tert-butyl N-(4-chlorophenyl)carbamate

Base Information

• Chemical Name: tert-butyl N-(4-chlorophenyl)carbamate
• CAS No.: 18437-66-6
• Molecular Formula: C11H14 Cl N O2
• Molecular Weight: 227.691
• Hs Code.: 29242998
• European Community (EC) Number: 674-120-2
• DSSTox Substance ID: DTXSID90338102
• Nikkaji Number: J432.129D
• Mol file: 18437-66-6.mol

Synonyms:18437-66-6;tert-butyl N-(4-chlorophenyl)carbamate;tert-Butyl (4-chlorophenyl)carbamate;tert-Butyl 4-chlorophenylcarbamate;4-Chloro-(N-Boc)aniline;n-boc-4-chloroaniline;N-tert-Butoxycarbonyl-4-chloroaniline;MFCD00816772;tert-Butyl(4-chlorophenyl)carbamate;4-Chloro-N-Boc-aniline;Maybridge1_008229;SCHEMBL197254;4-Chloro-(N-boc)aniline,97%;HMS564O01;4-Chloro-(N-Boc)aniline 97%;AMY6603;DTXSID90338102;tert-butyl-4-chlorophenylcarbamate;4-Chloro-(N-Boc)aniline, 97%;CS-M0552;4-CHLORO-(N-BOC)ANILINE97;AB8608;tert-Butyl 4-chlorophenylcarbamate #;AKOS003477215;CCG-244607;FS-3970;SB80138;N-(tert-Butoxycarbonyl)-4-chloroaniline;SY063874;FT-0717650;(4-chloro-phenyl)-carbamic acid t-butyl ester;EN300-318204;(4-chloro-phenyl)-carbamic acid tert-butyl ester;A880775;J-011816

Chemical Property of tert-butyl N-(4-chlorophenyl)carbamate

Chemical Property:

• Vapor Pressure: 0.00929mmHg at 25°C
• Melting Point: 102-106 °C(lit.)
• Refractive Index: 1.554
• Boiling Point: 265.2°C at 760 mmHg
• PKA: 12.99±0.70(Predicted)
• Flash Point: 114.2°C
• PSA: 38.33000
• Density: 1.195g/cm³
• LogP: 3.76000
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 227.0713064
• Heavy Atom Count: 15
• Complexity: 217

Purity/Quality:

99.9% ^*data from raw suppliers

tert-Butyl4-Chlorophenylcarbamate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CC=C(C=C1)Cl
• Uses: 4-Chloro-(N-Boc)aniline may be used in the synthesis of:4-[[9–chloro-7-(2,6-difluorophenyl)-5H-pyrimido[5,4-d][2]benzazepin-2-yl]-amino] benzoic acid(MLN8054)5-(4-aminophenyl)-3H-1,2-dithiol-3-thione(E)(4(prop-1-en-1-yl)phenyl)carbamate

Technology Process of tert-butyl N-(4-chlorophenyl)carbamate

There total 28 articles about tert-butyl N-(4-chlorophenyl)carbamate 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-chloro-aniline (106-47-8) → N-(t-butoxycarbonyl)-4-chloroaniline (18437-66-6)

Guidance literature:

copper(II) bis(tetrafluoroborate); at 30 - 33 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2005.12.044

Reference yield: 98.0%

bromochlorobenzene (106-39-8) + tert-butyl carbazate (4248-19-5) → N-(t-butoxycarbonyl)-4-chloroaniline (18437-66-6)

Guidance literature:

With ?di-tert-butyl(2,2-diphenyl-1-methyl-1-cyclopropyl)phosphine; bis(η3-allyl-μ-chloropalladium(II)); triisopropylsilanol; potassium hydroxide; In water; at 50 ℃; for 20h; Inert atmosphere; Green chemistry;

DOI:10.1039/c3gc42188k

Reference yield: 94.0%

[4-(tert-butoxycarbonylamino)phenyl]boronic acid (380430-49-9) → N-(t-butoxycarbonyl)-4-chloroaniline (18437-66-6)

Guidance literature:

With N-chloro-succinimide; In acetonitrile; at 80 ℃; for 12h;

DOI:10.1039/c6ra25666j

upstream raw materials:

tert-butylhypochlorite

phenyl isocyanate

4-chlorobenzamide

tert-butyl alcohol

Downstream raw materials:

N-(4-chlorophenyl)-2-phenylacetamide

tert-butyl 4-chloro-2-(7-chloro-1,1,1-trifluoro-2-hydroxyhept-3-yn-2-yl)phenylcarbamate

C₂₄H₂₅N₃O₃

(4-chlorophenyl)-phenylethynyl-carbamic acid tert-butyl ester

Refernces

• 1、 Baumgarten,H.E.,Staklis,A.. "-". . p. 1141 - 1142. Retrieved 1965.
• 2、 Chen, Xiaoyu,Guo, Zhuangzhuang,Li, Jingya,Wu, Yangjie,Wu, Yusheng,Xue, Yingying,Zou, Dapeng. "Copper-promoted difunctionalization of unactivated alkenes with silanes". supporting information. p. 989 - 994. Retrieved 2022/02/11.
• 3、 Ingale, Ajit P.,Shinde, Sandeep V.,Thorat, Nitin M.. "Sulfated tungstate: A highly efficient, recyclable and ecofriendly catalyst for chemoselective N-tert butyloxycarbonylation of amines under the solvent-free conditions". supporting information. p. 2528 - 2543. Retrieved 2021/07/02.