trans-Crotonyl chloride (HCID 643131)

Names & identifiers

Preferred name: trans-Crotonyl chloride
IUPAC: (E)-but-2-enoyl chloride
English name: (E)-2-Butenoyl chloride
Molecular formula: C4H5ClO
Molecular weight: 104.53

Names & synonyms

625-35-4trans-crotonyl chlorideDTXSID201314046RefChem:1100263DTXCID20211232Crotonoyl chlorideCrotonyl chloride(E)-2-Butenoyl chloride(E)-but-2-enoyl chloride(2E)-but-2-enoyl chlorideCrotonic acid chloride2-butenoyl chloride, (2E)-

Show more names

CrotonoyLEinecs 210-889-9(E)-CH3CH=CHCOClCROTONIC CHLORIDEE-CrotonoylchlorideE-CROTONYL CHLORIDE2-Crotonoyl chloride(E)-2-Butenoyl chlor

2-Butenoyl chloride, (E)-MFCD00000734(2E)-2-Butenoyl chloride #E-Crotonoyl chlorideCrotonoyl chloride (E)-rac-Crotonoyl Chloride(2E)-2-Butenoyl chloridebut-2-enoylchloride

Database identifiers

CAS: 10487-71-5、625-35-4
PubChem CID: 643131
DTXSID: DTXSID201314046
EC Number: 210-889-9
Nikkaji: J26.701E、J4.367B

Properties

Computed structural properties

XLogP: 1.6
Topological polar surface area: 17.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 1
Heavy atoms: 6
Formal charge: 0
Complexity: 75

Experimental & physicochemical properties

Physical DescriptionPale yellow liquid with an acrid odor; [Alfa Aesar MSDS]

Kovats Retention Index796

Physicochemical properties

Melting point: 72 · 72-74 °C
Boiling point: 120 · 120-123 °C(lit.)
Density: 1.091 g/mL · 1.091 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.459(lit.)
Flash point: 95 °F · 95 °F
storage temp.: 2 · 2-8°C
form: Liquid
color: Clear colorless to brown
Water Solubility: Reacts with water.
Sensitive: Moisture Sensitive
BRN: 506118 · 506118
InChI: InChI=1S/C4H5ClO/c1-2-3-4(5)6/h2-3H,1H3/b3-2+
InChIKey: RJUIDDKTATZJFE-NSCUHMNNSA-N
SMILES: C(Cl)(=O)/C=C/C
CAS DataBase Reference: 625 · 625-35-4(CAS DataBase Reference)
NIST Chemistry Reference: 2 · 2-Butenoyl chloride, (E)-(625-35-4)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02,GHS05,GHS07
Signal word: Danger
Hazard statements: 226 · H226-H314-H335
Precautionary statements: 210 · P210-P233-P240-P280-P303+P361+P353-P305+P351+P338
target organs: Respiratory system
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes: C
Risk Statements: 10 · 10-34-36/37-37
Safety Statements: 16 · 16-26-27-36/37/39-45-28A-24/25
RIDADR: 2920 · UN 2920 8/PG 2
WGK Germany: 3 · 3
F: 13 · 13-19-21
TSCA: Yes
HazardClass: 8 · 8
PackingGroup: II
HS Code: 29161900 · 29161900
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 3 Eye · Aquatic Chronic 3Eye Dam. 1Flam. Liq. 3Skin Corr. 1BSTOT SE 3
Limited Quantities: 1 L · 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]；H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]；H335 (87.2%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P210, P233, P240, P241, P242, P243, P260, P261, P264, P271, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P319, P321, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazards SummaryReacts with water; Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; [Alfa Aesar MSDS]

Hazard Classes and CategoriesFlam. Liq. 3 (100%)；Skin Corr. 1B (100%)；STOT SE 3 (87.2%)

Toxicology

Adverse EffectsDermatotoxin - Skin burns.；Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.

Safety data

F: 13-19-21
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk: 3
tsca: Yes
ridadr: UN 2920 8/PG 2
hs_code: 29161900
risk_code: 10-34-36/37-37
Signal word: Danger
Symbol(GHS): GHS02,GHS05,GHS07
hazard_code: C
safety_code: 16-26-27-36/37/39-45-28A-24/25
hazard_class: 8
Storage Class: 3 - Flammable liquids
packing_group: II
target organs: Respiratory system
Hazard statements: H226-H314-H335
Limited Quantities: 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
Hazard Classifications: Aquatic Chronic 3Eye Dam. 1Flam. Liq. 3Skin Corr. 1BSTOT SE 3
Precautionary statements: P210-P233-P240-P280-P303+P361+P353-P305+P351+P338

Chemistry & industry

Applications

UsesCrotonyl chloride is used in agrochemical, pharmaceutical and dyestuff field. Crotonoyl chloride was used in the synthesis of α,β-unsaturated ester.