4-(Boc-aminomethyl)phenyl isothiocyanate

Base Information

• Chemical Name: 4-(Boc-aminomethyl)phenyl isothiocyanate
• CAS No.: 89631-74-3
• Molecular Formula: C13H16 N2 O2 S
• Molecular Weight: 264.34
• Hs Code.: 2930909090
• European Community (EC) Number: 622-454-4
• DSSTox Substance ID: DTXSID20350892
• Mol file: 89631-74-3.mol

Synonyms:4-(Boc-aminomethyl)phenyl isothiocyanate;89631-74-3;BAMPITC;tert-butyl N-[(4-isothiocyanatophenyl)methyl]carbamate;N-Boc-4-isothiocyanatobenzylamine;SCHEMBL343680;DTXSID20350892;tert-butyl 4-isothiocyanatobenzylcarbamate;FT-0642134;4-(Boc-aminomethyl)phenyl isothiocyanate, ~95%;4-(Boc-aminomethyl)phenyl isothiocyanate, >=98.0% (HPLC)

Chemical Property of 4-(Boc-aminomethyl)phenyl isothiocyanate

Chemical Property:

• Vapor Pressure: 3.94E-07mmHg at 25°C
• Melting Point: 111-113 °C
• Refractive Index: 1.547
• Boiling Point: 416°C at 760 mmHg
• Flash Point: 205.4°C
• PSA: 82.78000
• Density: 1.11g/cm³
• LogP: 3.83650
• Storage Temp.: 2-8°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 264.09324893
• Heavy Atom Count: 18
• Complexity: 324

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(BOC-AMINOMETHYL)PHENYL ISOTHIOCYANATE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-42
• Safety Statements: 22-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC1=CC=C(C=C1)N=C=S
• Uses: Novel protein microsequencing reagent useful with more sensitive fluorogenic detection methods.

Technology Process of 4-(Boc-aminomethyl)phenyl isothiocyanate

There total 2 articles about 4-(Boc-aminomethyl)phenyl isothiocyanate 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: 26.0%

thiophosgene (463-71-8) + tert-butyl (4-aminobenzyl)carbamate (94838-55-8) → 1,1-dimethylethyl N-(4-isothiocyanatophenylmethyl)carbamate (89631-74-3)

Guidance literature:

With calcium carbonate; In chloroform; water; at 20 ℃; for 16h;

DOI:10.1016/S0968-0896(03)00451-6

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 1,1-dimethylethyl N-(4-isothiocyanatophenylmethyl)carbamate (89631-74-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / Et₃N / CH₂Cl₂ / 16 h / 0 °C

2: 31 percent / SnCl₂*2H₂O / ethanol / 1 h / Heating

3: 26 percent / CaCO₃ / H₂O; CHCl₃ / 16 h / 20 °C

With triethylamine; calcium carbonate; tin(ll) chloride; In ethanol; dichloromethane; chloroform; water;

DOI:10.1016/S0968-0896(03)00451-6

Reference yield: 66.0%

1,1-dimethylethyl N-(4-isothiocyanatophenylmethyl)carbamate (89631-74-3) → 1,1-dimethylethyl N-(4-thioureidophenylmethyl)carbamate (319496-44-1)

Guidance literature:

With ammonia; In dichloromethane; at 0 ℃; for 3.5h;

DOI:10.1016/S0968-0896(03)00451-6

upstream raw materials:

thiophosgene

tert-butyl (4-aminobenzyl)carbamate

di-tert-butyl dicarbonate

Downstream raw materials:

1,1-dimethylethyl N-4-(N'-(2-hydroxyethyl)thioureidophenylmethyl)carbamate

1,1-dimethylethyl N-(4-thioureidophenylmethyl)carbamate

C₁₉H₂₄N₄O₄S₂

Refernces