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543-27-1
???:
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???(??):
????????????;???????????;?????????????;??????????????(??????????);???????????(ISOBUTYLCHLOROFORMATE);????? ???????
???:
Isobutyl chloroformate
???(??):
IBCF;isobutyl carbonochloridate;ISOBUTYL CHLOROCARBONATE;2-Methylpropyl chloroformate;2-Methylpropyl carbonochloridate;isobutyl chloformate;Isobuthyl chloroforMate;2-methyl-1-propylchlorocarbonate;oroformate;Isobutyl chloroforma
CBNumber:
CB7165612
???:
C5H9ClO2
??? ??:
136.58
MOL ??:
543-27-1.mol
MSDS ??:
SDS

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???
-80°C
?? ?
128.8 °C(lit.)
??
1.053 g/mL at 25 °C(lit.)
???
0.33 mm Hg ( 20 °C)
???
n20/D 1.407(lit.)
???
82 °F
?? ??
2-8°C
???
??: ?? ??
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??
??
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??
Moisture Sensitive
Merck
14,5139
BRN
956590
Dielectric constant
9.2(20℃)
???
??? ???
?? ??
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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 ??????
543-27-1(CAS DataBase Reference)
NIST
Isobutyl chloroformate(543-27-1)
EPA
Isobutyl chloroformate (543-27-1)
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? T
?? ???? ?? 10-22-23-34
????? 26-36/37/39-45
????(UN No.) UN 3390 6.1/PG 1
WGK ?? 2
F ?????? 10-19
TSCA TSCA listed
?? ?? 6.1
???? I
HS ?? 29159000
???? ??? 3 - Flammable liquids
Hazard Classifications Acute Tox. 2 Inhalation
Acute Tox. 4 Oral
Eye Dam. 1
Flam. Liq. 3
Skin Corr. 1B
?? LD50 orally in Rabbit: 1400 mg/kg
????(GHS): Flame (GHS02)Corrosion (GHS05)Skull and Crossbones (GHS06)
?? ?: Danger
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H226 ??? ?? ? ?? ??? ?? ?? 3 ??
H302 ??? ??? ?? ?? ?? - ?? ?? 4 ?? P264, P270, P301+P312, P330, P501
H314 ??? ?? ??? ?? ??? ??? ????? ?? ????? ?? 1A, B, C ?? P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501
H330 ???? ???? ?? ?? ?? ?? ?? 1, 2 ?? P260, P271, P284, P304+P340, P310,P320, P403+P233, P405, P501
??????:
P210 ?·???·??·????? ????? - ?? ???.
P233 ??? ??? ?????. ??? ??? ? ?? ?? ??? ???? ?????.
P240 ??? ????? ?? ? ??????.
P241 ?? ??? ??[???/??/??/...]?(?) ?????.
P242 ???? ???? ?? ??? ?????
P243 ??? ?? ??? ????.
P260 ??·?·??·???·??·...·????? ???? ???.
P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P270 ? ??? ??? ??? ???, ???? ???? ???.
P271 ?? ?? ??? ? ?? ???? ?????.
P280 ????/???/???/?????? ?????.
P284 ?? ???? ?????.
P301+P330+P331 ???? ?? ?????. ??? ?? ?? ???.
P303+P361+P353 ??(?? ????)? ??? ??? ?? ??? ??? ????? ??? ?? ????/?????.
P363 ?? ??? ??? ??? ?????.
P370+P378 ?? ? ?? ?? ?? (Section 5. ??, ??? ????? ??? ???)?(?) ?????.
P403+P233 ??? ??? ? ?? ?? ??? ???? ?????.
P403+P235 ??? ? ?? ?? ???? ???? ?????.
P405 ???? ?????.
P501 ...? ??? / ??? ?? ???.
NFPA 704
2
4 1

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clear liquid

??

Isobutyl 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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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.

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Highly flammable. Insoluble in water. Reacts with moisture in the air to produce highly corrosive and toxic fumes of hydrogen chloride gas. Decomposes exothermically in water.

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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].

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Flammable. Corrosive.

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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.

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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. 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.

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This is a high volume chemical with production exceeding 1 million pounds annually in the U.S . No specific use found

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UN2742 Chloroformates, toxic, corrosive, flammable, n.o.s., Hazard class: 6.1; Labels: 6.1—Poison Inhalation Hazard, 8—Corrosive material; 3—Flammable liquid; Technical Name Required, Potential Inhalation Hazard (Special Provision 5). PG II. UN3390 Toxic by inhalation liquid, corrosive, n.o.s. with an LC50 # 1000 mL/m3 and saturated vapor concentration ≥ 10 LC50, Hazard Class: 6.1; Labels: 6.1—Poisonous materials, 8—Corrosive material, Technical Name Required, Inhalation Hazard Zone B

Purification Methods

It can be dried over CaCl2 and fractionated at atmospheric pressure while keeping moisture out. Its purity can be checked by conversion to the phenyl urethane derivative with PhNCO [Saunders et al. J Am Chem Soc 73 3796 1951.] IR: 1780cm-1 [Thompson & Jameson Spectrochim Acta 13 236 1959, R.se JustusLiebigs Ann Chem 205 227 1880]. [Beilstein 3 IV 26.]

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Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, alcohols, ethers, amines. Forms explosive mixture with air above flash point (27C). Compounds of the carboxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water and a salt that may be harmful. Incompatible with arsenic compounds (releases hydrogen cyanide gas), diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides (releasing heat, toxic and possibly flammable gases), thiosulfates and dithionites (releasing hydrogen sulfate and oxides of sulfur). Decomposes exothermically in water. Reacts with moisture in air to produce highly corrosive and toxic fumes of hydrogen chloride gas

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Disposal of unused product must be undertaken by qualified personnel who are knowledgeable in all applicable regulations and follow all pertinent safety precautions including the use of appropriate protective equipment. For proper handling and disposal, always comply with federal, state, and local regulations.

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