tert-Butyl carbamate

Base Information

• Chemical Name: tert-Butyl carbamate
• CAS No.: 4248-19-5
• Molecular Formula: C5H11NO2
• Molecular Weight: 117.148
• Hs Code.: 29241990
• European Community (EC) Number: 224-209-3,928-205-9
• NSC Number: 131089
• UNII: XVU23ZNR59
• DSSTox Substance ID: DTXSID20195265
• Nikkaji Number: J149.822C
• Wikidata: Q43684986
• ChEMBL ID: CHEMBL3276740
• Mol file: 4248-19-5.mol

Synonyms:tert-Butyl carbamate;4248-19-5;T-butyl carbamate;Carbamic Acid tert-Butyl Ester;Boc-amide;Carbamic acid, 1,1-dimethylethyl ester;MFCD00007962;1,1-dimethylethyl carbamate;XVU23ZNR59;EINECS 224-209-3;NSC-131089;Boc amine;N-boc amine;BOC-amine;tert butyl carbamate;BocNH2;NH2Boc;carbamic acid 1,1-dimethylethyl ester;Boc-NH2;t-Boc-NH2;tertiary-butyl carbamate;H2N-BOC;UNII-XVU23ZNR59;SCHEMBL3094;tert-Butyl carbamate, 98%;carbamic acid tert butyl ester;Carbamic acid, tert-butyl ester;CHEMBL3276740;LFKDJXLFVYVEFG-UHFFFAOYSA-;DTXSID20195265;Boc-NH2 N-t-Butoxycarbonyl-amide;BCP22478;CS-D1170;AB3345;BBL021710;NSC131089;STK894427;AKOS005144247;carbamic acid-1,1-dimethylethyl ester;NSC 131089;PB11584;AS-17460;BP-12094;SY009584;AM20100123;B3132;FT-0635190;EN300-29792;A825914;J-524779;F2167-1114

Chemical Property of tert-Butyl carbamate

Chemical Property:

• Appearance/Colour: White to slightly yellow needles
• Vapor Pressure: 0.408mmHg at 25°C
• Melting Point: 105-108 °C(lit.)
• Refractive Index: 1.428
• Boiling Point: 195.979 °C at 760 mmHg
• PKA: 13.59±0.50(Predicted)
• Flash Point: 82.407 °C
• PSA: 52.32000
• Density: 0.99 g/cm³
• LogP: 1.58050
• Storage Temp.: Room temperature.
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in methylene chloride, chloroform, and alcohols. Slightly soluble in petroleum ether and water.
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 117.078978594
• Heavy Atom Count: 8
• Complexity: 93.1

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl Carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 39-26-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N
• Uses: tert-Butyl carbamate was used in palladium-catalyzed synthesis of N-Boc-protected anilines. It was used in the synthesis of tetrasubstituted pyrroles, functionalized with ester or ketone groups at C-3 position.

Technology Process of tert-Butyl carbamate

There total 55 articles about tert-Butyl 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: 98.0%

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl carbazate (4248-19-5)

Guidance literature:

With ammonia; In ethanol; at 0 - 20 ℃;

DOI:10.1016/S0957-4166(01)00530-4

Reference yield: 81.0%

urea (57-13-6) + tert-butyl alcohol (75-65-0) → tert-butyl carbazate (4248-19-5)

Guidance literature:

With merrifield anchored iron(II)-anthra catalyst; In 1,4-dioxane; at 120 ℃; for 6.5h;

DOI:10.1039/c9nj05675k

Reference yield: 74.0%

sodium isocyanate (917-61-3) + tert-butyl alcohol (75-65-0) → tert-butyl carbazate (4248-19-5)

Guidance literature:

With perchloric acid on silica gel; at 20 ℃; for 0.75h;

DOI:10.1016/j.tet.2007.06.048

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

tert-butyl chloroformate

nitrobiuret

tert-butyl alcohol

Downstream raw materials:

(5R,6S)-6-Phenylselanyl-decan-5-ol

erythro-t-butyl <1-butyl-2(phenylseleno)hexyl>carbamate

(1-Butyl-2-phenylselanyl-hexyl)-carbamic acid tert-butyl ester

6-Phenylselanyl-decan-5-ol

Refernces

• 1、 Chang, Sukbok,Jeon, Hyun Ji,Jung, Hoimin,Kim, Dongwook,Lee, Wongyu,Seo, Sangwon. "Controlled Relay Process to Access N-Centered Radicals for Catalyst-free Amidation of Aldehydes under Visible Light". supporting information. p. 495 - 508. Retrieved 2021/01/28.
• 2、 Basu, Priyanka,Dey, Tusar Kanto,Ghosh, Aniruddha,Biswas, Surajit,Khan, Aslam,Islam, Sk. Manirul. "An efficient one-pot synthesis of industrially valuable primary organic carbamates and: N -substituted ureas by a reusable Merrifield anchored iron(ii)-anthra catalyst [FeII(Anthra-Merf)] using urea as a sustainable carbonylation source". . p. 2630 - 2643. Retrieved 2020/02/20.