Grundinformationen
- Standard-SMILES
CC(C)COC(=O)Cl- InChIKey
YOETUEMZNOLGDB-UHFFFAOYSA-N- Summenformel
- C5H9ClO2
- Durchschnittliche Molmasse
- 136,58 g/mol
- Monoisotopische Masse
- 136,0291072
Namen und Bezeichner
- Bevorzugter Name
- Isobutyl chloroformate
- IUPAC
- 2-methylpropyl carbonochloridate
- Lokaler Name
- Isobutylchlorformiat
- Englischer Name
- Isobutyl chloroformate
- Summenformel
- C5H9ClO2
- Molmasse
- 136.58
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
543-27-1- PubChem CID
- 62365
- DTXSID
DTXSID8052194- UNII
- 6S785TC0OB
- EC Number
- 208-840-1
- Nikkaji
- J95.612K
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,8
- Polarare Oberfläche (TPSA)
- 26,3 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 8
- Formalladung
- 0
- Komplexität
- 80
Experimentelle und physikochemische Eigenschaften
Density
1.04 g/cm³
Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.04
1.053 @25 °C
Boiling Point
129 °C
128.7 °C @760 [mm Hg]
Vapor Pressure
16.5 [mmHg]
Vapor pressure, kPa at 20 °C: 2.2
Physical Description
Isobutyl chloroformate appears as a colorless to light-colored liquid. Insoluble in water and denser than water. Very corrosive to skin, eyes, and mucous membranes. Very toxic by ingestion, inhalation and skin absorption. Combustible.
Clear liquid; [Merck Index] Colorless liquid with a pungent odor; [ICSC]
COLOURLESS LIQUID WITH PUNGENT ODOUR.
Physikochemische Eigenschaften
- Schmelzpunkt
- -80 °C · -80°C
- Siedepunkt
- 128.8 °C · 128.8 °C(lit.)
- Dichte
- 1.053 g/mL · 1.053 g/mL at 25 °C(lit.)
- Dampfdruck
- 0.33 mm · 0.33 mm Hg ( 20 °C)
- Brechungsindex
- 20 · n20/D 1.407(lit.)
- Flammpunkt
- 82 °F · 82 °F
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- benzene: miscible
- Aggregatzustand
- Liquid
- Farbe
- Clear
- Wasserlöslichkeit
- Immiscible with water.
- Merck
- 14 · 14,5139
- BRN
- 956590 · 956590
- Dielectric constant
- 9.2 · 9.2(20℃)
- Stabilität
- Moisture Sensitive
- Major Application
- peptide synthesis
- InChI
- 1S/C5H9ClO2/c1-4(2)3-8-5(6)7/h4H,3H2,1-2H3
- InChIKey
- YOETUEMZNOLGDB-UHFFFAOYSA-N
- SMILES
- ClC(=O)OCC(C)C
- CAS Datenbank
- 543 · 543-27-1(CAS DataBase Reference)
- NIST chemische Informationen
- Isobutyl chloroformate(543-27-1)
- EPA chemische Informationen
- Isobutyl chloroformate (543-27-1)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids];H290 (63.8%): May be corrosive to metals [Warning Corrosive to Metals];H302 (95.1%): Harmful if swallowed [Warning Acute toxicity, oral];H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation];H318 (66.3%): Causes serious eye damage [Danger Serious eye damage/eye irritation];H331 (89.6%): Toxic if inhaled [Danger Acute toxicity, inhalation];H335 (63.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P210, P233, P234, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P363, P370+P378, P390, P403+P233, P403+P235, P405, P406, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 163 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Gefahrenhinweise
Regulatory Information
Chemical: Carbonochloridic acid, 2-methylpropyl ester
Status: Active Update: 28-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/25444
Isobutylchlorofomate: Does not have an individual approval but may be used under an appropriate group standard
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Fire Hazards
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 the ground and collect in low or confined areas (sewers, basements, tanks, etc.). 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. Corrosives in contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water. (ERG, 2024)
Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 27 °C explosive vapour/air mixtures may be formed.
Health Hazards
Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:;TOXIC and/or CORROSIVE; 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 (cause eye irritation and flow of tears). Reaction with water or moist air may 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 environmental contamination. (ERG, 2024)
Hazards Summary
An eye and mucous membrane irritant (vapors); [Merck Index] Corrosive; [Hawley] Reacts with water evolving hydrogen chloride; A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause pulmonary edema; [ICSC] Highly flammable; Reacts with water exothermically forming hydrogen chloride gas; Highly corrosive to skin, eyes, and mucous membranes; [CAMEO] Corrosive to skin and eyes; [eChemPortal: ERMA] A lachrymator; A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause chemical pneumonitis; [MSDSonline] See CHLOROFORMATES.
Reactivity Profile
ISOBUTYL CHLOROFORMATE is incompatible with water, with strong oxidizing agents, alcohols, bases (including amines). May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].
Sicherheit und Schutzausrüstung
Fire Fighting
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 alcohol-resistant foam. If it can be done safely, move undamaged containers away from the area around the fire. Avoid aiming straight or solid streams directly onto the product.;FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices 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 in direct contact with flames. (ERG, 2024)
NO water. Use dry powder, carbon dioxide, alcohol-resistant foam. In case of fire: keep drums, etc., cool by spraying with water. NO direct contact with water.
First Aid Measures
Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer for medical attention.
Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Rinse mouth. Do NOT induce vomiting. Give one or two glasses of water to drink. Refer for medical attention .
First Aid
Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:;Refer to the "General First Aid" section. Specific First Aid: For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required. (ERG, 2024)
Exposure Control and Personal Protection
TIH (Toxic Inhalation Hazard) - Term used to describe gases and volatile liquids that are toxic when inhaled. Some are TIH materials themselves, e.g., chlorine, and some release TIH gases when spilled in water, e.g., chlorosilanes. [ERG 2016].
0.2 [ppm]
Nonfire Spill Response
Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:;ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. All equipment used when handling the product must be grounded. Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. A vapor-suppressing foam may be used to reduce vapors. FOR CHLOROSILANES, use alcohol-resistant foam to reduce vapors. DO NOT GET WATER on spilled substance or inside containers. Use water spray to reduce vapors or divert vapor cloud drift. Avoid allowing water runoff to contact spilled material. Prevent entry into waterways, sewers, basements or confined areas.;SMALL SPILL: Cover with DRY earth, DRY sand or other non-combustible material followed with plastic sheet to minimize spreading or contact with rain. Use clean, non-sparking tools to collect material and place it into loosely covered plastic containers for later disposal. (ERG, 2024)
Spillage Disposal
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.
Isolation and Evacuation
Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:;IMMEDIATE PRECAUTIONARY MEASURE: Isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids.;SPILL: See ERG Table 1 - Initial Isolation and Protective Action Distances on the UN/NA 2742 datasheet.;FIRE: If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024)
Toxikologische Informationen
Signs and Symptoms
Sore throat. Burning sensation. Cough. Laboured breathing. Shortness of breath. Symptoms may be delayed.
Redness. Pain. Skin burns.
Redness. Pain. Severe deep burns.
Abdominal pain. Burning sensation. Shock or collapse.
Regulatorische Informationen
Regulatory Information
Chemical: Carbonochloridic acid, 2-methylpropyl ester
Status: Active Update: 28-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/25444
Isobutylchlorofomate: Does not have an individual approval but may be used under an appropriate group standard
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Sicherheitsdaten
- F
- 10-19
- wgk
- 2
- tsca
- TSCA listed
- ridadr
- UN 3390 6.1/PG 1
- hs_code
- 29159000
- risk_code
- 10-22-23-34
- Toxizität
- LD50 orally in Rabbit: 1400 mg/kg
- hazard_code
- T
- safety_code
- 26-36/37/39-45
- hazard_class
- 6.1
- packing_group
- I
- Speicherklasse
- 3 - Flammable liquids
- Hazard Classifications
- Acute Tox. 2 InhalationAcute Tox. 4 OralEye Dam. 1Flam. Liq. 3Skin Corr. 1B
Chemie und Industrie
Verwendung und Herstellung
Anwendungen
VerwendenIsobutyl chloroformate is used as a peptide reagent. It is also used in the preparation of phenethyl-carbamic acid isobutyl ester by reaction with phenethylamine.
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