stirred for 1 h at room temp. and then solvent evapd. in vac.; recrystd. from pentane, elem. anal.;95%
N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

diethyl (bromodifluoromethyl)phosphonate
65094-22-6

diethyl (bromodifluoromethyl)phosphonate

difluoromethylhexadecyldimethylammonium bromide

difluoromethylhexadecyldimethylammonium bromide

Conditions
ConditionsYield
With methanol; cesium fluoride In dichloromethane at 25℃; Inert atmosphere; Sealed tube; chemoselective reaction;95%
N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

Chloroacetamide
79-07-2

Chloroacetamide

cetyldimethyl ammonium acetamido chloride
15646-40-9

cetyldimethyl ammonium acetamido chloride

Conditions
ConditionsYield
In acetonitrile for 18h; Reflux;94%
With ethanol at 120 - 130℃;
With methanol at 60℃; 10-taegiges Erwaermen;
methyl 3α-bromoacetoxy-5β-cholan-24-oate
856408-82-7

methyl 3α-bromoacetoxy-5β-cholan-24-oate

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

N,N-dimethyl-(methyl 3α-acetoxy-5β-cholan-24-oate)-N-hexadecylammonium bromide

N,N-dimethyl-(methyl 3α-acetoxy-5β-cholan-24-oate)-N-hexadecylammonium bromide

Conditions
ConditionsYield
In acetonitrile at 81℃; for 3h;94%
N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

carboxymethyl-hexadecyl-dimethyl-ammonium; bromide
5466-51-3

carboxymethyl-hexadecyl-dimethyl-ammonium; bromide

Conditions
ConditionsYield
Stage #1: N,N-dimethylhexadecylamine; bromoacetic acid methyl ester at 20℃; for 12h; Inert atmosphere;
Stage #2: With hydrogenchloride In water for 1h; Reflux;
93%
N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

benzyl chloride
100-44-7

benzyl chloride

cetyldimethylbenzylammonium chloride
122-18-9

cetyldimethylbenzylammonium chloride

Conditions
ConditionsYield
In ethanol at 40℃; for 6h; Solvent; Temperature; Large scale;92.1%
In propan-1-ol at 50℃; for 3h; Temperature; Solvent; Large scale;92.1%
at 120℃;
N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

C15H17BrN(1+)*Br(1-)

C15H17BrN(1+)*Br(1-)

M-P,16,16

M-P,16,16

Conditions
ConditionsYield
In ethanol Reflux;92%
N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

Br(1-)*C14H14Br2N(1+)
1373830-60-4

Br(1-)*C14H14Br2N(1+)

M-P,16,16

M-P,16,16

Conditions
ConditionsYield
In ethanol Menshutkin Reaction; Reflux;91.6%
N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

chloroacetic acid 2-[2-(2-chloro-acetoxy)-ethoxy]-ethyl ester
106-78-5

chloroacetic acid 2-[2-(2-chloro-acetoxy)-ethoxy]-ethyl ester

2,2′-[(oxybis(ethane-1,2-diyl))bis(oxy)]bis(N-hexadecyl-N,N-dimethyl-2-oxoethanaminium) dichloride

2,2′-[(oxybis(ethane-1,2-diyl))bis(oxy)]bis(N-hexadecyl-N,N-dimethyl-2-oxoethanaminium) dichloride

Conditions
ConditionsYield
In acetone for 24h; Reflux; Green chemistry;91.3%
In ethyl acetate for 10h; Reflux;
In ethyl acetate for 10h; Reflux;
dodecyl glycidyl ether
2461-18-9

dodecyl glycidyl ether

N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

N,N-dimethylhexadecylamine hydrochloride
2016-45-7

N,N-dimethylhexadecylamine hydrochloride

C31H66NO2(1+)*Cl(1-)

C31H66NO2(1+)*Cl(1-)

Conditions
ConditionsYield
In isopropyl alcohol for 24h; Reflux;90%
N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

N,N-dimethylhexadecylamine hydrochloride
2016-45-7

N,N-dimethylhexadecylamine hydrochloride

C35H74NO2(1+)*Cl(1-)

C35H74NO2(1+)*Cl(1-)

Conditions
ConditionsYield
In isopropyl alcohol for 24h; Reflux;90%
N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

N,N-dimethylhexadecylamine hydrochloride
2016-45-7

N,N-dimethylhexadecylamine hydrochloride

1-tetradecyloxy-2,3-epoxypropane
38954-75-5

1-tetradecyloxy-2,3-epoxypropane

C33H70NO2(1+)*Cl(1-)

C33H70NO2(1+)*Cl(1-)

Conditions
ConditionsYield
In isopropyl alcohol for 24h; Reflux;90%
N,N-dimethylhexadecylamine
112-69-6

N,N-dimethylhexadecylamine

1,2-bis(chloroacetoxy)ethane
6941-69-1

1,2-bis(chloroacetoxy)ethane

ethane-1,2-diyl bis(N,N-dimethyl-N-hexadecylammoniumacetoxy) dichloride

ethane-1,2-diyl bis(N,N-dimethyl-N-hexadecylammoniumacetoxy) dichloride

Conditions
ConditionsYield
In ethyl acetate for 10h; Reflux;90%
In ethyl acetate for 10h; Reflux;78.7%
In dichloromethane; ethyl acetate for 12h; Reflux; Inert atmosphere;59%

112-69-6Relevant articles and documents

Characterization of Fluorescent Surfactant Aggregates by Fluorimetric and Viscosimetric Techniques

Iwunze,Lambert,Silversmith

, p. 585 - 592 (1997)

A combination of fluorimetric and viscosimetric methods was used to characterize N,N-dimethyl-N-2-(4-(t-butylphenoxy)ethoxy)ethyl-N-hexadecylammonium chloride (BDHC), a double-tailed surfactant with dissimilar tail groups. BDHC was observed to fluoresce at 315 nm when excited at 274 nm, a feature which could be utilized to determine its critical micelle concentration (CMC). A value of 3.98 × 10-5 M was obtained and was observed to be slightly temperature dependent with a Tmin of 25.35°C. Fluorescence quenching experiments using 4-nitroaniline as a quencher were performed in order to determine the aggregation number which was found to be 42.0. The hydrodynamic radius of 21.91 A was obtained using data from viscosimetric experiments. These data, together with the Tanford and Einstein-Stokes relationships, were used to determine the micellar structure (spherical) and the diffusion coefficient (D = 0.97 × 10-6cm2/s), respectively. The ΔG of micellization for BDHC was determined to be -34.9kJ/mol.

-

Ingold,Kuriyan

, p. 991 (1933)

-

Ru-Catalyzed Selective Catalytic Methylation and Methylenation Reaction Employing Methanol as the C1 Source

Biswas, Nandita,Srimani, Dipankar

, p. 10544 - 10554 (2021/07/31)

Methanol can be employed as a green and sustainable methylating agent to form C-C and C-N bonds via borrowing hydrogen (BH) methodology. Herein we explored the activity of the acridine-derived SNS-Ru pincer for the activation of methanol to apply it as a C1 building block in different reactions. Our catalytic system shows great success toward the β-C(sp3)-methylation reaction of 2-phenylethanols to provide good to excellent yields of the methylated products. We investigated the mechanistic details, kinetic progress, and temperature-dependent product distribution, which revealed the slow and steady generation of in situ formed aldehyde, is the key factor to get the higher yield of the β-methylated product. To establish the environmental benefit of this reaction, green chemistry metrics are calculated. Furthermore, dimerization of 2-naphthol via methylene linkage and formation of N-methylation of amine are also described in this study, which offers a wide range of substrate scope with a good to excellent yield.

End group type macromolecular quaternary ammonium salt and preparation method thereof

-

Paragraph 0018, (2019/03/29)

The invention discloses an end group type macromolecular quaternary ammonium salt and a preparation method thereof. Polyhydric alcohols and chlorinated carboxylic acid are dehydrated to produce a macromolecular skeleton in the presence of a catalyst and an appropriate solvent, and the prepared macromolecular skeleton is reacted with tertiary amine so as to obtain the end group type macromolecularquaternary ammonium salt. The macromolecular quaternary ammonium salt is novel in structure and low in toxicity, has strong bacteria inhibiting and resisting effects, and is capable of adjusting the structure according to needs so as to achieve corresponding physical properties. The macromolecular quaternary ammonium salt has wide application prospects in the fields of polymer emulsion, personal care, dry-film preservation, coatings, adhesives, household supplies and the like. The macromolecular quaternary ammonium salt disclosed by the invention is simple and controllable in preparation process, high in operability, mild in conditions, green, environmental-friendly and suitable for industrial production.

Synthesis and properties of biodegradable cationic gemini surfactants with diester and flexible spacers

Xu, Dongqing,Ni, Xiaoyue,Zhang, Congyu,Mao, Jie,Song, Changchun

, p. 542 - 548 (2017/06/06)

A series of cationic gemini surfactants with diester and flexible spacers, namely C12-PG-C12, C14-PG-C14 and C16-PG-C16, were synthesized, purified and characterized. The surface properties and aggregation behavior of the gemini surfactants were investigated by surface tension, electrical conductivity, fluorescence and Krafft point. These gemini surfactants possess higher surface activity than the traditional monomeric surfactants. The thermodynamic parameters exhibited that the micellization was a spontaneous and exothermic process in environment. The micellization process became less favorable with the decrease of alkyl chain length and the increase of temperature. Steady-state fluorescence measurements revealed that the micropolarity and aggregation number of micelles decreased with the increase of hydrocarbon chain length. The Krafft points were taken as ?0?°C, which indicated the synthesized gemini surfactants had good water solubility. The biodegradability of the gemini surfactants were evaluated in river water using Closed Bottle tested and showed their high biodegradation ratio in the open environment due to the diester bond inserting in the flexible spacer of surfactant molecules.

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