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Cas Database

543-27-1

543-27-1

Identification

  • Product Name:Carbonochloridicacid, 2-methylpropyl ester

  • CAS Number: 543-27-1

  • EINECS:208-840-1

  • Molecular Weight:136.578

  • Molecular Formula: C5H9ClO2

  • HS Code:29159000

  • Mol File:543-27-1.mol

Synonyms:Formicacid, chloro-, isobutyl ester (6CI,7CI,8CI);2-Methylpropyl carbonochloridate;2-Methylpropyl chloroformate;Chlorocarbonic acid isobutyl ester;Chloroformicacid isobutyl ester;IBCF;Isobutoxycarbonyl chloride;Isobutylcarbonochloridate;Isobutyl chloridocarbonate;Isobutyl chlorocarbonate;Isobutyl chloroformate;Isobutyloxycarbonyl chloride;NSC 8429;Isobutylchloroformate;

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Safety information and MSDS view more

  • Pictogram(s):ToxicT

  • Hazard Codes:T

  • Signal Word:Danger

  • Hazard Statement:H226 Flammable liquid and vapourH302 Harmful if swallowed H314 Causes severe skin burns and eye damage H331 Toxic if inhaled

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer for medical attention. In case of skin contact Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention . In case of eye contact First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention. If swallowed Rinse mouth. Do NOT induce vomiting. Give one or two glasses of water to drink. Refer for medical attention . Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]: TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Bromoacetates and chloroacetates are extremely irritating/lachrymators. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. (ERG, 2016)

  • Fire-fighting measures: Suitable extinguishing media Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]: Note: Most foams will react with the material and release corrosive/toxic gases. CAUTION: For Acetyl chloride (UN1717), use CO2 or dry chemical only. SMALL FIRE: CO2, dry chemical, dry sand, alcohol-resistant foam. LARGE FIRE: Water spray, fog or alcohol-resistant foam. FOR CHLOROSILANES, DO NOT USE WATER; use AFFF alcohol-resistant medium-expansion foam. Move containers from fire area if you can do it without risk. Use water spray or fog; do not use straight streams. FIRE INVOLVING TANKS OR CAR/TRAILER LOADS: Fight fire from maximum distance or use unmanned hose holders or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. (ERG, 2016) Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapors may travel to source of ignition and flash back. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water. (ERG, 2016) 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. Evacuate danger area! Consult an expert! Personal protection: chemical protection suit including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Collect leaking and spilled liquid in sealable dry plastic containers as far as possible. Absorb remaining liquid in dry sand or inert absorbent. Then store and dispose of according to local regulations. 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. Fireproof. Dry. Well closed. Provision to contain effluent from fire extinguishing. Separated from food and feedstuffs. Store in an area without drain or sewer access.

  • 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:Isobutyl chloroformate
  • Packaging:25g
  • Price:$ 75
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Isobutyl chloroformate 98%
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Isobutyl chloroformate for synthesis. CAS 543-27-1, EC Number 208-840-1, chemical formula ClCOOCH CH(CH ) ., for synthesis
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  • Product Description:Isobutyl chloroformate for synthesis
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Isobutyl chloroformate for synthesis. CAS 543-27-1, EC Number 208-840-1, chemical formula ClCOOCH CH(CH ) ., for synthesis
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Isobutyl chloroformate for synthesis
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  • Manufacture/Brand:Sigma-Aldrich
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Relevant articles and documentsAll total 19 Articles be found

Synthesis of N-trifluoromethyl amides from carboxylic acids

Flavell, Robert R.,Liu, Jianbo,Parker, Matthew F. L.,Toste, F. Dean,Wang, Sinan,Wilson, David M.

supporting information, p. 2245 - 2255 (2021/08/12)

Found in biomolecules, pharmaceuticals, and agrochemicals, amide-containing molecules are ubiquitous in nature, and their derivatization represents a significant methodological goal in fluorine chemistry. Trifluoromethyl amides have emerged as important functional groups frequently found in pharmaceutical compounds. To date, there is no strategy for synthesizing N-trifluoromethyl amides from abundant organic carboxylic acid derivatives, which are ideal starting materials in amide synthesis. Here, we report the synthesis of N-trifluoromethyl amides from carboxylic acid halides and esters under mild conditions via isothiocyanates in the presence of silver fluoride at room temperature. Through this strategy, isothiocyanates are desulfurized with AgF, and then the formed derivative is acylated to afford N-trifluoromethyl amides, including previously inaccessible structures. This method shows broad scope, provides a platform for rapidly generating N-trifluoromethyl amides by virtue of the diversity and availability of both reaction partners, and should find application in the modification of advanced intermediates.

Versatile Cp*Co(III)(LX) Catalyst System for Selective Intramolecular C-H Amidation Reactions

Chang, Sukbok,Jung, Hoimin,Kim, Dongwook,Lee, Jeonghyo,Lee, Jia,Park, Juhyeon

supporting information, p. 12324 - 12332 (2020/08/06)

Herein, we report the development of a tailored cobalt catalyst system of Cp*Co(III)(LX) toward intramolecular C-H nitrene insertion of azidoformates to afford cyclic carbamates. The cobalt complexes were easy to prepare and bench-stable, thus offering a convenient reaction protocol. The catalytic reactivity was significantly improved by the electronic tuning of the bidentate LX ligands, and the observed regioselectivity was rationalized by the conformational analysis and DFT calculations of the transition states. The superior performance of the newly developed cobalt catalyst system could be broadly applied to both C(sp2)-H and C(sp3)-H carbamation reactions under mild conditions.

In vitro radical scavenging and cytotoxic activities of novel hybrid selenocarbamates

Romano, Beatriz,Plano, Daniel,Encío, Ignacio,Palop, Juan Antonio,Sanmartín, Carmen

, p. 1716 - 1727 (2015/03/30)

Novel selenocyanate and diselenide derivatives containing a carbamate moiety were synthesised and evaluated in vitro to determine their cytotoxic and radical scavenging properties. Cytotoxic activity was tested against a panel of human cell lines including CCRF-CEM (lymphoblastic leukaemia), HT-29 (colon carcinoma), HTB-54 (lung carcinoma), PC-3 (prostate carcinoma), MCF-7 (breast adenocarcinoma), 184B5 (non-malignant, mammary gland derived) and BEAS-2B (non-malignant, derived from bronchial epithelium). Most of the compounds displayed high antiproliferative activity with GI50 values below 10 μM in MCF-7, CCRF-CEM and PC-3 cells. Radical scavenging properties of the new selenocompounds were confirmed testing their ability to scavenge DPPH and ABTS radicals. Based on the activity of selenium-based glutathione peroxidases (GPxs), compounds 1a, 2e and 2h were further screened for their capacity to reduce hydrogen peroxide under thiol presence. Results suggest that compound 1a mimics GPxs activity. Cytotoxic parameters, radical scavenging activity and ADME profile point to 1a as promising drug candidate.

1-(Hydroxyacetyl)pyrene a new fluorescent phototrigger for cell imaging and caging of alcohols, phenol and adenosine

Jana, Avijit,Saha, Biswajit,Ikbal, Mohammed,Ghosh, Sudip Kumar,Singh, N. D. Pradeep

, p. 1558 - 1566 (2013/02/26)

1-(Hydroxyacetyl)pyrene has been introduced as a new fluorescent phototrigger for alcohols and phenols. Alcohols and phenols were protected as their corresponding carbonate esters by coupling with fluorescent phototrigger, 1-(hydroxyacetyl)pyrene. Photophysical studies of caged carbonates showed that they all exhibited strong fluorescence properties. Irradiation of the caged carbonates by visible light (≥410 nm) in aqueous acetonitrile released the corresponding alcohols or phenols in high chemical (95-97%) and quantum (0.17-0.21) yields. The mechanism for the photorelease was proposed based on Stern-Volmer quenching experiments and solvent effect studies. Importantly, 1-(hydroxyacetyl)pyrene showed as a phototrigger for rapid photorelease of the biologically active molecule adenosine. In vitro biological studies revealed that 1-(hydroxyacetyl)pyrene has good biocompatibility, cellular uptake property and cell imaging ability. The Royal Society of Chemistry and Owner Societies 2012.

CARBONIC ACID ESTER AND MAGNETIC RECORDING MEDIUM

-

, (2008/12/07)

A carbonic acid ester is provided that is represented by the formula below and has a melting point of no greater than 0° C. (In the formula, R1 and R2 independently denote a saturated hydrocarbon group, R1 is a branched chain, and R2 is a straight or branched chain). There is also provided a magnetic recording medium that includes a non-magnetic support and, above the support, at least one magnetic layer including a ferromagnetic powder dispersed in a binder, the magnetic layer including the carbonic acid ester. Furthermore, there is provided a magnetic recording medium including a support and, above the support, a non-magnetic layer including a non-magnetic powder dispersed in a binder, and above the non-magnetic layer, at least one magnetic layer including a ferromagnetic powder dispersed in a binder, the non-magnetic layer and/or the magnetic layer including the carbonic acid ester.

Process route upstream and downstream products

Process route

carbonic acid monoisobutyl ester
57272-07-8

carbonic acid monoisobutyl ester

isobutyl chloroformate
543-27-1

isobutyl chloroformate

Conditions
Conditions Yield
With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃;
(R)-N<sub>5</sub>-[amino-(nitroimino)-methyl]-N<sub>2</sub>-(diphenylacetyl)ornithine
159013-58-8

(R)-N5-[amino-(nitroimino)-methyl]-N2-(diphenylacetyl)ornithine

N-dimethyl-N'-[4-(aminomethyl) phenyl]urea

N-dimethyl-N'-[4-(aminomethyl) phenyl]urea

(R)-N<sub>5</sub>-[amino(nitroimino)methyl]-N-[[4-[[(dimethylamino)carbonyl]amino]phenyl]methyl]-N<sub>2</sub>-(diphenylacetyl)-ornithinamide
164645-67-4

(R)-N5-[amino(nitroimino)methyl]-N-[[4-[[(dimethylamino)carbonyl]amino]phenyl]methyl]-N2-(diphenylacetyl)-ornithinamide

isobutyl chloroformate
543-27-1

isobutyl chloroformate

Conditions
Conditions Yield
ammonia;
70%
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

isobutyl chloroformate
543-27-1

isobutyl chloroformate

Conditions
Conditions Yield
With sodium carbonate; In toluene; at 0 ℃; for 6h;
With pyridine; In toluene; at 0 - 20 ℃;
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

trichloromethyl chloroformate
503-38-8

trichloromethyl chloroformate

isobutyl chloroformate
543-27-1

isobutyl chloroformate

Conditions
Conditions Yield
With dmap; In toluene; at 20 ℃; for 24h;
phosgene
75-44-5

phosgene

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

isobutyl chloroformate
543-27-1

isobutyl chloroformate

Conditions
Conditions Yield
With chloroform;
With quinoline; toluene;
With 1,2-dichloro-ethane; calcium chloride;
In chloroform;
In 1,4-dioxane; at 25 ℃; Rate constant; other solvent: heptane;
In dichloromethane; at 25 ℃; Rate constant; var. solvents;
In toluene;
isobutyl chloroformate
543-27-1

isobutyl chloroformate

Conditions
Conditions Yield
4-hydroxyphenyl-4'-isobutoxycarbonylaminophenyl sulfide

4-hydroxyphenyl-4'-isobutoxycarbonylaminophenyl sulfide

isobutyl chloroformate
543-27-1

isobutyl chloroformate

Conditions
Conditions Yield
64%
BOC-Asp(β-OBn)-OH

BOC-Asp(β-OBn)-OH

isobutyl chloroformate
543-27-1

isobutyl chloroformate

Conditions
Conditions Yield
BOC-Trp-Leu-OH

BOC-Trp-Leu-OH

isobutyl chloroformate
543-27-1

isobutyl chloroformate

Conditions
Conditions Yield
H-Arg(Tos)-Ser-Ser-OH

H-Arg(Tos)-Ser-Ser-OH

isobutyl chloroformate
543-27-1

isobutyl chloroformate

Conditions
Conditions Yield

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