Name | 5-chloropent-1-yne |
Synonyms | EOS-60333 Chloro-1-pent 5-Chloro-1-Pentyne 5-chloro -1-pentyl 5-chloropent-1-yne 5-chloro-1-E-acetylene Pent-4-yn-1-yl chloride (3-Chloropropyl)acetylene |
CAS | 14267-92-6 |
EINECS | 238-159-5 |
InChI | InChI=1/C5H7Cl/c1-2-3-4-5-6/h1H,3-5H2 |
Molecular Formula | C5H7Cl |
Molar Mass | 102.56 |
Density | 0.968g/mLat 25°C(lit.) |
Melting Point | -61°C (estimate) |
Boling Point | 67-69°C145mm Hg(lit.) |
Flash Point | 60°F |
Water Solubility | Not miscible in water. |
Vapor Presure | 20.4mmHg at 25°C |
Appearance | Liquid |
Specific Gravity | 0.968 |
Color | Clear colorless to light brown |
BRN | 1736710 |
Storage Condition | 2-8°C |
Refractive Index | n20/D 1.444(lit.) |
Physical and Chemical Properties | Colorless to light brown pure liquid. |
Risk Codes | R11 - Highly Flammable R38 - Irritating to the skin R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S23 - Do not breathe vapour. S24/25 - Avoid contact with skin and eyes. S16 - Keep away from sources of ignition. |
UN IDs | UN 1993 3/PG 2 |
WGK Germany | 3 |
TSCA | Yes |
HS Code | 29032900 |
Hazard Note | Irritant |
Hazard Class | 3 |
Packing Group | II |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Application | 5-chloropentyne and its derivatives are important pharmaceutical intermediates, colorless to light brown pure liquids. At present, there is no production of this product in China. Aldrich Company produces 5-chloropentyne in the United States. |
preparation | acetylene (98%), sodium amino (AR), 1-bromo-3-chloropropane (CP), silver nitrate (AR), pyridine (AR), anhydrous ether (AR), anhydrous tetrahydrofuran (AR), ammonium chloride (AR). A three-necked flask equipped with a thermometer and an air guide tube was charged with 13.2 ml of organic solvent, 0.335g (m01) of solid sodium amino acid (NaNH2), degassed, and cooled to about 0 °c with an ice water bath. Start the electromagnetic stirring, introduce high-purity acetylene, continuously adjust the flow rate of acetylene in the reaction process, until the solid amino sodium is fully functional, and the introduction of acetylene is stopped, the dropwise addition of 42.53g(0.27 m01) of 1-bromo-3-chloropropane and a mixed solvent of diethyl ether and tetrahydrofuran was started over about 4 hours, and stirring was continued for 2 hours. Then add NH4a5g, let it filter, add 100ml ice water to dissolve the precipitate, extract with 100mI, ether for 3-4 times, combine ether layer, wash with water for 2 times, wash with 10% hydrochloric acid for 2-3 times, then wash with water until neutral. The ether layer was dried with anhydrous MgS04, and the ether layer was filtered into a distillation flask for distillation. The ether was distilled off first, and 118g of a fraction of 122 to 8.32 ° C. Was collected. The yield was 30.1%. n:1.453l was measured. |
Use | The ketone-catalyzed synthesis of pyrazole and the use of α-diazosterers together as an alkyne substrate. |