7541-17-5

Basic information

• Product Name: tert-butyl dimethylcarbamate
• CAS NO: 7541-17-5
• Molecular Formula: C₇H₁₅NO₂
• Molecular Weight: 145.1995
• Mol File: 7541-17-5.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 162.2°C at 760 mmHg
• Flash Point: 51.9°C
• Density: 0.937g/cm³
• Vapor Pressure: 2.19mmHg at 25°C
• Refractive Index: 1.429
• CAS DataBase Reference: tert-butyl dimethylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl dimethylcarbamate(7541-17-5)
• EPA Substance Registry System: tert-butyl dimethylcarbamate(7541-17-5)

Safety Data

• Hazardous Substances Data: 7541-17-5(Hazardous Substances Data)

Usage

General Description

Tert-butyl dimethylcarbamate is a chemical compound with the molecular formula C7H15NO2. It is commonly used as a reagent in organic synthesis and as a protecting group for amines and phenols. tert-butyl dimethylcarbamate is a colorless liquid with a faint amine odor and is insoluble in water. Tert-butyl dimethylcarbamate is considered to be relatively stable and non-reactive under normal conditions, but it can release toxic fumes when heated to decomposition. It is important to handle this chemical with care and follow proper safety protocols when working with it in a laboratory setting.

Upstream product

• 79-44-7 N,N-Dimethylcarbamoyl chloride 
• 75-65-0 tert-butyl alcohol 
• 6627-89-0 tert-butyl phenyl carbonate 
• 124-40-3 dimethyl amine 
• 107-86-8 3,3-dimethyl acrylaldehyde 
• 24424-99-5 di-tert-butyl dicarbonate 
• 506-59-2 N,N-dimethylammonium chloride 
• 60-34-4 methylhydrazine 
• 75-91-2 tert.-butylhydroperoxide 
• 68-12-2 N,N-dimethyl-formamide 
• 100-46-9 benzylamine 
• 34619-03-9 tert-butyldicarbonate 

Downstream Products

• 81616-14-0 tert-butyl N-benzyl-N-methylcarbamate 
• 402938-21-0 (Z)-methyl 3-[[(1,1-dimethylethoxycarbonyl)methylamino]methyl]-3-phenyl-2-propenoate 
• 385765-91-3 carbamic acid N-methyl-N-[2-phenyl-5-methyl-2,3-hexadienyl] 1,1-dimethylethyl ester 
• 1462235-94-4 tert-butyl ethyl(4-methoxybenzyl)carbamate 
• 218900-28-8 N-(tert-butoxycarbonyl)-N-benzylethylamine 
• 1610605-33-8 tert-butyl (2-(3-methoxyphenyl)-2-oxoethyl)(methyl)carbamate 
• 167300-01-8 tert-butyl N-(4-fluorobenzyl)-N-methylcarbamate 
• 1479567-47-9 tert-butyl methyl(4-(trifluoromethyl)benzyl)carbamate 
• 218900-31-3 N-(tert-butoxycarbonyl)-N-methyl(p-methoxybenzyl)amine 
• 1465455-30-4 tert-butyl 4-(dimethylamino)benzyl(methyl)carbamate 
• 1610605-31-6 tert-butyl 3-acetylbenzyl(methyl)carbamate 
• 133171-74-1 methyl 4-[[(1,1-dimethylethoxy)carbonyl]methylamino]butanoic acid 
• 124-38-9 carbon dioxide 
• 124-40-3 dimethyl amine 

Relevant articles and documents

Photochemical regioselective C(sp3)-H amination of amides using N-haloimides

A metal-free regioselective C(sp3)-H amination of amides using N-haloimides in the presence of lithium tert-butoxide and visible light is presented herein. This photoexcited approach is straightforward, and it aminates a wide variety of amides under mild conditions without the use of photocatalysts, external radical initiators, or oxidants. A halogen-bonded intermediate between the tert-butoxide base and the N-haloimide is proposed to be responsible for the increased photoreactivity. Calculations show that the formation of this electron donor-acceptor complex presents an exergonic energy profile.

Design and synthesis of 3-aminophthalazine derivatives and structural analogues as PDE5 inhibitors: anti-allodynic effect against neuropathic pain in a mouse model

Neuropathic pain is a chronic pain caused by a lesion or disease affecting the somatosensory nervous system. To date, no specific treatment has been developed to cure this pain. Antidepressants and anticonvulsant drugs are used, but they do not demonstrate universal efficacy, and they often cause detrimental adverse effects. Some studies highlighted the efficacy of sildenafil, a well-known inhibitor of phosphodiesterase 5 (PDE5, (IC50 = 3.3 nM)), in models of pain. Based on these results, we focused our attention on MY 5445, another known PDE5 inhibitor. Homologues, isosteres and structural analogues of MY 5445 were designed and all synthesized compounds were evaluated for their inhibitory activity toward PDE5. Selectivity profiles towards other PDE1-4 isoenzymes, water solubility and stability in acidic medium of the most potent PDE5 inhibitors were determined and the aminophthalazine 16h and its mimetic 41n (3-aminoindazole)were evaluated in comparison to MY 5445 (4b)in vivo in a model of neuropathic pain induced by sciatic nerve cuffing in mice (3 and 0.5 mg/kg, ip twice a day). Both compounds showed the same efficacy on neuropathic allodynia as MY 5445, and thus produced a significant relief of mechanical hypersensitivity after 12 days of treatment.

A Lewis Base Catalysis Approach for the Photoredox Activation of Boronic Acids and Esters

We report herein the use of a dual catalytic system comprising a Lewis base catalyst such as quinuclidin-3-ol or 4-dimethylaminopyridine and a photoredox catalyst to generate carbon radicals from either boronic acids or esters. This system enabled a wide range of alkyl boronic esters and aryl or alkyl boronic acids to react with electron-deficient olefins via radical addition to efficiently form C?C coupled products in a redox-neutral fashion. The Lewis base catalyst was shown to form a redox-active complex with either the boronic esters or the trimeric form of the boronic acids (boroxines) in solution.