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2094-99-7

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2094-99-7 Usage

Uses

m-TMI can be used as a tetrafunctional isocyanate which can further be used in the development of polymer electrolyte. It can be used as a coupling agent in the preparation of jute reinforced polypropylene.

General Description

3-Isopropenyl-α,α-dimethylbenzyl isocyanate (m-TMI) is a telechelic derivative that shows an α-unsaturation and has an isocyanate end group. It is majorly used in polymeric synthesis.

Check Digit Verification of cas no

The CAS Registry Mumber 2094-99-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,0,9 and 4 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 2094-99:
(6*2)+(5*0)+(4*9)+(3*4)+(2*9)+(1*9)=87
87 % 10 = 7
So 2094-99-7 is a valid CAS Registry Number.
InChI:InChI=1/C13H15NO/c1-10(2)11-6-5-7-12(8-11)13(3,4)14-9-15/h5-8H,1H2,2-4H3

2094-99-7 Well-known Company Product Price

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  • Aldrich

  • (361771)  3-Isopropenyl-α,α-dimethylbenzylisocyanate  95%, contains ≤200 ppm BHT as inhibitor

  • 2094-99-7

  • 361771-250ML

  • 1,164.15CNY

  • Detail
  • Aldrich

  • (361771)  3-Isopropenyl-α,α-dimethylbenzylisocyanate  95%, contains ≤200 ppm BHT as inhibitor

  • 2094-99-7

  • 361771-1L

  • 3,520.53CNY

  • Detail

2094-99-7SDS

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 1-(2-isocyanatopropan-2-yl)-3-prop-1-en-2-ylbenzene

1.2 Other means of identification

Product number -
Other names Isocyanic Acid 3-Isopropenyl-α,α-dimethylbenzyl Ester

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:2094-99-7 SDS

2094-99-7Synthetic route

isocyanic acid
75-13-8

isocyanic acid

1,3-bis(1-methylethenyl)-benzene
3748-13-8

1,3-bis(1-methylethenyl)-benzene

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

Conditions
ConditionsYield
With monoammonium para-toluenesulfonate In toluene
stannous octoate

stannous octoate

4-methoxy-phenol
150-76-5

4-methoxy-phenol

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

C19H30N2O

C19H30N2O

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

Conditions
ConditionsYield
In chloroform-d1 at 20℃; for 12h; Equilibrium constant;
Multi-step reaction with 3 steps
1: chloroform-d1 / 360 h / 20 °C
2: chloroform-d1 / 360 h / 20 °C
3: chloroform-d1 / 16 h / 37 °C
View Scheme
C18H28N2O

C18H28N2O

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: chloroform-d1 / 360 h / 20 °C
2: chloroform-d1 / 16 h / 37 °C
View Scheme
C18H28N2O

C18H28N2O

n-butyl isocyanide
111-36-4

n-butyl isocyanide

A

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

B

C11H24N2O

C11H24N2O

Conditions
ConditionsYield
In chloroform-d1 at 37℃; for 16h;
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

1-amino-4-hydroxy-2-(2'-hydroxyethoxy)-anthraquinone
17869-07-7

1-amino-4-hydroxy-2-(2'-hydroxyethoxy)-anthraquinone

C29H28N2O6

C29H28N2O6

Conditions
ConditionsYield
dibutyltin dilaurate In toluene at 90℃; for 2h; Heating / reflux;100%
2,7,9,14-tetraoxo-3,6,10,13-tetraoxa-1(1),8(1,4),15(1)-tribenzena-pentadecaphane-14,154-dicarboxylic acid bis-(2-hydroxy-ethyl ester)
16033-73-1

2,7,9,14-tetraoxo-3,6,10,13-tetraoxa-1(1),8(1,4),15(1)-tribenzena-pentadecaphane-14,154-dicarboxylic acid bis-(2-hydroxy-ethyl ester)

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

C58H60N2O16
1356927-82-6

C58H60N2O16

Conditions
ConditionsYield
With dibutyltin dilaurate In tetrahydrofuran at 80℃; for 5h; Inert atmosphere;100%
Bis(2-Hydroxyethyl)terephthalat
959-26-2

Bis(2-Hydroxyethyl)terephthalat

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

C38H44N2O8
1356927-80-4

C38H44N2O8

Conditions
ConditionsYield
With dibutyltin dilaurate In tetrahydrofuran at 80℃; for 5h; Inert atmosphere;100%
bis(2-hydroxy ethyl terephthaloyl) ethylene
2144-69-6

bis(2-hydroxy ethyl terephthaloyl) ethylene

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

C48H52N2O12
1356927-81-5

C48H52N2O12

Conditions
ConditionsYield
With dibutyltin dilaurate In tetrahydrofuran at 80℃; for 5h; Inert atmosphere;100%
N,N,N-trimethyl-N-(2-hydroxyethyl)ammonium bis(trifluoromethanesulfonyl)imide
827027-25-8

N,N,N-trimethyl-N-(2-hydroxyethyl)ammonium bis(trifluoromethanesulfonyl)imide

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

2-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]ethyltrimethylammonium bis(trifluoromethanesulfonyl)imide

2-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]ethyltrimethylammonium bis(trifluoromethanesulfonyl)imide

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 60℃; for 3h;98.37%
methanol
67-56-1

methanol

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

m-isopropenyl-α,α-dimethylbenzyl carbamic acid methyl ester
90826-32-7

m-isopropenyl-α,α-dimethylbenzyl carbamic acid methyl ester

Conditions
ConditionsYield
With dibutyltin dilaurate at 40 - 60℃; for 4h;98%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

1-amino-4-hydroxy-2-[2'-[4'-(2'-hydroxyethoxy)phenoxy]ethoxy]anthraquinone
17728-11-9

1-amino-4-hydroxy-2-[2'-[4'-(2'-hydroxyethoxy)phenoxy]ethoxy]anthraquinone

C37H36N2O8

C37H36N2O8

Conditions
ConditionsYield
Stage #1: 1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene; 1-amino-4-hydroxy-2-[2'-[4'-(2'-hydroxyethoxy)phenoxy]ethoxy]anthraquinone; dibutyltin dilaurate In toluene at 60 - 95℃; for 3.5h; Heating / reflux;
Stage #2: Heating / reflux;
97.5%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

C19H24N2O2S
644985-59-1

C19H24N2O2S

Conditions
ConditionsYield
dibutyltin dilaurate In toluene at 80℃; for 4.16667h;97%
pentaethylene glycol
2615-15-8

pentaethylene glycol

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

C38H56N2O9

C38H56N2O9

Conditions
ConditionsYield
With dibutyltin(II) dilaurate In tetrahydrofuran at 50℃;97%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

1-(12-hydroxydodecyl)pyridinium bis(trifluoromethanesulfonyl)imide

1-(12-hydroxydodecyl)pyridinium bis(trifluoromethanesulfonyl)imide

1-(12-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]dodecyl)pyridinium bis(trifluoromethanesulfonyl)imide

1-(12-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]dodecyl)pyridinium bis(trifluoromethanesulfonyl)imide

Conditions
ConditionsYield
With dibutyltin(II) dilaurate In acetonitrile at 60℃; for 5h;95.73%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

1-(2-hydroxy-2-methyl-propyl)-3-<1-(3-isopropenyl-phenyl)-1-methyl-ethyl>-urea

1-(2-hydroxy-2-methyl-propyl)-3-<1-(3-isopropenyl-phenyl)-1-methyl-ethyl>-urea

Conditions
ConditionsYield
In ethyl acetate at 0 - 22℃; for 24h;95%
2-(2-benzothiazolylthio)ethanol
4665-63-8

2-(2-benzothiazolylthio)ethanol

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

C22H24N2O2S2
644985-60-4

C22H24N2O2S2

Conditions
ConditionsYield
dibutyltin dilaurate In toluene at 80℃; for 4.16667h;95%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

(R)-quinuclidin-3-ol
25333-42-0

(R)-quinuclidin-3-ol

(R)-quinuclidin-3-yl 2-(3-(prop-1-en-2-yl)phenyl)propan-2-ylcarbamate
1401089-70-0

(R)-quinuclidin-3-yl 2-(3-(prop-1-en-2-yl)phenyl)propan-2-ylcarbamate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.75h;95%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

C31H43N3O4

C31H43N3O4

Conditions
ConditionsYield
With dibutyltin(II) dilaurate In tetrahydrofuran at 40℃;95%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

1-(6-hydroxyhexyl)pyridinium bis(trifluoromethanesulfonyl)imide

1-(6-hydroxyhexyl)pyridinium bis(trifluoromethanesulfonyl)imide

1-(6-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]hexyl)pyridinium bis(trifluoromethanesulfonyl)imide

1-(6-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]hexyl)pyridinium bis(trifluoromethanesulfonyl)imide

Conditions
ConditionsYield
With dibutyltin(II) dilaurate In acetonitrile at 60℃; for 5h;94.45%
isocyanic acid
75-13-8

isocyanic acid

1,3-bis(1-methylethenyl)-benzene
3748-13-8

1,3-bis(1-methylethenyl)-benzene

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

Conditions
ConditionsYield
With monoammonium para-toluenesulfonate In toluene
stannous octoate

stannous octoate

4-methoxy-phenol
150-76-5

4-methoxy-phenol

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

C19H30N2O

C19H30N2O

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

Conditions
ConditionsYield
In chloroform-d1 at 20℃; for 12h; Equilibrium constant;
Multi-step reaction with 3 steps
1: chloroform-d1 / 360 h / 20 °C
2: chloroform-d1 / 360 h / 20 °C
3: chloroform-d1 / 16 h / 37 °C
View Scheme
C18H28N2O

C18H28N2O

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: chloroform-d1 / 360 h / 20 °C
2: chloroform-d1 / 16 h / 37 °C
View Scheme
C18H28N2O

C18H28N2O

n-butyl isocyanide
111-36-4

n-butyl isocyanide

A

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

B

C11H24N2O

C11H24N2O

Conditions
ConditionsYield
In chloroform-d1 at 37℃; for 16h;
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

1-amino-4-hydroxy-2-(2'-hydroxyethoxy)-anthraquinone
17869-07-7

1-amino-4-hydroxy-2-(2'-hydroxyethoxy)-anthraquinone

C29H28N2O6

C29H28N2O6

Conditions
ConditionsYield
dibutyltin dilaurate In toluene at 90℃; for 2h; Heating / reflux;100%
2,7,9,14-tetraoxo-3,6,10,13-tetraoxa-1(1),8(1,4),15(1)-tribenzena-pentadecaphane-14,154-dicarboxylic acid bis-(2-hydroxy-ethyl ester)
16033-73-1

2,7,9,14-tetraoxo-3,6,10,13-tetraoxa-1(1),8(1,4),15(1)-tribenzena-pentadecaphane-14,154-dicarboxylic acid bis-(2-hydroxy-ethyl ester)

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

C58H60N2O16
1356927-82-6

C58H60N2O16

Conditions
ConditionsYield
With dibutyltin dilaurate In tetrahydrofuran at 80℃; for 5h; Inert atmosphere;100%
Bis(2-Hydroxyethyl)terephthalat
959-26-2

Bis(2-Hydroxyethyl)terephthalat

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

C38H44N2O8
1356927-80-4

C38H44N2O8

Conditions
ConditionsYield
With dibutyltin dilaurate In tetrahydrofuran at 80℃; for 5h; Inert atmosphere;100%
bis(2-hydroxy ethyl terephthaloyl) ethylene
2144-69-6

bis(2-hydroxy ethyl terephthaloyl) ethylene

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

C48H52N2O12
1356927-81-5

C48H52N2O12

Conditions
ConditionsYield
With dibutyltin dilaurate In tetrahydrofuran at 80℃; for 5h; Inert atmosphere;100%
2-hydroxy-N,N,N-trimethylethan-1-aminium bis((trifluoromethyl)sulfonyl)azanide
827027-25-8

2-hydroxy-N,N,N-trimethylethan-1-aminium bis((trifluoromethyl)sulfonyl)azanide

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

2-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]ethyltrimethylammonium bis(trifluoromethanesulfonyl)imide

2-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]ethyltrimethylammonium bis(trifluoromethanesulfonyl)imide

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 60℃; for 3h;98.37%
methanol
67-56-1

methanol

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

m-isopropenyl-α,α-dimethylbenzyl carbamic acid methyl ester
90826-32-7

m-isopropenyl-α,α-dimethylbenzyl carbamic acid methyl ester

Conditions
ConditionsYield
With dibutyltin dilaurate at 40 - 60℃; for 4h;98%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

1-amino-4-hydroxy-2-[2'-[4'-(2'-hydroxyethoxy)phenoxy]ethoxy]anthraquinone
17728-11-9

1-amino-4-hydroxy-2-[2'-[4'-(2'-hydroxyethoxy)phenoxy]ethoxy]anthraquinone

C37H36N2O8

C37H36N2O8

Conditions
ConditionsYield
Stage #1: 1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene; 1-amino-4-hydroxy-2-[2'-[4'-(2'-hydroxyethoxy)phenoxy]ethoxy]anthraquinone; dibutyltin dilaurate In toluene at 60 - 95℃; for 3.5h; Heating / reflux;
Stage #2: Heating / reflux;
97.5%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

C19H24N2O2S
644985-59-1

C19H24N2O2S

Conditions
ConditionsYield
dibutyltin dilaurate In toluene at 80℃; for 4.16667h;97%
pentaethylene glycol
2615-15-8

pentaethylene glycol

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

C38H56N2O9

C38H56N2O9

Conditions
ConditionsYield
With dibutyltin(II) dilaurate In tetrahydrofuran at 50℃;97%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

1-(12-hydroxydodecyl)pyridinium bis(trifluoromethanesulfonyl)imide

1-(12-hydroxydodecyl)pyridinium bis(trifluoromethanesulfonyl)imide

1-(12-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]dodecyl)pyridinium bis(trifluoromethanesulfonyl)imide

1-(12-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]dodecyl)pyridinium bis(trifluoromethanesulfonyl)imide

Conditions
ConditionsYield
With dibutyltin(II) dilaurate In acetonitrile at 60℃; for 5h;95.73%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

1-(2-hydroxy-2-methyl-propyl)-3-<1-(3-isopropenyl-phenyl)-1-methyl-ethyl>-urea

1-(2-hydroxy-2-methyl-propyl)-3-<1-(3-isopropenyl-phenyl)-1-methyl-ethyl>-urea

Conditions
ConditionsYield
In ethyl acetate at 0 - 22℃; for 24h;95%
2-(2-benzothiazolylthio)ethanol
4665-63-8

2-(2-benzothiazolylthio)ethanol

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

C22H24N2O2S2
644985-60-4

C22H24N2O2S2

Conditions
ConditionsYield
dibutyltin dilaurate In toluene at 80℃; for 4.16667h;95%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

(R)-quinuclidin-3-ol
25333-42-0

(R)-quinuclidin-3-ol

(R)-quinuclidin-3-yl 2-(3-(prop-1-en-2-yl)phenyl)propan-2-ylcarbamate
1401089-70-0

(R)-quinuclidin-3-yl 2-(3-(prop-1-en-2-yl)phenyl)propan-2-ylcarbamate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.75h;95%
N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

C31H43N3O4

C31H43N3O4

Conditions
ConditionsYield
With dibutyltin(II) dilaurate In tetrahydrofuran at 40℃;95%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

1-(6-hydroxyhexyl)pyridinium bis(trifluoromethanesulfonyl)imide

1-(6-hydroxyhexyl)pyridinium bis(trifluoromethanesulfonyl)imide

1-(6-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]hexyl)pyridinium bis(trifluoromethanesulfonyl)imide

1-(6-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]hexyl)pyridinium bis(trifluoromethanesulfonyl)imide

Conditions
ConditionsYield
With dibutyltin(II) dilaurate In acetonitrile at 60℃; for 5h;94.45%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

1-(10-hydroxydecyl)pyridinium bis(trifluoromethanesulfonyl)imide

1-(10-hydroxydecyl)pyridinium bis(trifluoromethanesulfonyl)imide

1-(10-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]decyl)pyridinium bis(trifluoromethanesulfonyl)imide

1-(10-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]decyl)pyridinium bis(trifluoromethanesulfonyl)imide

Conditions
ConditionsYield
With dibutyltin(II) dilaurate In acetonitrile at 60℃; for 3h;94.4%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

octakis(dimethylsiloxy)octasilsesquioxane

octakis(dimethylsiloxy)octasilsesquioxane

octakis(m-isopropenyl-α,α'-dimethylbenzyl isocyanatodimethylsiloxy)octasilsesquioxane

octakis(m-isopropenyl-α,α'-dimethylbenzyl isocyanatodimethylsiloxy)octasilsesquioxane

Conditions
ConditionsYield
platinum divinyltetramethyldisiloxane In tetrahydrofuran for 48h; Heating;94%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

C32H44N2O6

C32H44N2O6

Conditions
ConditionsYield
With dibutyltin(II) dilaurate In tetrahydrofuran at 45℃;93%
C19H19N5O3

C19H19N5O3

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

C32H34N6O4

C32H34N6O4

Conditions
ConditionsYield
dibutyltin dilaurate In toluene at 90 - 100℃; for 1.25h;92%
1-(2-hydroxyethyl)pyridinium bis(trifluoromethanesulfonyl)azanide
752260-02-9

1-(2-hydroxyethyl)pyridinium bis(trifluoromethanesulfonyl)azanide

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

1-(2-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]ethyl)pyridinium bis(trifluoromethanesulfonyl)imide

1-(2-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]ethyl)pyridinium bis(trifluoromethanesulfonyl)imide

Conditions
ConditionsYield
With dibutyltin(II) dilaurate In acetonitrile at 60℃; for 5h;92%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

1-(2-hydroxyethyl)-3-methylimidazolium bis((trifluoromethane)sulfonyl)amide

1-(2-hydroxyethyl)-3-methylimidazolium bis((trifluoromethane)sulfonyl)amide

1-(2-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]ethyl)-3-methylimidazolium bis(trifluoromethanesulfonyl)imide

1-(2-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]ethyl)-3-methylimidazolium bis(trifluoromethanesulfonyl)imide

Conditions
ConditionsYield
With dibutyltin(II) dilaurate In acetonitrile at 60℃; for 5h;91.45%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

A

C15H21NO2S
1353004-58-6

C15H21NO2S

B

C15H21NO2S
1353004-59-7

C15H21NO2S

Conditions
ConditionsYield
With triethylamine In toluene at 50 - 78℃; for 3h; Inert atmosphere;A 91%
B 9%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

trans-4-aminocyclohexanol hydrochloride
50910-54-8

trans-4-aminocyclohexanol hydrochloride

trans-1-(4-hydroxy-cycIohexyl)-3-[1-(3-isopropenyl)-1-methyl-ethyl]-urea
1114507-88-8

trans-1-(4-hydroxy-cycIohexyl)-3-[1-(3-isopropenyl)-1-methyl-ethyl]-urea

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 0 - 20℃;89%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

4-chloro-m-anisidine
13726-14-2

4-chloro-m-anisidine

1-(4-chloro-3-methoxyphenyl)-3-(2-(3-(prop-1-en-2-yl)phenyl)propan-2-yl)urea
1397293-07-0

1-(4-chloro-3-methoxyphenyl)-3-(2-(3-(prop-1-en-2-yl)phenyl)propan-2-yl)urea

Conditions
ConditionsYield
In dichloromethane at 0℃; Inert atmosphere;89%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

choline chloride
67-48-1

choline chloride

2-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]ethyltrimethylammonium chloride

2-[N-(m-isopropenyl-α,α-dimethylbenzyl)carbamoyloxy]ethyltrimethylammonium chloride

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 60℃; for 3h;87.6%
4-tert-Butylaniline
769-92-6

4-tert-Butylaniline

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

1-(4-(tert-butyl)phenyl)-3-(2-(3-(prop-1-en-2-yl)phenyl)propan-2-yl)urea
1397293-05-8

1-(4-(tert-butyl)phenyl)-3-(2-(3-(prop-1-en-2-yl)phenyl)propan-2-yl)urea

Conditions
ConditionsYield
In dichloromethane at 0℃; Inert atmosphere;87%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

N-(2-(3-(prop-1-en-2-yl)phenyl)propan-2-yl)formamide

N-(2-(3-(prop-1-en-2-yl)phenyl)propan-2-yl)formamide

Conditions
ConditionsYield
With zirconocene dichloride; lithium tri-t-butoxyaluminum hydride In tetrahydrofuran; 2-methyltetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere; chemoselective reaction;87%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

benzylamine
100-46-9

benzylamine

1-(3-isopropenyl-α,α-dimethylbenzyl)-3-(benzyl)urea

1-(3-isopropenyl-α,α-dimethylbenzyl)-3-(benzyl)urea

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;85%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

4-methoxy-aniline
104-94-9

4-methoxy-aniline

1-(4-methoxyphenyl)-3-(2-(3-(prop-1-en-2-yl)phenyl)propan-2-yl)urea
330946-27-5

1-(4-methoxyphenyl)-3-(2-(3-(prop-1-en-2-yl)phenyl)propan-2-yl)urea

Conditions
ConditionsYield
In dichloromethane at 0℃; Inert atmosphere;85%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

3-chloro-aniline
108-42-9

3-chloro-aniline

1-(3-chlorophenyl)-3-(2-(3-(prop-1-en-2-yl)phenyl)propan-2-yl)urea
433702-35-3

1-(3-chlorophenyl)-3-(2-(3-(prop-1-en-2-yl)phenyl)propan-2-yl)urea

Conditions
ConditionsYield
In dichloromethane at 0℃; Inert atmosphere;83%

2094-99-7Relevant articles and documents

Hydrolyzable polyureas bearing hindered urea bonds

Ying, Hanze,Cheng, Jianjun

supporting information, p. 16974 - 16977 (2015/02/02)

Hydrolyzable polymers are widely used materials that have found numerous applications in biomedical, agricultural, plastic, and packaging industrials. They usually contain ester and other hydrolyzable bonds, such as anhydride, acetal, ketal, or imine, in their backbone structures. Here, we report the first design of hydrolyzable polyureas bearing dynamic hindered urea bonds (HUBs) that can reversibly dissociate to bulky amines and isocyanates, the latter of which can be further hydrolyzed by water, driving the equilibrium to facilitate the degradation of polyureas. Polyureas bearing 1-tert-butyl-1-ethylurea bonds that show high dynamicity (high bond dissociation rate), in the form of either linear polymers or cross-linked gels, can be completely degraded by water under mild conditions. Given the simplicity and low cost for the production of polyureas by simply mixing multifunctional bulky amines and isocyanates, the versatility of the structures, and the tunability of the degradation profiles of HUB-bearing polyureas, these materials are potentially of very broad applications.

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