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???-2-?????

???-2-?????
???-2-????? ??? ???
?? ??:
507-20-0
???:
???-2-?????
???(??):
2-???-2-??????;???-2-?????;2-???-2-?????;tert-???????
???:
2-Chloro-2-methylpropane
???(??):
TERT-BUTYL CHLORIDE;T-BUTYL CHLORIDE;2-CHLORO-2-METHYLPROPANE,REAGENT;tert-Butylchlorid;tetr-Butyl chloride;Tertiary-butyl chloride;2-METHYL-2-CHLOROPROPANE;2-methyl-2-propylchloride;1-Chloro-1,1-dimethylethane;Tert-Butyl chloride (2-chlor-2-methylpropan)
CBNumber:
CB3372184
???:
C4H9Cl
??? ??:
92.57
MOL ??:
507-20-0.mol
MSDS ??:
SDS

???-2-????? ??

???
-25 °C (lit.)
?? ?
51-52 °C (lit.)
??
0.851 g/mL at 25 °C (lit.)
?? ??
3.2 (vs air)
???
4.82 psi ( 20 °C)
???
n20/D 1.385(lit.)
???
−10 °F
?? ??
Store at <= 20°C.
???
?????? ???
??? ??
??
??
???
????
1.8-10.1%(V)
???
?? ???
Merck
14,1562
BRN
1730872
Henry's Law Constant
1.6×10-4 mol/(m3Pa) at 25℃, Clarke et al. (1962)
Dielectric constant
10.949999999999999
???
????. ???? ?? ????. ?? ???? ?????. ?? ???? ???? ????. ???? ??? ?? ?? ??? ????? ??? ??? ??? ? ????. ???.
InChI
1S/C4H9Cl/c1-4(2,3)5/h1-3H3
InChIKey
NBRKLOOSMBRFMH-UHFFFAOYSA-N
SMILES
CC(C)(C)Cl
LogP
2.45 at 20-25℃
????
19.62mN/m at 293.15K
CAS ??????
507-20-0(CAS DataBase Reference)
NIST
Propane, 2-chloro-2-methyl-(507-20-0)
EPA
tert-Butyl chloride (507-20-0)
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? F
?? ???? ?? 11
????? 16-29-33-7/9-9
????(UN No.) UN 1127 3/PG 2
WGK ?? 1
RTECS ?? TX5040000
?? ?? ?? 570°C
TSCA TSCA listed
?? ?? 3
???? II
HS ?? 29031980
???? ??? 3 - Flammable liquids
Hazard Classifications Flam. Liq. 2
????(GHS): Flame (GHS02)
?? ?: Danger
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H225 ???? ?? ? ?? ??? ?? ?? 2 ?? P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
??????:
P210 ?·???·??·????? ????? - ?? ???.
P233 ??? ??? ?????. ??? ??? ? ?? ?? ??? ???? ?????.
P240 ??? ????? ?? ? ??????.
P241 ?? ??? ??[???/??/??/...]?(?) ?????.
P242 ???? ???? ?? ??? ?????
P243 ??? ?? ??? ????.
P280 ????/???/???/?????? ?????.
P303+P361+P353 ??(?? ????)? ??? ??? ?? ??? ??? ????? ??? ?? ????/?????.
P370+P378 ?? ? ?? ?? ?? (Section 5. ??, ??? ????? ??? ???)?(?) ?????.
P403+P235 ??? ? ?? ?? ???? ???? ?????.
P501 ...? ??? / ??? ?? ???.
NFPA 704
3

???-2-????? MSDS


tert-Butyl chloride

???-2-????? C??? ??, ??, ??

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tert-Butyl chloride is a colourless liquid. Miscible with alcohol and ether, insoluble in water. It is flammable and releases toxic phosgene when heated. Reacts violently with oxidizing agents. More toxic than 1-chlorobutane. tert-Butyl Chloride has a wide range of applications in the fields of medicine, pesticides, rubber, plastic additives and other chemical industries.

??

2-Chloro-2-methylpropane is an alkylating agent that is used to functionalize molecules with tert-butyl group.
It serves as an effective chlorinating agent, in combination with the ionic liquid, 1-butyl-3-methylimidazolium bromide for converting alcohols into chlorides.
It can also be used to prepare tert-butyl ethers by treating with corresponding alcohols.

?? ??

tert-Butyl chloride plays an important role as a starting material to perform nucleophilic substitution reactions in order to prepare alcohol and alkoxides salts. It is used as an alkylating agent for the introduction of tert-butyl group and is also involved in Friedel-Crafts reactions. It is employed as an intermediate for the synthesis of agrochemicals and pharmaceuticals.

Safety Profile

Questionable carcinogen with experimental neoplastigenic data. Dangerous fire hazard when exposed to heat, flame (sparks), and oxidlzers. To fight fue, use water, spray, fog, alcohol foam, dry chemical. When heated to decomposition it emits toxic fumes of Cl-. See also CHLORINATED HYDROCARBONS, ALIPHATIC.

Synthesis

tert-Butyl chloride is prepared from tertbutyl alcohol (tert-butanol) using an acid catalyzed dehydration reaction.
Preparation of t-Butyl Chloride
The first step of the overall reaction is an acid-base reaction between the t-butanol and the hydrochloric acid. The t-butanol is a weak base and the hydrochloric acid is a strong acid. The alcoholic oxygen becomes fully protonated and so the equilibrium lies far to the right. In the second step we have the slow loss of water to form a carbocation intermediate. This species is very reactive and is immediately attacked by the chloride ion liberated in the first step to form tert-Butyl chloride.

Purification Methods

Purification methods commonly used for other alkyl halides lead to decomposition. Some impurities can be removed by photochlorination with a small amount of chlorine prior to use. The liquid is washed with ice water, dried with CaCl2 or CaCl2 + CaO and fractionally distilled. It has been further purified by repeated fractional crystallisation by partial freezing. [Beilstein 1 IV 288.]

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