(E)-tert-Butyl 4-chlorobenzylidenecarbamate

Base Information

• Chemical Name: (E)-tert-Butyl 4-chlorobenzylidenecarbamate
• CAS No.: 779342-75-5
• Molecular Formula: C12H14ClNO2
• Molecular Weight: 239.702
• European Community (EC) Number: 843-689-0
• DSSTox Substance ID: DTXSID50457308
• Mol file: 779342-75-5.mol

Synonyms:779342-75-5;(E)-tert-Butyl 4-chlorobenzylidenecarbamate;tert-butyl 4-chlorobenzylidenecarbamate;Tert-butyl (NE)-N-[(4-chlorophenyl)methylidene]carbamate;[(4-chlorophenyl)methylene]carbamic acid 1,1-dimethylethyl ester;Carbamic acid, [(4-chlorophenyl)methylene]-, 1,1-dimethylethyl ester;SCHEMBL1699068;SCHEMBL20521947;DTXSID50457308;tert-butyl4-chlorobenzylidenecarbamate;(E)-tert-Butyl4-chlorobenzylidenecarbamate;EN300-7457055;A865116;TERT-BUTYL N-[(4-CHLOROPHENYL)METHYLIDENE]CARBAMATE;685132-77-8

Chemical Property of (E)-tert-Butyl 4-chlorobenzylidenecarbamate

Chemical Property:

• Boiling Point: 312.0±44.0 °C(Predicted)
• PKA: -0.83±0.50(Predicted)
• PSA: 38.66000
• Density: 1.10±0.1 g/cm3(Predicted)
• LogP: 3.69400
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 239.0713064
• Heavy Atom Count: 16
• Complexity: 263

Purity/Quality:

97% ^*data from raw suppliers

(E)-tert-Butyl4-chlorobenzylidenecarbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N=CC1=CC=C(C=C1)Cl
• Isomeric SMILES: CC(C)(C)OC(=O)/N=C/C1=CC=C(C=C1)Cl

Technology Process of (E)-tert-Butyl 4-chlorobenzylidenecarbamate

There total 10 articles about (E)-tert-Butyl 4-chlorobenzylidenecarbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

N-(tert-butoxycarbonyl)-α-(phenylsulfonyl)-4-chlorobenzylamine (774225-25-1) → tert-butyl 4-chlorobenzylidenecarbamate (779342-75-5)

Guidance literature:

With potassium carbonate; sodium sulfate; In tetrahydrofuran; for 3h; Reflux;

DOI:10.1021/acs.oprd.5b00245

Reference yield: 25.0%

tert-butyl carbazate (4248-19-5) + 4-chlorobenzaldehyde (104-88-1) → tert-butyl 4-chlorobenzylidenecarbamate (779342-75-5)

Guidance literature:

tert-butyl carbazate; 4-chlorobenzaldehyde; With formic acid; sodium benzenesulfonate; In methanol; water; at 20 ℃; for 48h; Inert atmosphere;

With potassium carbonate; In tetrahydrofuran; at 60 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ja210981a

Reference yield:

N-(tert-butoxycarbonyl)-α-(phenylsulfonyl)-4-chlorobenzylamine (774225-25-1) → 4-chlorobenzaldehyde (104-88-1) + tert-butyl 4-chlorobenzylidenecarbamate (779342-75-5)

Guidance literature:

With potassium carbonate; In dichloromethane-d2; for 11h;

DOI:10.1055/s-0036-1590502

upstream raw materials:

tert-butyl carbazate

4-chlorobenzaldehyde

N-(tert-butoxycarbonyl)-α-(phenylsulfonyl)-4-chlorobenzylamine

[(4-chloro-phenyl)-(toluene-4-sulfonyl)-methyl]-carbamic acid tert-butyl ester

Downstream raw materials:

C₁₄H₁₈ClNO₃

C₁₈H₂₆ClNO₃

(2S,3S)-3-tert-butoxycarbonylamino-3-(4-chlorophenyl)-2-methyl-2-nitro-propionic acid ethyl ester