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4584-49-0

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  • High quality 2-Dimethylaminoisopropyl chloride hydrochloride (2-DMPC) Cas 4584-49-0 with specialized factory

    Cas No: 4584-49-0

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4584-49-0 Usage

Chemical Properties

Colourless to pale beige crystalline powder

Uses

Different sources of media describe the Uses of 4584-49-0 differently. You can refer to the following data:
1. 2-Chloro-N,N-dimethylpropylamine hydrochloride (DMIC) is used as intermediate for the syntheses of pharmaceuticals (e.g. isothipendyl, methadone and promethazine)
2. Hydrochloride salt of 2-Dimethylaminoisopropyl Chloride, used in the synthesis of analogues of lipophilic chalcones, which act as antitubercular agents.

General Description

Off-white chunky solid.

Air & Water Reactions

2-Dimethylaminoisopropyl chloride hydrochloride is hygroscopic. Soluble in water.

Reactivity Profile

2-Dimethylaminoisopropyl chloride hydrochloride is incompatible with strong oxidizing agents. . Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Fire Hazard

Flash point data for 2-Dimethylaminoisopropyl chloride hydrochloride are not available; however, 2-Dimethylaminoisopropyl chloride hydrochloride is probably combustible.

Synthesis

Following the procedure of Schultz and Sprague, J. Am. Chem. Soc., 70, 48 (1948), a solution containing 3.77 g. of 1-dimethylamino-2-propanol and 10 ml. of chloroform was cooled with stirring to a temperature of about 0° C. A solution of 5.72 g. of freshly distilled thionylchloride in 2 ml. of chloroform was added thereto. The reaction mixture was allowed to come to ambient temperature over a period of about 30 minutes and was then heated to refluxing temperature for an additional 30 minutes. The precipitated material redissolved on heating. 1-Dimethylamino-2-chloropropane hydrochloride began to crystallize from the boiling solvent. The reaction mixture was cooled, diluted with ether and filtered. The reaction product comprising 1-dimethylamino-2-chloropropane hydrochloride weighed about 5.5 g. (95 percent yield). Recrystallization yielded purified 1-dimethylamino-2-chloropropane hydrochloride melting at 192°-194° C.

Check Digit Verification of cas no

The CAS Registry Mumber 4584-49-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,5,8 and 4 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 4584-49:
(6*4)+(5*5)+(4*8)+(3*4)+(2*4)+(1*9)=110
110 % 10 = 0
So 4584-49-0 is a valid CAS Registry Number.
InChI:InChI=1/C5H12ClN/c1-5(6)4-7(2)3/h5H,4H2,1-3H3/p+1/t5-/m0/s1

4584-49-0 Well-known Company Product Price

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  • Alfa Aesar

  • (B20882)  2-Dimethylaminoisopropyl chloride hydrochloride, 98%   

  • 4584-49-0

  • 100g

  • 230.0CNY

  • Detail
  • Alfa Aesar

  • (B20882)  2-Dimethylaminoisopropyl chloride hydrochloride, 98%   

  • 4584-49-0

  • 500g

  • 902.0CNY

  • Detail
  • Aldrich

  • (D142409)  2-Chloro-N,N-dimethylpropylaminehydrochloride  98%

  • 4584-49-0

  • D142409-100G

  • 345.15CNY

  • Detail

4584-49-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(Dimethylamino)Isopropyl Chloride Hydrochloride

1.2 Other means of identification

Product number -
Other names 2-Chloro-1-(dimethylamino)propane Hydrochloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:4584-49-0 SDS

4584-49-0Synthetic route

1-methyl-2-N,N-dimethylaminoethanol
108-16-7

1-methyl-2-N,N-dimethylaminoethanol

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

Conditions
ConditionsYield
With thionyl chloride In chloroform at 0 - 20℃; for 1h; Reflux;95%
With thionyl chloride In chloroform95%
With thionyl chloride In chloroform Reflux; Cooling with ice;
1-dimethylamino-2-propanol hydrochloride

1-dimethylamino-2-propanol hydrochloride

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 60℃; for 24h;
(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

6,7-methylenedioxyquinoline-4-carboxylic acid N-(2-iodo-4,5-dimethoxyphenyl)amide
550372-56-0

6,7-methylenedioxyquinoline-4-carboxylic acid N-(2-iodo-4,5-dimethoxyphenyl)amide

6,7-methylenedioxyquinoline-4-carboxylic acid N-[2-(N,N-dimethylamino)isopropyl]-N-(2-iodo-4,5-dimethoxyphenyl)amide

6,7-methylenedioxyquinoline-4-carboxylic acid N-[2-(N,N-dimethylamino)isopropyl]-N-(2-iodo-4,5-dimethoxyphenyl)amide

Conditions
ConditionsYield
With sodium hydride; sodium iodide In N,N-dimethyl-formamide at 65℃; for 3h;89%
(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

2-chloro-1-dimethylaminopropane
108-14-5

2-chloro-1-dimethylaminopropane

Conditions
ConditionsYield
With sodium hydroxide In water82%
7-methoxy-3-phenyl-4{2-[4-hydroxy-phenyl]-vinyl}chromen-2-one

7-methoxy-3-phenyl-4{2-[4-hydroxy-phenyl]-vinyl}chromen-2-one

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

4{2-[4-(2-dimethylamino-1-methyl-ethoxy)phenyl]-vinyl}-7-methoxy-3-phenylchromen-2-one

4{2-[4-(2-dimethylamino-1-methyl-ethoxy)phenyl]-vinyl}-7-methoxy-3-phenylchromen-2-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 6h; Reflux;80%
(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

2-azido-3-(N,N-dimethylamino)propane

2-azido-3-(N,N-dimethylamino)propane

Conditions
ConditionsYield
With sodium azide In water at 80℃;80%
1-(3-(4-hydroxyphenyl)-7-methoxy-3,3a,4,5-tetrahydro-2H-benzo[g]indazol-2-yl)ethanone
1469863-78-2

1-(3-(4-hydroxyphenyl)-7-methoxy-3,3a,4,5-tetrahydro-2H-benzo[g]indazol-2-yl)ethanone

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

C25H31N3O3
1469863-82-8

C25H31N3O3

Conditions
ConditionsYield
With potassium carbonate In chloroform; acetone at 80℃;75%
8-methoxy-4-(4-hydroxyphenyl)-5,6-dihydrobenzo[h]quinazolin-2-amine
1469863-67-9

8-methoxy-4-(4-hydroxyphenyl)-5,6-dihydrobenzo[h]quinazolin-2-amine

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

4-(4-(1-(dimethylamino)propan-2-yloxy)phenyl)-5,6-dihydro-8-methoxybenzo[h]quinazolin-2-amine
1469863-71-5

4-(4-(1-(dimethylamino)propan-2-yloxy)phenyl)-5,6-dihydro-8-methoxybenzo[h]quinazolin-2-amine

Conditions
ConditionsYield
With potassium carbonate In chloroform; acetone at 80℃;75%
With potassium carbonate In chloroform; acetone at 80℃;75%
(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

1-(5-cyano-2-mercaptobenzenesulphonyl)-2-imidazolidinone
160985-00-2

1-(5-cyano-2-mercaptobenzenesulphonyl)-2-imidazolidinone

4-(2-Dimethylamino-1-methyl-ethylsulfanyl)-3-(2-oxo-imidazolidine-1-sulfonyl)-benzonitrile

4-(2-Dimethylamino-1-methyl-ethylsulfanyl)-3-(2-oxo-imidazolidine-1-sulfonyl)-benzonitrile

Conditions
ConditionsYield
With sodium isopropylate In isopropyl alcohol for 16h; Heating;65%
4'-Hydroxywogonin
571-72-2

4'-Hydroxywogonin

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

5-(1-(dimethylamino)propan-2-yloxy)-3-hydroxy-7,8-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

5-(1-(dimethylamino)propan-2-yloxy)-3-hydroxy-7,8-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

Conditions
ConditionsYield
With potassium carbonate In acetone at 80℃;63%
(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

1-(4-chloro-2-mercapto-5-methylbenzenesulfonyl)imidazolidin-2-one

1-(4-chloro-2-mercapto-5-methylbenzenesulfonyl)imidazolidin-2-one

1-[4-Chloro-2-(2-dimethylamino-1-methyl-ethylsulfanyl)-5-methyl-benzenesulfonyl]-imidazolidin-2-one

1-[4-Chloro-2-(2-dimethylamino-1-methyl-ethylsulfanyl)-5-methyl-benzenesulfonyl]-imidazolidin-2-one

Conditions
ConditionsYield
With sodium isopropylate In isopropyl alcohol for 16h; Heating;57%
(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

1-(4-chloro-5-cyano-2-mercaptobenzenesulphonyl)-2-imidazolidinone
160985-01-3

1-(4-chloro-5-cyano-2-mercaptobenzenesulphonyl)-2-imidazolidinone

2-Chloro-4-(2-dimethylamino-1-methyl-ethylsulfanyl)-5-(2-oxo-imidazolidine-1-sulfonyl)-benzonitrile

2-Chloro-4-(2-dimethylamino-1-methyl-ethylsulfanyl)-5-(2-oxo-imidazolidine-1-sulfonyl)-benzonitrile

Conditions
ConditionsYield
With sodium isopropylate In isopropyl alcohol for 16h; Heating;50%
(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

2-methyl-10H-pyrimido<1,2-a>benzimidazol-4-one
50290-51-2

2-methyl-10H-pyrimido<1,2-a>benzimidazol-4-one

10-(2-Dimethylamino-1-methyl-ethyl)-2-methyl-10H-benzo[4,5]imidazo[1,2-a]pyrimidin-4-one

10-(2-Dimethylamino-1-methyl-ethyl)-2-methyl-10H-benzo[4,5]imidazo[1,2-a]pyrimidin-4-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 30h; Heating;43%
3-hydroxybenzo[b]naphtho[2,3-d]furane-6,11-dione
97620-82-1

3-hydroxybenzo[b]naphtho[2,3-d]furane-6,11-dione

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

3-[2-(dimethylamino)isopropoxy]benzo[b]naphtho[2,3-d]furan-6,11-dione

3-[2-(dimethylamino)isopropoxy]benzo[b]naphtho[2,3-d]furan-6,11-dione

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In chloroform; water Heating;32.7%
7-chloro-8-hydroxybenzo[4,5]furo[3,2-g]quinoline-5,11-dione
924276-18-6

7-chloro-8-hydroxybenzo[4,5]furo[3,2-g]quinoline-5,11-dione

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

8-[1-(dimethylamino)propan-2-yloxy]-7-chlorobenzo[4,5]furo[3,2-g]quinoline-5,11-dione

8-[1-(dimethylamino)propan-2-yloxy]-7-chlorobenzo[4,5]furo[3,2-g]quinoline-5,11-dione

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In chloroform; water Heating;31%
(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

2-chloro-3-hydroxybenzo[b]naphtho[2,3-d]furan-6,11-dione
151775-45-0

2-chloro-3-hydroxybenzo[b]naphtho[2,3-d]furan-6,11-dione

2-chloro-3-[2-(dimethylamino)isopropoxy]benzo[b]naphtho[2,3-d]furan-6,11-dione

2-chloro-3-[2-(dimethylamino)isopropoxy]benzo[b]naphtho[2,3-d]furan-6,11-dione

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In chloroform; water Heating;25.9%
2-(4-propoxyphenyl)-4-hydroxyquinoline
1260244-03-8

2-(4-propoxyphenyl)-4-hydroxyquinoline

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

N,N-dimethyl-2-{[2-(4-propoxyphenyl)quinolin-4-yl]oxy}propan-1-amine hydrochloride
1443120-55-5

N,N-dimethyl-2-{[2-(4-propoxyphenyl)quinolin-4-yl]oxy}propan-1-amine hydrochloride

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; Inert atmosphere;18%
(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

1,3-dihydroxybenzo[b]naphtho[2,3-d]furan-6,11-dione
151775-44-9

1,3-dihydroxybenzo[b]naphtho[2,3-d]furan-6,11-dione

3-[2-(dimethylamino)isopropoxy]-1-hydroxybenzo[b]naphtho[2,3-d]furan-6,11-dione
1334592-04-9

3-[2-(dimethylamino)isopropoxy]-1-hydroxybenzo[b]naphtho[2,3-d]furan-6,11-dione

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In chloroform; water at 20℃; Reflux;16%
8-hydroxybenzo[4,5]furo[3,2-g]quinoline-5,11-dione
924276-17-5

8-hydroxybenzo[4,5]furo[3,2-g]quinoline-5,11-dione

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

8-[1-(dimethylamino)propan-2-yloxy]benzo[4,5]furo[3,2-g]quinoline-5,11-dione

8-[1-(dimethylamino)propan-2-yloxy]benzo[4,5]furo[3,2-g]quinoline-5,11-dione

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In chloroform; water Heating;15.7%
10H-phenothiazine
92-84-2

10H-phenothiazine

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

isopromethazine
303-14-0

isopromethazine

Conditions
ConditionsYield
With potassium hydroxide; Aliquat 336 at 80℃; for 1h;12%
N-benzhydrylpyrimidin-2-amine
93317-24-9

N-benzhydrylpyrimidin-2-amine

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

1,N2,N2-trimethyl-N1-pyrimidin-2-yl-ethanediyldiamine

1,N2,N2-trimethyl-N1-pyrimidin-2-yl-ethanediyldiamine

Conditions
ConditionsYield
With lithium amide; benzene
sodium methylate
124-41-4

sodium methylate

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

A

(β-methoxy-isopropyl)-dimethyl-amine
44643-00-7

(β-methoxy-isopropyl)-dimethyl-amine

B

(2-methoxy-propyl)-dimethyl-amine
44647-42-9

(2-methoxy-propyl)-dimethyl-amine

Conditions
ConditionsYield
With methanol
N-[tricyclo[9.4.0.03,8]pentadeca-1(11),3,5,7,9,12,14-heptaen-2-ylidene]hydroxylamine
1021-91-6

N-[tricyclo[9.4.0.03,8]pentadeca-1(11),3,5,7,9,12,14-heptaen-2-ylidene]hydroxylamine

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

O-<2-Dimethylamino-propyl>-5H-dibenzo-cyclohepten-5-on-oxim

O-<2-Dimethylamino-propyl>-5H-dibenzo-cyclohepten-5-on-oxim

Conditions
ConditionsYield
With sodium methylate In methanol Heating;
(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

3-<2-Dimethylamino-1-methyl-aethyl>-thiophosphorsaeure
89416-69-3

3-<2-Dimethylamino-1-methyl-aethyl>-thiophosphorsaeure

Conditions
ConditionsYield
With lithium thiophosphate powder
(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one
14346-24-8

5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one

3-(2-dimethylamino-1-methyl-ethyl)-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one
47046-21-9

3-(2-dimethylamino-1-methyl-ethyl)-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one

Conditions
ConditionsYield
(i) NaH, dioxane, (ii) /BRN= 3670215/; Multistep reaction;
Benzophenone oxime
574-66-3

Benzophenone oxime

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

methyl iodide
74-88-4

methyl iodide

O-(β-Trimethylammonium-isopropyl)-benzophenonoxim

O-(β-Trimethylammonium-isopropyl)-benzophenonoxim

Conditions
ConditionsYield
(i) NaOMe, MeOH, (ii) /BRN= 969135/, acetone; Multistep reaction;
Benzophenone oxime
574-66-3

Benzophenone oxime

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

methyl iodide
74-88-4

methyl iodide

O-(2-Trimethylammonium-propyl)-benzophenonoxim

O-(2-Trimethylammonium-propyl)-benzophenonoxim

Conditions
ConditionsYield
(i) NaOMe, MeOH, (ii) /BRN= 969135/, acetone; Multistep reaction;
N-[cyclohexyl(phenyl)methylidene]hydroxylamine
1136-58-9

N-[cyclohexyl(phenyl)methylidene]hydroxylamine

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

methyl iodide
74-88-4

methyl iodide

O-<2-Trimethylammonium-propyl>-

O-<2-Trimethylammonium-propyl>-

Conditions
ConditionsYield
(i) NaOMe, MeOH, (ii) /BRN= 969135/, acetone; Multistep reaction;
(2-chlorophenyl)phenylmethanone oxime
71225-69-9

(2-chlorophenyl)phenylmethanone oxime

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

methyl iodide
74-88-4

methyl iodide

2-Chlor-O-<2-trimethylammonium-propyl>-benzophenon-oxim

2-Chlor-O-<2-trimethylammonium-propyl>-benzophenon-oxim

Conditions
ConditionsYield
(i) NaOMe, MeOH, (ii) /BRN= 969135/, acetone; Multistep reaction;
(2-chlorophenyl)phenylmethanone oxime
71225-69-9

(2-chlorophenyl)phenylmethanone oxime

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

methyl iodide
74-88-4

methyl iodide

2-Chlor-O-<β-trimethylammonium-isopropyl>-benzophenon-oxim

2-Chlor-O-<β-trimethylammonium-isopropyl>-benzophenon-oxim

Conditions
ConditionsYield
(i) NaOMe, MeOH, (ii) /BRN= 969135/, acetone; Multistep reaction;
N-(2-chloro-3-pyridinyl)acetamide
21352-19-2

N-(2-chloro-3-pyridinyl)acetamide

(2-chloropropyl)dimethylamine hydrochloride
4584-49-0

(2-chloropropyl)dimethylamine hydrochloride

1-(2,4-Dimethyl-3,4-dihydro-2H-pyrido[2,3-b]pyrazin-1-yl)-ethanone
138768-69-1

1-(2,4-Dimethyl-3,4-dihydro-2H-pyrido[2,3-b]pyrazin-1-yl)-ethanone

Conditions
ConditionsYield
With sodium hydride 1.) DMF, 0 deg C, 10 min, 2.) 80 deg C, 1 h; Yield given. Multistep reaction;

4584-49-0Relevant articles and documents

Side chain impacts on pH- and thermo-responsiveness of tertiary amine functionalized polypeptides

Xiao, Chunsheng,Cheng, Yilong,Zhang, Yu,Ding, Jianxun,He, Chaoliang,Zhuang, Xiuli,Chen, Xuesi

, p. 671 - 679 (2014/02/14)

The systemic investigation of the structural impacts of side chains on the pH- and thermo-responsiveness of tertiary amine functionalized poly(l-glutamate)s (TA-PGs) was carried out. The TA-PGs polymers were effectively synthesized by Cu(I)-catalyzed azide-alkyne cycloaddition click reaction of azido tertiary amines with poly(γ-propargyl-l-glutamate) (PPLG). Turbimetric measurements were performed to characterize the pH- and temperature-induced phase transition of TA-PGs in aqueous solution, which suggested a structural dependence of the properties on the N-substituted groups and the "linkers" between 1,2,3-triazole ring and the tertiary amine groups in the side chains. In detail, the pH responsive properties of TA-PGs were basically determined by the hydrophobicity of the N-substituted groups in the side chains and the pH transition point (pHt) decreased as the increasing hydrophobicity of the N-substituted groups, while the temperature-responsiveness of TA-PGs were affected by either the N-substituted groups or the "linkers." TA-PGs with a moderate N-substituted amine group (e.g., DEA, PR, and PD) or a branched "linker" (e.g., iso-propylene and 2-methylpropylene group) were more likely to express the LCST-type phase transition tuned by pH variation. These structure-property relationships revealed in this study would help to develop the applications of TA-PGs in smart drug delivery systems. Copyright

Considerations to the synthesis of methadone-nitrile as well as isomethadone-nitrile, and related compounds

Unterhalt,Coesfeld

, p. 229 - 234 (2007/10/03)

The 2-chloro-1-dialkylamino-propanes 4a-d are reacted with diphenylacetonitrile under phase transfer conditions to give a mixture of the nitriles la-d and 2a-d. Both chloro-dialkylamino-1-phenyl-ethanes 7a-d and 8a-d lead to 4-dialkylamino-2,2,3-triphenyl-butyronitriles 6a-d.

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