| CAS: | 501-53-1 |
| MF: | C8H7ClO2 |
| MW: | 170.59 |
| EINECS: | 207-925-0 |
| Product Categories: | N-Protecting Reagents;Aromatic Esters;Amino Acid Derivatives;CHLOROFORMATES;Biochemistry;Cbz-Amino acid series;Pharmaceutical Intermediates;Benzene derivatives;Peptide Synthesis;Protection & Derivatization Reagents (for Synthesis);Protective Reagents (Peptide Synthesis);Synthetic Organic Chemistry;API Intermediate;bc0001 |
| Mol File: | 501-53-1.mol |
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| Benzyl chloroformate Chemical Properties |
| Melting point | -20 °C |
| Boiling point | 103 °C20 mm Hg(lit.) |
| density | 1.212 g/mL at 20 °C |
| vapor density | 1 (vs air) |
| vapor pressure | 1.39 psi ( 20 °C) |
| refractive index | n20/D 1.519(lit.) |
| Fp | 197 °F |
| storage temp. | Store at +2°C to +8°C. |
| solubility | Miscible with ether, acetone and benzene. |
| form | Solution |
| color | slightly yellow to slightly pink |
| Odor | Irritating; sharp, penetrating. |
| Water Solubility | decomposes |
| Sensitive | Moisture Sensitive |
| Merck | 14,1801 |
| Exposure limits | ACGIH: TWA 1 ppm
OSHA: TWA 1 ppm(5 mg/m3)
NIOSH: IDLH 10 ppm; Ceiling 1 ppm(5 mg/m3) |
| Stability: | Stable. Incompatible with water, oxidizing agents. Combustible. |
| CAS DataBase Reference | 501-53-1(CAS DataBase Reference) |
| NIST Chemistry Reference | Benzyl chloroformate(501-53-1) |
| EPA Substance Registry System | Carbonochloridic acid, phenylmethyl ester (501-53-1) |
| Benzyl chloroformate Usage And Synthesis |
| Description | Benzyl chloroformate, also known as benzyl chlorocarbonate or Z-chloride, is the benzyl ester of chloroformic acid. It can be also described as the chloride of the benzyloxycarbonyl (Cbz or Z) group. In its pure form it is a water-sensitive oily colorless liquid, although impure samples usually appear yellow. It possesses a characteristic pungent odor and degrades in contact with water.
The compound was first prepared by Leonidas Zervas in the early 1930s who used it for the introduction of the benzyloxycarbonyl protecting group, which became the basis of the Bergmann-Zervas carboxybenzyl method of peptide synthesis he developed with Max Bergmann. This was the first successful method of controlled peptide chemical synthesis and for twenty years it was the dominant procedure used worldwide until the 1950s. To this day, benzyl chloroformate is often used for amine group protection. |
| Chemical Properties | colorless or light yellow oily liquid with rancid odor. soluble in ether, acetone, benzene and other organic solvents. It is used to protect amino groups in peptide synthesis. |
| Uses | Benzyl chloroformate is widely used as a reactive chemical intermediate in plastic, pharmaceutical, agricultural and organic chemicals. It is useful for the introduction of carboxybenzyl (cbz) protecting group for amines such as aniline in organic synthesis. It is also involved in the synthesis of 1,2,4-oxadiazoles. |
| Application | Benzyl chloroformate is used as a reagent in peptide synthesis to protect the amine functionality as the benzyloxycarbonyl (Cbz or Z) derivative.
Cbz-protected anilines were prepared directly from aromatic carboxylic acids, sodium azide and Cbz-Cl.
Protecting reagent in peptide synthesis. |
| Preparation | Benzyl chloroformate is prepared in the lab by treating benzyl alcohol with phosgene:
PhCH2OH + COCl2→ PhCH2OC(O)Cl + HCl
Phosgene is used in excess to minimise the production of the carbonate (PhCH2O)2C=O.
The use of phosgene gas in the lab preparation carries a very large health hazard, and has been implicated in the chronic pulmonary disease of pioneers in the usage of the compound such as Zervas. |
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Packing &shipping&Payment
Packing:25kg/drum
Shipping:by sea or by air
Payment:T/T,western union,moneygram
Packaging Details drum
Port:Tianjin
Lead Time :
| Quantity(Kilograms) | 1 - 10000 | >10000 |
| Est. Time(days) | 5 | To be negotiated |
Company information
Hebei Mojin Biotechnology Co., Ltd, Our company is a professional in 4'-Methylacetophenone,Levamisole hydrochloride ,N-Methylformamide and other chemical reagents research and development production enterprises. Our business covers more than 30 countries, most of the big customers come from Europe, America and other countries in the world, we can guarantee the quality and price. In recent decades, with the efforts of all employees, we have established many cooperative companies in shandong, henan, guangdong and other places. Our corporate purpose is based on the market, enhance the strength, take the road of scientific and environmental sustainable development, relying on the country. Technology r & d center, increase the investment in r & d, based on the domestic market, expand the international market, manufacturing quality products, sincere service to the society, into a modern, ecological, scientific and technological enterprise world.
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