Neophyl chloride

from Wikipedia, the free encyclopedia
Structural formula
Structural formula of neophyl chloride
General
Surname Neophyl chloride
other names
  • β-chloro- tert- butylbenzene
  • 1-chloro-2-methyl-2-phenylpropane
  • 2-chloromethyl-2-phenylpropane
Molecular formula C 10 H 13 Cl
Brief description

light yellow liquid

External identifiers / databases
CAS number 515-40-2
EC number 208-197-7
ECHA InfoCard 100.007.453
PubChem 68191
ChemSpider 61498
Wikidata Q3867229
properties
Molar mass 168.66 g mol −1
Physical state

liquid

density

1.047 g cm −3 (25 ° C)

boiling point

95-96 ° C (10 mmHg )

solubility

very soluble in acetone , benzene , diethyl ether and ethanol

Refractive index

1.524 (20 ° C)

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Neophyl chloride is a chemical compound from the group of chlorinated hydrocarbons .

Extraction and presentation

Neophyl chloride ( 2 ) can be obtained by alkylating benzene with 3-chloro-2-methylpropene ( 1 ) in the presence of sulfuric acid.

Synthesis of neophyl chloride

Neophyl chloride can also be prepared by chlorination of tert- butylbenzene (for example with sulfuryl chloride ).

properties

Neophyl chloride is a light yellow liquid that is very soluble in acetone , benzene , diethyl ether and ethanol .

use

Neophyl chloride is used as an intermediate for organic syntheses (for example fenbutatin oxide ).

Individual evidence

  1. ↑ a b c d e f g h data sheet 2-chloromethyl-2-phenylpropane, 99% from Sigma-Aldrich , accessed on January 9, 2019 ( PDF ).
  2. ^ A b William M. Haynes: CRC Handbook of Chemistry and Physics . CRC Press, 2016, ISBN 978-1-4987-5429-3 , pp. 104 ( limited preview in Google Book search).
  3. ↑ Harry H. Szmant, Szmant: Organic Building Blocks of the Chemical Industry . John Wiley & Sons, 1989, ISBN 0-471-85545-6 , pp. 346 ( limited preview in Google Book search).
  4. ^ WT Smith, Jr. and JT Sellas: Neophyl chloride In: Organic Syntheses . 32, 1952, p. 90, doi : 10.15227 / orgsyn.032.0090 ; Coll. Vol. 4, 1963, p. 702 ( PDF ).
  5. ^ William E. Truce, ET McBee, CC Alfieri: Chlorination of t-Butylbenzene to 1-Chloro-2-methyl-2-phenylpropane. In: Journal of the American Chemical Society. 71, 1949, p. 752, doi : 10.1021 / ja01170a520 .
  6. ↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 978-0-8155-1853-2 , pp. 400 ( limited preview in Google Book Search).
  7. ^ Frank C. Whitmore, Cyrus A. Weisgerber, AC Shabica: Formation of Cyclopropanes from Monohalides. IV. Some Reactions of 1-Chloro-2-methyl-2-phenylpropane (Neophyl Chloride). In: Journal of the American Chemical Society. 65, 1943, p. 1469, doi : 10.1021 / ja01248a010 .