Name | Benzyl Chloroformate |
Synonyms | Z-Cl CBZ-Cl (Z-Cl) Z-Cl (Cbz-Cl) Benzyl Chlorofomate Benzyl Chloroformate carbobenzoxy chloride Carboobenzoxy Chloride benzyl chlorocarbonate BENZYL CHLOROFORMATE (BCF) Phenylmethyl chloroformate Cbz-Cl (Carboobenzoxy Chloride) Carbonochloride acid benzylester Carbonochloridic acid, phenylmethyl ester Benzyl Chloroformate,Carboobenzoxy Chloride |
CAS | 501-53-1 |
EINECS | 207-925-0 |
InChI | InChI=1/C8H7ClO2/c9-8(10)11-6-7-4-2-1-3-5-7/h1-5H,6H2 |
Molecular Formula | C8H7ClO2 |
Molar Mass | 170.59 |
Density | 1.212g/mLat 20°C |
Melting Point | -20 °C |
Boling Point | 103°C20mm Hg(lit.) |
Flash Point | 197°F |
Water Solubility | decomposes |
Solubility | Miscible with ether, acetone and benzene. |
Vapor Presure | 1.39 psi ( 20 °C) |
Vapor Density | 1 (vs air) |
Appearance | Solution |
Color | Clear slightly yellow to slightly pink |
Odor | Irritating; sharp, penetrating. |
Exposure Limit | ACGIH: TWA 1 ppmOSHA: TWA 1 ppm(5 mg/m3)NIOSH: IDLH 10 ppm; Ceiling 1 ppm(5 mg/m3) |
Merck | 14,1801 |
Storage Condition | Store at +2°C to +8°C. |
Stability | Stable. Incompatible with water, oxidizing agents. Combustible. |
Sensitive | Moisture Sensitive |
Refractive Index | n20/D 1.519(lit.) |
Physical and Chemical Properties | Colorless oily liquid with rancid odor. Boiling Point: 103 ℃(2666Pa) relative density: 1.20 refractive index: 1.5160 flash point: 91 ℃ solubility: soluble in ether, acetone, benzene and other organic solvents. |
Use | As an amino protectant in the synthesis of antibiotics and also as an intermediate in pesticides |
Risk Codes | R45 - May cause cancer R20 - Harmful by inhalation R34 - Causes burns R48/22 - Harmful danger of serious damage to health by prolonged exposure if swallowed. R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R67 - Vapors may cause drowsiness and dizziness R65 - Harmful: May cause lung damage if swallowed R63 - Possible risk of harm to the unborn child R48/20 - R11 - Highly Flammable R43 - May cause sensitization by skin contact R37 - Irritating to the respiratory system R23 - Toxic by inhalation |
Safety Description | S53 - Avoid exposure - obtain special instructions before use. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S62 - If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. S46 - If swallowed, seek medical advice immediately and show this container or label. S36/37 - Wear suitable protective clothing and gloves. |
UN IDs | UN 2924 3/PG 2 |
WGK Germany | 3 |
RTECS | LQ5860000 |
FLUKA BRAND F CODES | 19 |
TSCA | Yes |
HS Code | 2915 90 70 |
Hazard Class | 8 |
Packing Group | I |
Toxicity | LD50 orally in Rabbit: 3000 mg/kg |
colorless oily liquid. The relative density was 1. 195. Boiling point 103 C (2.67kPa). Refractive index 5190. Flash point 91 degrees Celsius. Soluble in ether, acetone, benzene and other organic solvents. In water and ethanol will be decomposed.
pesticide intermediates. It is used as an amino-protecting agent in the synthesis of antibiotics.
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Application | Benzyl chloroformate is an organic compound. In organic synthesis, it is used to introduce benzyloxycarbonyl (Cbz), which is a protection The protecting group of the amine group. At the same time, it can be used as an intermediate in organic synthesis. |
Use | As an amino protective agent in antibiotic synthesis, it is also used as a pesticide intermediate Used as a semi-synthetic antibiotic intermediate pesticide intermediate. Used as an amino protective agent in the synthesis of antibiotics. It is used to protect amino groups in polypeptide synthesis and is also used as pesticide intermediates. Intermediates for organic synthesis. |
production method | 1. It is obtained by the reaction of phosgene and benzyl alcohol. First, toluene (after drying) is used to absorb phosgene at a lower temperature, and the amount of phosgene absorbed is determined by gravimetric method. After absorbing enough phosgene, add benzyl alcohol and keep it in an ice bath for 0.5h, and then keep it at room temperature for 2h. Hydrogen chloride, excess phosgene and solvent toluene were evaporated under reduced pressure below 60 ℃, and the fraction at 101-103 ℃(2.67kPa) was collected to obtain the product with a yield of 91%-94%. 2. Benzyl alcohol and trichloromethyl chloroformate reaction method. |
category | corroded articles |
toxicity classification | poisoning |
acute toxicity | oral administration-rat LD50: 3000 mg/kg; Inhalation-rat LC50: 590 mg/m3/4 h |
Explosive hazard characteristics | Intense decomposition and explosion under the catalysis of iron salt; it is highly corrosive and irritating; thermally unstable |
flammability hazard characteristics | decompose carbon dioxide and toxic chloride and phosgene vapor when exposed to heat; toxic and corrosive hydrogen chloride gas when exposed to water |
storage and transportation characteristics | warehouse ventilation and low temperature drying; Separate storage with oxidant and alkali |
fire extinguishing agent | carbon dioxide, dry powder |
spontaneous combustion temperature | 590°C |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |