Crotyl chloride (HCID 11589)

Überblick

used as a reagent in organic synthesis

Namen und Bezeichner

Bevorzugter Name: Crotyl chloride
IUPAC: 1-chlorobut-2-ene
Lokaler Name: 1-Chlorbut-2-en
Englischer Name: 1-Chloro-2-butene
Summenformel: C4H7Cl
Molmasse: 90.55

Namen und Synonyme

2-Butene, 1-chloro-591-97-9DTXSID5052258RefChem:431467DTXCID0030829209-739-51-Chloro-2-butene2-Butenyl chlorideCrotyl chlorideG6Y5C34N83gamma-Methallyl chloridegamma-Methylallyl chloride

Weitere Namen anzeigen

CrotyLCrotylchlorid1-Chlorbut-2-en-Chloro-butylene1-chloro-2-buten2-butenylchloride

Krotylchlorid1-Chlorobut-2-ene2-Buten-1-yl Chloridechloro-2-butenechloromethylpropenemethyallyl chloride4-chloro-2-butene3-methylallyl chloride

Datenbank-Bezeichner

CAS: 591-97-9
PubChem CID: 11589
DTXSID: DTXSID5052258
EC Number: 209-739-5

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,7
Polarare Oberfläche (TPSA): 0 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 0
Frei drehbare Bindungen: 1
Schwere Atome: 5
Formalladung: 0
Komplexität: 30,6

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Other Classes -> Halogenated Aliphatics, Unsaturated

Flammable agents - 3rd degree

SpringerMaterials PropertiesDensity

Vapor Pressure69.0 [mmHg]

Physical Description(E)- and (Z)-forms are liquids; [Merck Index] Clear colorless liquid; [Sigma-Aldrich MSDS]

Physikochemische Eigenschaften

Schmelzpunkt: -65 °C · -65°C
Siedepunkt: 85 · 85-86 °C(lit.)
Dichte: 0.923 g/mL · 0.923 g/mL at 20 °C(lit.)
Brechungsindex: 20 · n20/D 1.430
Flammpunkt: -12 °C · -12°C
storage temp.: 0 · 0-6°C
Löslichkeit: 14 g/L · water: soluble14g/L at 20°C
Aggregatzustand: clear liquid
Farbe: Colorless to Light yellow
Wasserlöslichkeit: 999 mg/L · 999mg/L(temperature not stated)
Merck: 14 · 14,2130
BRN: 605304 · 605304
Henry's Law Constant: 9.5 · 9.5×10-4 mol/(m3Pa) at 25℃, Ebert et al. (2023)
Stabilität: Stable. Highly flammable. Incompatible with strong oxidizing agents.
InChI: 1S/C4H7Cl/c1-2-3-4-5/h2-3H,4H2,1H3/b3-2+
InChIKey: YTKRILODNOEEPX-NSCUHMNNSA-N
SMILES: C\C=C\CCl
CAS Datenbank: 591 · 591-97-9(CAS DataBase Reference)
NIST chemische Informationen: 2 · 2-Butene, 1-chloro-(591-97-9)
EPA chemische Informationen: 2 · 2-Butene, 1-chloro- (591-97-9)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H225 (57.5%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P332+P317, P333+P317, P362+P364, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 87 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: 2-Butene, 1-chloro-

1-Chloro-2-butene: 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.)

Hazards Summary · 1 Eintrag

An eye and respiratory tract irritant; [Merck Index] Contains 25-30% 3-Chloro-1-butene (CAS# 563-52-0) as residual from manufacture; Causes burns and lachrymation; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; Harmful by ingestion; [Sigma-Aldrich MSDS] See 3-Chloro-1-butene.

Hazard Classes and Categories · 2 Einträge

Flam. Liq. 2 (57.5%)

Flammable agents - 3rd degree, Reactive agents - 1st degree

Toxikologische Informationen

Adverse EffectsDermatotoxin - Skin burns.

Toxicity DataLC50 (rat) = 16,300 mg/m3/4hr

Sicherheitsdaten

F: 19
wgk: 2
tsca: TSCA listed
ridadr: UN 2924 3/PG 2
hs_code: 29049090
RTECS-Nr.: EM4264000
risk_code: 11-22-34-43
hazard_code: F,C
safety_code: 16-26-36/37/39-45
hazard_class: 3
packing_group: II
Speicherklasse: 3 - Flammable liquids
Hazard Classifications: Acute Tox. 3 OralAquatic Chronic 3Eye Dam. 1Flam. Liq. 2Skin Corr. 1ASkin Sens. 1

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing Information2-Butene, 1-chloro-: ACTIVE

Anwendungen · 2 Einträge

Beschreibung1-Chloro-2-butene is a butenylating agent via Grignard and other organometallic reagents, organoborane compounds, other nucleophiles, and organosilane compounds.

VerwendenCrotyl chloride has been used:to investihgate the kinetics of the reactions of atomic chlorine with series of unsaturated aldehydes and ketones at 298K, to probe structure-reactivity relationshipsin the preparation of (E)-crotyltrichlorosilane

Darstellung

synthetischepure isomers of 1-Chloro-2-butene can be prepared by chloride displacement of corresponding alcohols via Ph3P in various solvents, and other chlorinating agents.