Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

4-Nitrobenzyl chloroformate

Related Products

Hot Products

Basic Information Post buying leads Suppliers
Name

4-Nitrobenzyl chloroformate

EINECS 224-708-6
CAS No. 4457-32-3 Density 1.447 g/cm3
PSA 72.12000 LogP 2.99340
Solubility N/A Melting Point 32 °C
Formula C8H6ClNO4 Boiling Point 330.8 °C at 760 mmHg
Molecular Weight 215.593 Flash Point 153.8 °C
Transport Information UN 3261 8/PG 2 Appearance off-white to pale yellow powder
Safety 26-36/37/39-45-38-28A-27 Risk Codes 34-37-23/24/25-36/37
Molecular Structure Molecular Structure of 4457-32-3 (4-Nitrobenzyl chloroformate) Hazard Symbols CorrosiveC, ToxicT
Synonyms

Formicacid, chloro-, p-nitrobenzyl ester (7CI,8CI);4-Nitrobenzyloxycarbonyl chloride;p-Nitrobenzyl chloroformate;p-Nitrobenzyloxycarbonyl chloride;p-Nitrocarbobenzoxy chloride;

 

4-Nitrobenzyl chloroformate Synthetic route

75-44-5

phosgene

619-73-8

4-nitrobenzyl chloride

4457-32-3

4-nitrobenzyl chloroformate

Conditions
ConditionsYield
In dichloromethane at 20 - 25℃; for 50h;98%
With chloroform at 60 - 65℃; im geschlossenen Rohr;
With 1,4-dioxane
619-73-8

4-nitrobenzyl chloride

503-38-8

trichloromethyl chloroformate

4457-32-3

4-nitrobenzyl chloroformate

Conditions
ConditionsYield
With dmap In toluene at 20℃; for 24h;
609-36-9

rac-Pro-OH

4457-32-3

4-nitrobenzyl chloroformate

347386-12-3

1-(4-nitrobenzyloxycarbonyl)pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In 1,4-dioxane; water at 0 - 20℃; Shotten-Baumann reaction;100%
68282-55-3

2-benzyl-1H-imidazole-4-carbaldehyde

4457-32-3

4-nitrobenzyl chloroformate

623906-05-8

2-benzyl-4-formylimidazole-1-carboxylic acid 4-nitrobenzyl ester

Conditions
ConditionsYield
With sodium hydrogencarbonate In 1,4-dioxane; water at 0℃; for 2.5h;100%
With sodium bicarbonate In 1,4-dioxane; water100%
With sodium hydrogencarbonate In 1,4-dioxane; water at 0℃; for 2.5h;100%
5625-67-2

2-Ketopiperazine

4457-32-3

4-nitrobenzyl chloroformate

623564-23-8

4-p-nitrobenzyloxycarbonyl-2-ketopiperazine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane; dichloromethane at 0℃; for 0.5h;100%
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane; dichloromethane at 0℃; for 0.5h;100%
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane; dichloromethane at 0℃; for 0.5h;100%
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane; dichloromethane; water
1322746-31-5

(S)-2-tert-butyloxycarbonylamino-4-(piperidin-4-yl)butanoic acid methyl ester

4457-32-3

4-nitrobenzyl chloroformate

1322746-32-6

(S)-2-tert-butyloxycarbonylamino-4-(1-(4-nitrobenzyloxy)carbonylpiperidin-4-yl)butanoic acid methyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 1.5h; pH=8 - 9;100%

C11H17N3O4

4457-32-3

4-nitrobenzyl chloroformate

8-(tert-butyl) 7-(4-nitrobenzyl) (5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 12h; Inert atmosphere;100%

C11H17N3O4

4457-32-3

4-nitrobenzyl chloroformate

8-(tert-butyl) 7-(4-nitrobenzyl) (5R,8S)-2,4-dioxo-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 12h; Inert atmosphere;100%

C11H17N3O4

4457-32-3

4-nitrobenzyl chloroformate

8-(tert-butyl) 7-(4-nitrobenzyl) (5S,8R)-2,4-dioxo-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 12h; Inert atmosphere;100%

C11H17N3O4

4457-32-3

4-nitrobenzyl chloroformate

8-(tert-butyl) 7-(4-nitrobenzyl) (5R,8R)-2,4-dioxo-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 12h; Inert atmosphere;100%

4-Nitrobenzyl chloroformate Specification

The IUPAC name of 4-Nitrobenzyl chloroformate is (4-nitrophenyl)methyl carbonochloridate. With the CAS registry number 4457-32-3 and EINECS 224-708-6, it is also named as Carbonochloridic acid, (4-nitrophenyl)methyl ester. The product's categories are Benzene Derivatives; Active Esters / Additives; Coupling; Peptide Synthesis. It is off-white to pale yellow powder which is stable, but moisture-sensitive. Additionally, this chemical should be sealed in the container, avoided direct sunshine and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.42; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.42; (4)ACD/LogD (pH 7.4): 2.42; (5)ACD/BCF (pH 5.5): 40.35; (6)ACD/BCF (pH 7.4): 40.35; (7)ACD/KOC (pH 5.5): 490.96; (8)ACD/KOC (pH 7.4): 490.96; (9)#H bond acceptors: 5; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 72.12 Å2; (13)Index of Refraction: 1.571; (14)Molar Refractivity: 48.97 cm3; (15)Molar Volume: 148.9 cm3; (16)Surface Tension: 53.3 dyne/cm; (17)Enthalpy of Vaporization: 57.34 kJ/mol; (18)Vapour Pressure: 0.000163 mmHg at 25°C; (19)Rotatable Bond Count: 3; (20)Exact Mass: 214.998535; (21)MonoIsotopic Mass: 214.998535; (22)Topological Polar Surface Area: 72.1; (23)Heavy Atom Count: 14; (24)Complexity: 220.

Preparation of 4-Nitrobenzyl chloroformate: It can be obtained by carbonyl dichloride and (4-nitro-phenyl)-methanol. This reaction needs solvent CH2Cl2 at temperature of 20-25 °C. The reaction time is 50 hours. The yield is 98%.

The 4-Nitrobenzyl chloroformate can be obtained by carbonyl dichloride and (4-nitro-phenyl)-methanol

Uses of 4-Nitrobenzyl chloroformate: It can react with trans-4-hydroxy-L-proline to get trans-4-hydroxy-1-(4-nitro-benzyloxycarbonyl)-L-proline. This reaction needs reagent 4 M aq. NaOH at temperature of 0 °C. The reaction time is 3 hours. The yield is 90%.

4-Nitrobenzyl chloroformate can react with trans-4-hydroxy-L-proline to get trans-4-hydroxy-1-(4-nitro-benzyloxycarbonyl)-L-proline

When you are using this chemical, please be cautious about it as the following:
It is not only toxic by inhalation, in contact with skin and if swallowed, but also irritating to eyes and respiratory system. And it can cause burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. After using it, take off immediately all contaminated clothing. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of insufficient ventilation, wear suitable respiratory equipment. Besides, in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure. 
1. SMILES:[O-][N+](=O)c1ccc(cc1)COC(Cl)=O
2. InChI:InChI=1/C8H6ClNO4/c9-8(11)14-5-6-1-3-7(4-2-6)10(12)13/h1-4H,5H2
3. InChIKey:MHSGOABISYIYKP-UHFFFAOYAK

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 4457-32-3