Welcome to LookChem.com Sign In|Join Free

CAS

  • or

3958-60-9

Post Buying Request

3958-60-9 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

3958-60-9 Usage

Chemical Properties

white to light yellow crystal powde

Uses

Different sources of media describe the Uses of 3958-60-9 differently. You can refer to the following data:
1. 2-Nitrobenzyl bromide is used in the preparation of S-2-nitrobenzyl-cysteine by reaction with L-cysteine. It is also used for the introduction of the 2-nitrobenzyl protecting group in organic synthesis. It plays an important role in the production of expectorant agent. Further, it is employed for caging unprotected cysteine-containing or thiophosphorylated peptides in aqueous solution. In addition to this, it is used in the preparation of (R)- and (S)-3-amino-3,4-dihydro-1H-quinolin-2-one.
2. 2-Nitrobenzyl bromide was used for caging unprotected cysteine-containing or thiophosphorylated peptides in aqueous solution. It can be used in the synthesis of (R)- and (S)-3-amino-3,4-dihydro-1H-quinolin-2-one.

Biochem/physiol Actions

2-Nitrobenzyl bromide reacts with L-cysteine to form S-2-nitrobenzyl-cysteine which was used for modification of ultra-low-gelling-temperature (ULGT) agarose.

Check Digit Verification of cas no

The CAS Registry Mumber 3958-60-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,9,5 and 8 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 3958-60:
(6*3)+(5*9)+(4*5)+(3*8)+(2*6)+(1*0)=119
119 % 10 = 9
So 3958-60-9 is a valid CAS Registry Number.
InChI:InChI=1/C7H6BrNO2/c8-5-6-3-1-2-4-7(6)9(10)11/h1-4H,5H2

3958-60-9 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (N0404)  2-Nitrobenzyl Bromide  >98.0%(GC)

  • 3958-60-9

  • 5g

  • 290.00CNY

  • Detail
  • TCI America

  • (N0404)  2-Nitrobenzyl Bromide  >98.0%(GC)

  • 3958-60-9

  • 25g

  • 980.00CNY

  • Detail
  • Alfa Aesar

  • (A13127)  2-Nitrobenzyl bromide, 98+%   

  • 3958-60-9

  • 5g

  • 213.0CNY

  • Detail
  • Alfa Aesar

  • (A13127)  2-Nitrobenzyl bromide, 98+%   

  • 3958-60-9

  • 25g

  • 603.0CNY

  • Detail
  • Alfa Aesar

  • (A13127)  2-Nitrobenzyl bromide, 98+%   

  • 3958-60-9

  • 100g

  • 2049.0CNY

  • Detail
  • Aldrich

  • (107794)  2-Nitrobenzylbromide  98%

  • 3958-60-9

  • 107794-5G

  • 380.25CNY

  • Detail
  • Aldrich

  • (107794)  2-Nitrobenzylbromide  98%

  • 3958-60-9

  • 107794-25G

  • 1,079.91CNY

  • Detail

3958-60-9Synthetic route

1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

Conditions
ConditionsYield
With dihydrogen peroxide; bromine In dichloromethane; water for 4h; Reflux;100%
Stage #1: 1-methyl-2-nitrobenzene With 2,2'-azobis(isobutyronitrile) In 1,2-dichloro-ethane for 0.333333h;
Stage #2: With hydrogen bromide; dihydrogen peroxide In 1,2-dichloro-ethane at 72 - 75℃; for 2h; Solvent; Temperature;
98.5%
With sodium hypochlorite; 2,2'-azobis(isobutyronitrile); hydrogen bromide In chlorobenzene at 85℃; for 7h; Temperature; Solvent;97%
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

Conditions
ConditionsYield
With 4-aminophenyl diphenylphosphinite; bromine In dichloromethane at 20℃; for 0.416667h;97%
With carbon tetrabromide; triphenylphosphine In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;94%
With phosphorus tribromide In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;76%
1-(methoxymethyl)-2-nitrobenzene
38177-30-9

1-(methoxymethyl)-2-nitrobenzene

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

Conditions
ConditionsYield
With hydrogen bromide; acetic acid at 65℃; for 2h; Inert atmosphere;95.1%
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

ammonium acetate
631-61-8

ammonium acetate

A

acetic acid 2-nitro-benzyl ester
77376-01-3

acetic acid 2-nitro-benzyl ester

B

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

Conditions
ConditionsYield
With N-Bromosuccinimide; triphenylphosphine In acetonitrile at 20℃; for 12h; Cooling with ice;A 78%
B 15%
tetrachloromethane
56-23-5

tetrachloromethane

N-Bromosuccinimide
128-08-5

N-Bromosuccinimide

1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

dibenzoyl peroxide
94-36-0

dibenzoyl peroxide

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

A

o-nitro-α,α-dibromomethylbenzene
65962-15-4

o-nitro-α,α-dibromomethylbenzene

B

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

Conditions
ConditionsYield
With bromine In tetrachloromethane Heating; Irradiation;A 41 % Chromat.
B 52 % Chromat.
2-nitrobenzyl iodide
29872-21-7

2-nitrobenzyl iodide

bis(triphenylphosphoranylidene)ammonium bromide
20545-30-6

bis(triphenylphosphoranylidene)ammonium bromide

A

bis(triphenylphosphoranylidene)ammonium iodide

bis(triphenylphosphoranylidene)ammonium iodide

B

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

Conditions
ConditionsYield
In acetonitrile at 25℃; Equilibrium constant;
2-nitrobenzyl selenocyanate
91997-40-9

2-nitrobenzyl selenocyanate

bis(triphenylphosphoranylidene)ammonium bromide
20545-30-6

bis(triphenylphosphoranylidene)ammonium bromide

A

(PPN)SeCN

(PPN)SeCN

B

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

Conditions
ConditionsYield
In acetonitrile at 25℃; Rate constant; Equilibrium constant;
2-nitrobenzyl thiocyanate
85071-27-8

2-nitrobenzyl thiocyanate

bis(triphenylphosphoranylidene)ammonium bromide
20545-30-6

bis(triphenylphosphoranylidene)ammonium bromide

A

bis(triphenylphosphine)iminium chloride
21050-13-5

bis(triphenylphosphine)iminium chloride

B

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

Conditions
ConditionsYield
In acetonitrile at 25℃; Rate constant; Equilibrium constant;
2-nitrobenzyl chloride
612-23-7

2-nitrobenzyl chloride

bis(triphenylphosphoranylidene)ammonium bromide
20545-30-6

bis(triphenylphosphoranylidene)ammonium bromide

A

bis(triphenylphosphine)iminium chloride
21050-13-5

bis(triphenylphosphine)iminium chloride

B

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

Conditions
ConditionsYield
In acetonitrile at 25℃; Equilibrium constant;
1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

bromine
7726-95-6

bromine

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

Conditions
ConditionsYield
Stage #1: 1-methyl-2-nitrobenzene With 2,2'-azobis(isobutyronitrile) In water; 1,2-dichloro-ethane at 65℃; for 0.25h;
Stage #2: bromine In water; 1,2-dichloro-ethane for 3.5h;
Stage #3: With dihydrogen peroxide In water; 1,2-dichloro-ethane for 3h;
triphenylphosphine
603-35-0

triphenylphosphine

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

(2-nitrobenzyl)triphenylphosphonium bromide
23308-83-0

(2-nitrobenzyl)triphenylphosphonium bromide

Conditions
ConditionsYield
In acetonitrile for 4.5h; Reflux;100%
In acetonitrile for 4.5h; Reflux;100%
In toluene at 100℃; for 24h;99%
2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

triethyl phosphite
122-52-1

triethyl phosphite

diethyl 2-nitrobenzylphosphonate
4914-12-9

diethyl 2-nitrobenzylphosphonate

Conditions
ConditionsYield
In toluene for 24h; Inert atmosphere; Reflux;100%
at 110℃;97%
In toluene at 120℃; for 24h; Inert atmosphere;97%
2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

exo-7-oxabicyclo[2.2.1]hept-4-ene-2,3-dicarboximide
6253-28-7, 19878-26-3, 42074-03-3

exo-7-oxabicyclo[2.2.1]hept-4-ene-2,3-dicarboximide

2-(2-nitrobenzyl)-3α,4,7,7α-tetrahydro-4,7-epoxy-1H-isoindole-1,3(2H)-dione

2-(2-nitrobenzyl)-3α,4,7,7α-tetrahydro-4,7-epoxy-1H-isoindole-1,3(2H)-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 1.5h; Substitution;100%
2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

potassium thioacetate
10387-40-3

potassium thioacetate

1-{[(2-nitrophenyl)methyl]sulfanyl}ethan-1-one

1-{[(2-nitrophenyl)methyl]sulfanyl}ethan-1-one

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; Inert atmosphere;100%
In dimethyl sulfoxide at 20℃; for 24h;
[4-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-3-methylphenoxy]acetic acid benzyl ester
942948-71-2

[4-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-3-methylphenoxy]acetic acid benzyl ester

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

{3-methyl-4-[6-(2-nitrobenzyloxy)-3-oxo-3H-xanthen-9-yl]phenoxy}acetic acid benzyl ester
942948-72-3

{3-methyl-4-[6-(2-nitrobenzyloxy)-3-oxo-3H-xanthen-9-yl]phenoxy}acetic acid benzyl ester

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;100%
Methyl thioglycolate
2365-48-2

Methyl thioglycolate

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

(2-nitro-benzylsulfanyl)-acetic acid methyl ester
110035-67-1

(2-nitro-benzylsulfanyl)-acetic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetone for 4h; Heating / reflux;100%
With sodium hydride In tetrahydrofuran at 20℃; for 2h;99%
aqueous ethylamine

aqueous ethylamine

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

N-(2-nitrobenzyl)ethanamine
186797-08-0

N-(2-nitrobenzyl)ethanamine

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water100%
2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

(S)-3-benzyl-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
884492-66-4

(S)-3-benzyl-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one

(S)-3-benzyl-1-(2-nitrobenzyl)-5-phenyl-1H-benzo[e][1,4]-diazepin-2(3H)-one
1289116-77-3

(S)-3-benzyl-1-(2-nitrobenzyl)-5-phenyl-1H-benzo[e][1,4]-diazepin-2(3H)-one

Conditions
ConditionsYield
Stage #1: (S)-3-benzyl-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one With sodium hydride In N,N-dimethyl-formamide for 1.5h; Inert atmosphere;
Stage #2: 2-nitrophenylmethyl bromide In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
100%
1-hydroxy-3,6,7-tris(methoxymethoxy)-9H-xanthen-9-one
1314917-55-9

1-hydroxy-3,6,7-tris(methoxymethoxy)-9H-xanthen-9-one

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

C26H25NO11
1314917-88-8

C26H25NO11

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 6h;100%
2,4-Dichlorophenoxyacetic acid
94-75-7

2,4-Dichlorophenoxyacetic acid

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

2,4-D 2-nitrobenzyl ester
1430102-89-8

2,4-D 2-nitrobenzyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 73℃;100%
2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

4-(benzofuran-2-yl)pyridine
7035-04-3

4-(benzofuran-2-yl)pyridine

N-(2-nitrobenzyl)-4-(benzofuran-2-yl)pyridinium bromide

N-(2-nitrobenzyl)-4-(benzofuran-2-yl)pyridinium bromide

Conditions
ConditionsYield
In acetonitrile Reflux;100%
2-pyrrole aldehyde
1003-29-8

2-pyrrole aldehyde

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

1-(2-Nitrobenzyl)-2-pyrrolecarboxaldehyde
22162-51-2

1-(2-Nitrobenzyl)-2-pyrrolecarboxaldehyde

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide for 4h;100%
With potassium carbonate In tetrahydrofuran for 5h; Solvent; Reagent/catalyst; Reflux;92%
With sodium hydride In N,N-dimethyl-formamide; mineral oil
With sodium hydride In 2-pyrrole aldehyde; N,N-dimethyl-formamide; mineral oil
2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

6-Chloro-1-(4-methoxy-benzyl)-1H-pyrimidine-2,4-dione

6-Chloro-1-(4-methoxy-benzyl)-1H-pyrimidine-2,4-dione

6-Chloro-1-(4-methoxy-benzyl)-3-(2-nitro-benzyl)-1H-pyrimidine-2,4-dione

6-Chloro-1-(4-methoxy-benzyl)-3-(2-nitro-benzyl)-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
With lithium hydride In N,N-dimethyl-formamide Ambient temperature;99%
5,5-dimethylthiazolidine-2,4-dione
3324-15-0

5,5-dimethylthiazolidine-2,4-dione

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

5,5-dimethyl-3-(2-nitrobenzyl)thiazolidine-2,4-dione
907994-41-6

5,5-dimethyl-3-(2-nitrobenzyl)thiazolidine-2,4-dione

Conditions
ConditionsYield
With ammonium chloride In N-methyl-acetamide99%
In N,N-dimethyl-formamide at 60℃; for 0.5h;99%
Ac-T(4-SH-Phe)PN-NH2
1354453-80-7

Ac-T(4-SH-Phe)PN-NH2

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

Ac-T(4-S-(2-nitrobenzyl)-Phe)PN-NH2
1354454-08-2

Ac-T(4-S-(2-nitrobenzyl)-Phe)PN-NH2

Conditions
ConditionsYield
In acetonitrile at 20℃; for 1h; pH=8; aq. phosphate buffer;99%
8-chlorotheophylline
85-18-7

8-chlorotheophylline

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

8-chloro-1,3-dimethyl-7-(2-nitrobenzyl)-3,7-dihydropurine-2,6-dione
346597-07-7

8-chloro-1,3-dimethyl-7-(2-nitrobenzyl)-3,7-dihydropurine-2,6-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;99%
N-hydroxyphthalimide
524-38-9

N-hydroxyphthalimide

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

2-(2-nitrobenzyloxy)isoindoline-1,3-dione
30777-83-4

2-(2-nitrobenzyloxy)isoindoline-1,3-dione

Conditions
ConditionsYield
With sodium acetate In N,N-dimethyl-formamide at 80℃; for 14h; Inert atmosphere;99%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25 - 70℃; for 2h; Inert atmosphere;93%
(R)-2-acetylamino-N-benzyl-3-mercaptopropionamide
215598-85-9

(R)-2-acetylamino-N-benzyl-3-mercaptopropionamide

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

C19H21N3O4S

C19H21N3O4S

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃; for 2h; Inert atmosphere;99%
C38H35F2N10O9PS*C6H15N

C38H35F2N10O9PS*C6H15N

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

C45H40F2N11O11PS

C45H40F2N11O11PS

Conditions
ConditionsYield
In acetonitrile at 20℃; for 23h;99%
L-N-Boc-Ala
15761-38-3

L-N-Boc-Ala

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

N-Boc-L-alanine (o-nitro)benzyl ester
144619-16-9

N-Boc-L-alanine (o-nitro)benzyl ester

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In benzene at 80℃; for 1h;98%
sodium 4-methylbenzenesulfinate
824-79-3

sodium 4-methylbenzenesulfinate

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

1-nitro-2-(tosylmethyl)benzene
61081-33-2

1-nitro-2-(tosylmethyl)benzene

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 0.166667h; Heating;98%
With polysorbate-80 In water; acetone; benzene for 4h; Heating;62%
In water; N,N-dimethyl-formamide for 0.025h; Ambient temperature; Irradiation;58%
piperazine
110-85-0

piperazine

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

1,4-bis(o-nitrobenzyl)-1,4-diazacyclohexane
133795-21-8

1,4-bis(o-nitrobenzyl)-1,4-diazacyclohexane

Conditions
ConditionsYield
With potassium hydroxide In toluene at 60℃; for 5h;98%
2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

1,3-bis(methylamino)propane
111-33-1

1,3-bis(methylamino)propane

N,N'-bis(2-nitrobenzyl)-N,N'-dimethyl-1,3-diaminopropane
256487-82-8

N,N'-bis(2-nitrobenzyl)-N,N'-dimethyl-1,3-diaminopropane

Conditions
ConditionsYield
With potassium hydroxide In toluene at 60℃; for 24h; Alkylation;98%
vanillin
121-33-5

vanillin

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

3-methoxy-4-(o-nitrobenzyloxy)benzaldehyde
331463-81-1

3-methoxy-4-(o-nitrobenzyloxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;98%
With potassium carbonate; sodium iodide In acetonitrile Heating;83%
Methyl 4-hydroxyphenylacetate
14199-15-6

Methyl 4-hydroxyphenylacetate

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

methyl {4-[(2-nitrobenzyl)oxy]phenyl}acetate
907948-89-4

methyl {4-[(2-nitrobenzyl)oxy]phenyl}acetate

Conditions
ConditionsYield
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 20℃;98%
methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

methyl (2-nitrophenyl)acetate
30095-98-8

methyl (2-nitrophenyl)acetate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; C52H46O2P2Pd2; triphenylphosphine at 60℃; for 2h; Conversion of starting material;98%

3958-60-9Relevant articles and documents

A photo-degradable injectable self-healing hydrogel based on star poly(ethylene glycol)-: B -polypeptide as a potential pharmaceuticals delivery carrier

Zhao, Dinglei,Tang, Quan,Zhou, Qiang,Peng, Kang,Yang, Haiyang,Zhang, Xingyuan

, p. 7420 - 7428 (2018)

As one of the most promising biomaterials, injectable self-healing hydrogels have found broad applications in a number of fields such as local drug delivery. However, controlled release of drugs in hydrogels is still difficult to realize up to now. Here, we report a novel photo-degradable injectable self-healing hydrogel based on the hydrophobic interaction of a biocompatible four-arms star polymer, poly(ethylene glycol)-b-poly(γ-o-nitrobenzyl-l-glutamate). The hydrophobic interaction between poly(γ-o-nitrobenzyl-l-glutamate) not only connects poly(ethylene glycol)-b-poly(γ-o-nitrobenzyl-l-glutamate) together with a crosslink but also provides a hydrophobic domain to encapsulate hydrophobic pharmaceuticals such as doxorubicin (DOX). Due to the dynamic character of the hydrophobic interaction, the hydrogel exhibits excellent injectable and self-healing ability. In particular, the photolabile o-nitribenzyl ester group is cleaved under UV irradiation. As a result, the hydrophobic domain transforms into the hydrophilic one and the embedded DOX is released effectively. An increasing release ratio of DOX dramatically enhances the apoptosis ratio of HeLa cells. We expect these attractive properties may be beneficial to practical applications of the hydrogel as an effective local drug delivery means in a truly physiological environment.

NovelN-transfer reagent for converting α-amino acid derivatives to α-diazo compounds

Lu, Guan-Han,Huang, Tzu-Chia,Hsueh, Hsiao-Chin,Yang, Shin-Cherng,Cho, Ting-Wei,Chou, Ho-Hsuan

supporting information, p. 4839 - 4842 (2021/05/25)

A novel universalN-transfer reagent for direct and effective transformation of α-amino ketones, acetamides, and esters to the corresponding α-diazo products under mild basic conditions has been developed. This one-step synthetic approach not only allows for generation of α-substituted-α-diazo carbonyl compounds from α-amino acid derivatives but also permits preparation of α-diazo dipeptides fromN-terminal dipeptides (32 examples, up to 91%).

Ethylene homo- and copolymerization catalyzed by vanadium, zirconium, and titanium complexes having potentially tridentate Schiff base ligands

Bia?ek, Marzena,Fryga, Julia,Hajdasz, Natalia,Matsko, Mikhail A.,Spaleniak, Grzegorz

, p. 184 - 194 (2021/07/09)

New potentially tridentate Schiff base ligands, 2-[({4-[(3-N,N-dimethylamino)propyl] phenyl}imino)methyl]-4,6-di-tert-butylphenol (L1H) and 2-[{2-(N-phenyl-N-methylaminomethyl)-phenylimino}-methyl]-4,6-di-tert-butylophenol (L2H) were prepared and after deprotonation they were reacted with VOCl3 or MCl4 (where M = Zr or Ti) to produce corresponding complexes (L1-V, L2-V, L1-Zr, L2-Ti) with good yields. All new compounds were characterized by the 1H and 13C NMR as well as FTIR spectroscopic methods. Upon activation with Et2AlCl or EtAlCl2, both the vanadium complexes exhibited exceptionally high catalytic activities in the ethylene polymerization (up to 69,000 kg/(molV?h) for L1-V and 101,500 kg/(molV?h) for L2-V) and remarkable thermal stability, and they produced UHMWPE. The complexes of group 4 metals were tested in the ethylene polymerization in conjunction with MMAO and Al(iBu)3/Ph3CB(C6F5)4, and L1-Zr was highly active (11,300 kg/(molZr?h)) and L2-Ti was moderately active (750 kg/(molTi?h)) when activated with MMAO. Furthermore, L1-2-V/EtAlCl2 systems were found to be very efficient in 1-octene incorporation and they produced copolymers with narrow chemical composition distributions and very narrow molecular weight distributions (Mw/Mn ≈ 2). In contrast to them, the catalysts based on titanium and zirconium complexes in conjunction with Al(iBu)3/Ph3CB(C6F5)4 gave copolymers with very broad comonomer and molecular weight distributions as well as with high molecular weights (Mw = 440,000–690,000 g/mol). It was also found that the chain transfer mechanism involved in the copolymerization process in the presence of vanadium and group 4 metal complexes was different.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 3958-60-9