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Cas Database

4248-19-5

4248-19-5

Identification

  • Product Name:Carbamicacid, 1,1-dimethylethyl ester

  • CAS Number: 4248-19-5

  • EINECS:224-209-3

  • Molecular Weight:117.148

  • Molecular Formula: C5H11NO2

  • HS Code:29241990

  • Mol File:4248-19-5.mol

Synonyms:Carbamicacid, tert-butyl ester (6CI,7CI,8CI);Carbamic acid tert-butyl ester;NSC131089;O-tert-Butyl carbamate;N-T-Butoxycarbonyl-Amide;

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi

  • Hazard Codes:Xi

  • Signal Word:Warning

  • Hazard Statement:H319 Causes serious eye irritation

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:tert-Butyl Carbamate
  • Packaging:10g
  • Price:$ 95
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:tert-Butyl Carbamate
  • Packaging:5g
  • Price:$ 60
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  • Manufacture/Brand:TCI Chemical
  • Product Description:tert-Butyl Carbamate >98.0%(GC)
  • Packaging:5g
  • Price:$ 25
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  • Manufacture/Brand:TCI Chemical
  • Product Description:tert-Butyl Carbamate >98.0%(GC)
  • Packaging:25g
  • Price:$ 69
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  • Manufacture/Brand:Synthonix
  • Product Description:tert-Butyl Carbamate 97.0%
  • Packaging:250g
  • Price:$ 70
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  • Manufacture/Brand:Synthonix
  • Product Description:tert-Butyl Carbamate 97.0%
  • Packaging:100g
  • Price:$ 30
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  • Manufacture/Brand:Synthonix
  • Product Description:tert-Butyl Carbamate 97.0%
  • Packaging:50g
  • Price:$ 25
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  • Manufacture/Brand:Synthonix
  • Product Description:tert-Butyl Carbamate 97.0%
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:tert-Butyl carbamate 98%
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:tert-Butyl carbamate 98%
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Relevant articles and documentsAll total 62 Articles be found

Skeletally Tunable Seven-Membered-Ring Fused Pyrroles

Andreou, Dimitrios,Essien, Nsikak B.,Pubill-Ulldemolins, Cristina,Terzidis, Michael A.,Papadopoulos, Athanasios N.,Kostakis, George E.,Lykakis, Ioannis N.

supporting information, p. 6685 - 6690 (2021/09/11)

We describe a copper-mediated method that enables the synthesis of seven-membered-ring fused pyrroles (7-mrFPs). The protocol proceeds via an in situ spiro-intermediate ring expansion and tolerates a library of 7-mrFP derivatives with a broad range of functional groups in a simple step with tangible parameters and substrate adaptations. These rare 7-mrFPs are now accessible on a millimolar scale, and selected examples exhibit high antioxidant activity.

Controlled Relay Process to Access N-Centered Radicals for Catalyst-free Amidation of Aldehydes under Visible Light

Chang, Sukbok,Jeon, Hyun Ji,Jung, Hoimin,Kim, Dongwook,Lee, Wongyu,Seo, Sangwon

supporting information, p. 495 - 508 (2021/01/28)

Nitrogen-centered radicals have attracted increasing attention as a versatile reactive intermediate for diverse C–N bond constructions. Despite the significant advances achieved in this realm, the controllable formation of such species under catalyst-free conditions remains highly challenging. Here, we report a new relay process involving the slow in situ generation of a photoactive N-chloro species via C–N bond formation, which subsequently enables mild and selective access to N-centered radicals under visible light conditions. The utility of this approach is demonstrated by the conversion of aldehydes to amides, employing N-chloro-N-sodio carbamates as a practical amidating source. This synthetic operation obviates the need for catalysts, external oxidants, and coupling reagents that are typically required in related processes, consequently allowing high functional group tolerance and excellent applicability for late-stage functionalization. Amides are an important class of structural motifs prevalently found in bioactive compounds and synthetic materials of great significance. Amidation of aldehydes has been established as an atom-efficient strategy for amide synthesis; however, current methods lack in applicability mainly due to the requirement of troublesome reagents. In this article, we describe an unconventional relay process to convert aldehydes to amides under catalyst-, oxidant-, and coupling-reagent-free conditions, which is enabled by the development of a new mechanistic platform that gives efficient and controllable access to N-centered radicals under visible light. A wide range of (hetero)aromatic and aliphatic aldehydes can be employed, including those derived from biologically relevant complex molecules. We anticipate that the accomplished methodological advances, combined with the unique mechanistic features, will lead to the widespread application of the present strategy in broad research fields. A catalyst-free approach for controlled access to N-centered radicals is described, which enables the conversion of aldehydes to amides via an unconventional relay process harnessing visible light. The key tactic relies on the use of photostable N-chloro-N-sodio-carbamate amidating reagent that leads to slow incorporations of a photoactive radical source via C–N formation and other involved intermediates thereafter. This methodology displays excellent applicability and sustainable chemistry credentials and, thus, holds a promise for finding broad applications.

Stepwise dual targeting and dual responsive polymer micelles for mitochondrion therapy

Wang, Yi,Wei, Guoqing,Yang, Guang,Zhang, Xiaobin,Zhao, Jingya,Zhou, Shaobing

, p. 157 - 169 (2020/03/26)

Methods to selectively destroy mitochondria of tumor cells and induce cell apoptosis with nanomedicine constitute challenges in cancer therapy. In the present study, we develop cell membrane/mitochondria dual targeting and pH/redox dual responsive nanoparticles for mitochondrion therapy. The nanoparticles are fabricated by the self-assembly of triphenylphosphonium (TPP) grafted poly(ethylene glycol)(PEG)-poly(d,L-lactide)(PLA) copolymers (TPP-PEG-ss-PLA) using disulfide bonds as the intermediate linkers. To shield the surface positive charge of the nanoparticles from TPP composition, chondroitin sulfate (CS) is employed to coat the nanoparticles, and this prolongs blood circulation while endowing an active targeting ability to the cell membrane. In acidic lyso-somes/endosomes, the negatively charged CS layer falls away to expose the TPP component. Subsequently, in the cyto-plasm, the nanoparticles can anchor to the mitochondrial outer membrane by TPP-mediated targeting, thereby inducing a decrease in the membrane potential and opening of the permeability transition pore. Thus, the overproduction of ROS in the mitochondria promotes cell apoptosis. The released DOX directly diffuse into the mitochondria, thereby resulting in mito-chondrial DNA damage. Therefore, the nanoparticles exhibit significant potential in terms of a new avenue for mitochondrion therapy in cancer treatment.

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

Basu, Priyanka,Dey, Tusar Kanto,Ghosh, Aniruddha,Biswas, Surajit,Khan, Aslam,Islam, Sk. Manirul

, p. 2630 - 2643 (2020/02/20)

An efficient synthesis of primary carbamates and N-substituted ureas is explored with a newly developed heterogeneous polymer supported iron catalyst in the presence of a sustainable carbonylation source. The Merrifield anchored iron(ii)-anthra catalyst [FeII(Anthra-Merf)] was synthesized by functionalization of Merrifield polymer followed by grafting of iron metal. The catalyst [FeII(Anthra-Merf)] was characterized by several techniques, like SEM, EDAX, TGA, PXRD, XPS, FTIR, CHN, AAS and UV-Vis analysis. The designed polymer embedded [FeII(Anthra-Merf)] complex is a remarkably successful catalyst for the synthesis of primary organic carbamates and N-substituted ureas by using safe carbonylation agent urea with different derivatives of alcohols and amines, respectively. The reported catalyst is a potential candidate towards contributing a satisfactory yield of isolated products under suitable reaction conditions. The catalyst is recyclable and almost non-leaching in nature after six runs with an insignificant drop in catalytic activity. Thus we found an economical and viable catalyst [FeII(Anthra-Merf)] for primary carbamates and N-substituted urea synthesis under moderate reaction conditions.

An Fe3O4@SiO2/Schiff base/Cu(ii) complex as an efficient recyclable magnetic nanocatalyst for selective mono: N-arylation of primary O-alkyl thiocarbamates and primary O-alkyl carbamates with aryl halides and arylboronic acids

Sardarian, Ali Reza,Dindarloo Inaloo, Iman,Zangiabadi, Milad

, p. 8557 - 8565 (2019/06/14)

An efficient, convenient and novel method for the selective mono N-arylation of primary O-alkyl thiocarbamates and primary O-alkyl carbamates with aryl halides and arylboronic acids in the presence of a recyclable magnetic Cu(ii) nanocatalyst is described. A variety of mono N-arylated O-alkyl thiocarbamates and O-alkyl carbamates were prepared in good to excellent yields with a broad range of aryl coupling partners. The magnetic nanocatalyst can be easily recovered with an external magnetic field and reused at least five times without noticeable leaching or loss of its catalytic activity. This cost-effective and eco-friendly methodology has some other advantages, such as easy preparation of the catalyst, simple workup procedure, and easy purification, which makes this protocol interesting for the users in various fields of pharmacology and biotechnology systems.

Process route upstream and downstream products

Process route

Benzophenone imine
1013-88-3

Benzophenone imine

di-<i>tert</i>-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(R)-pyrrolidin-3-amine
116183-82-5

(R)-pyrrolidin-3-amine

tert-butyl carbazate
4248-19-5

tert-butyl carbazate

(R)-3-aminopyrrolidine-1-carboxylic acid tert-butyl ester
147081-49-0

(R)-3-aminopyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
Conditions Yield
With N-ethyl-N,N-diisopropylamine; In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran;
With N-ethyl-N,N-diisopropylamine; In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran;
With N-ethyl-N,N-diisopropylamine; In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran;
N-<(tert-butoxycarbonyl)amino>methylamine hydrochloride
73017-98-8

N-<(tert-butoxycarbonyl)amino>methylamine hydrochloride

tert-butyl carbazate
4248-19-5

tert-butyl carbazate

Conditions
Conditions Yield
With water-d2; Rate constant;
di-<i>tert</i>-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl carbazate
4248-19-5

tert-butyl carbazate

Conditions
Conditions Yield
With ammonia; In ethanol; at 0 - 20 ℃;
98%
With ammonium hydroxide; In ethanol; water; at -10 - 20 ℃; for 18.5833h;
95%
With ammonia; In methanol; at 0 - 20 ℃; for 7h;
94%
With ammonia; In methanol; hexane; at 0 - 65 ℃; for 16.5h;
89%
With ammonium hydroxide; In ethanol; at 0 - 20 ℃; for 19h;
89%
With ethylenediamine; In dichloromethane; at -5 - 0 ℃; for 30h;
81%
In tetrahydrofuran;
In 1,4-dioxane;
potassium cyanate
590-28-3

potassium cyanate

<i>tert</i>-butyl alcohol
75-65-0

tert-butyl alcohol

tert-butyl carbazate
4248-19-5

tert-butyl carbazate

Conditions
Conditions Yield
With para-dodecylbenzenesulfonic acid; In neat (no solvent); at 60 ℃; for 0.5h; Green chemistry;
52%
With DBSA; at 60 ℃; for 1h;
With DBSA; at 60 ℃; for 1h;
With DBSA; at 60 ℃; for 1h;
(4-aminotetrahydrofuran-3-yl)carbamic acid tert-butyl ester
1330763-30-8,1629586-23-7,335276-55-6

(4-aminotetrahydrofuran-3-yl)carbamic acid tert-butyl ester

4-[(4-fluorophenyl)methyl]-cyclohexanone
335276-54-5

4-[(4-fluorophenyl)methyl]-cyclohexanone

tert-butyl (3S,4S)-4-{[4-(4-fluorobenzyl)cyclohexyl]amino}tetrahydro-3-furanylcarbamate
335388-53-9

tert-butyl (3S,4S)-4-{[4-(4-fluorobenzyl)cyclohexyl]amino}tetrahydro-3-furanylcarbamate

tert-butyl carbazate
4248-19-5

tert-butyl carbazate

Conditions
Conditions Yield
With sodium tris(acetoxy)borohydride; In methanol; dichloromethane; 1,2-dichloro-ethane;
53%
Methyl 3-aminothiophene-2-carboxylate
22288-78-4

Methyl 3-aminothiophene-2-carboxylate

di-<i>tert</i>-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl carbazate
4248-19-5

tert-butyl carbazate

Conditions
Conditions Yield
With dmap; In hexane; dichloromethane; ethyl acetate;
36%
4-Trifluoromethoxyphenol
828-27-3

4-Trifluoromethoxyphenol

t-butyl 4-hydroxy piperidine-1-carboxylate
109384-19-2

t-butyl 4-hydroxy piperidine-1-carboxylate

diethylazodicarboxylate
1972-28-7,218603-74-8

diethylazodicarboxylate

tert-butyl carbazate
4248-19-5

tert-butyl carbazate

Conditions
Conditions Yield
With triphenylphosphine; In tetrahydrofuran;
With triphenylphosphine; In tetrahydrofuran;
di-<i>tert</i>-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

trans-4-hydroxycyclohexylamine
27489-62-9

trans-4-hydroxycyclohexylamine

tert-butyl carbazate
4248-19-5

tert-butyl carbazate

Conditions
Conditions Yield
With N-ethyl-N,N-diisopropylamine; In dichloromethane;
With N-ethyl-N,N-diisopropylamine; In dichloromethane;
urea
57-13-6

urea

<i>tert</i>-butyl alcohol
75-65-0

tert-butyl alcohol

tert-butyl carbazate
4248-19-5

tert-butyl carbazate

Conditions
Conditions Yield
With merrifield anchored iron(II)-anthra catalyst; In 1,4-dioxane; at 120 ℃; for 6.5h;
81%
With cholin chloride ZnCl2; iron oxide; at 130 ℃; for 6h; Green chemistry;
69%
di-<i>tert</i>-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

4-amino-benzoic acid
150-13-0,159246-81-8,8014-65-1

4-amino-benzoic acid

tert-butyl carbazate
4248-19-5

tert-butyl carbazate

Conditions
Conditions Yield
With sodium hydroxide; In tetrahydrofuran; methanol; water;
28.11 g (68%)

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