CAS 625-33-2 Pentenone (HCID 12248)

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Basic information

CAS: 625-33-2
Standard SMILES: CC=CC(C)=O
InChIKey: LABTWGUMFABVFG-UHFFFAOYSA-N
Molecular formula: C5H8O
Average molar mass: 84.12 g/mol
Monoisotopic mass: 84.05751488

Overview

Methyl propenyl ketone is an enone that is pent-2-ene in which the two methylene hydrogens have been replaced by an oxo group. It has a role as a biomarker, an EC 1.14.13.39 (nitric oxide synthase) inhibitor, a mouse metabolite, a plant metabolite and a human urinary metabolite.

Names & identifiers

Preferred name: Pentenone
IUPAC: pent-3-en-2-one
English name: 3-PENTEN-2-ONE
Molecular formula: C5H8O
Molecular weight: 84.12

Names & synonyms

RefChem:859645Pentenonepent-3-en-2-one3-pentene-2-oneMFCD00009290(3E)-3-Penten-2-one #(E)-CH3CH=CHC(=O)CH3AKOS015950855SCHEMBL1659SCHEMBL1660SCHEMBL1661SCHEMBL103767

Show more names

(E)-pent-3-en-2-oneMETHYL PROPENYL KETONEFEMA 34172-Penten-4-one(3E)-3-Penten-2-one3-PENTEN-2-ONE3-pentane-2-one2-Oxo-3-pentene

SCHEMBL688447orb3023723SCHEMBL4189656SCHEMBL7597166SCHEMBL11389187SCHEMBL28263704AKOS030228735DB-054193

Database identifiers

CAS: 625-33-2
PubChem CID: 12248
DTXSID: DTXSID0060800
ChEBI: CHEBI:89540

Properties

Computed structural properties

XLogP: 0.5
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: 72

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

Physicochemical properties

Boiling point: 121 · 121-124 °C (lit.)
Density: 0.862 g/mL · 0.862 g/mL at 25 °C (lit.)
vapor pressure: 760 mm · 760 mm Hg ( 121 °C)
refractive index: 20 · n20/D 1.437(lit.)
FEMA: 3417 · 3417 | 3-PENTEN-2-ONE
FLAVIS Number: 7.044 · 07.044 | Pent-3-en-2-one
Flash point: 70 °F · 70 °F
storage temp.: 2 · Sealed in dry,2-8°C
solubility: Chloroform (Sparingly), Ethyl Acetate (Slightly)
form: Liquid
color: Clear colorless
Odor: 0.1 % · at 0.10 % in dipropylene glycol. fruity acetone phenolic fishy

Safety & regulation

Safety data

F: 10-19
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
rtecs: SB3850000
ridadr: UN 1992 3/PG 2
hs_code: 29141990
risk_code: 11-21-36/37/38
Signal word: Danger
Symbol(GHS): GHS02,GHS06
hazard_code: F,Xn
safety_code: 16-26-33-36/37/39
hazard_class: 3
Storage Class: 3 - Flammable liquids
packing_group: II
target organs: Respiratory system
Hazard statements: H225-H311-H315-H319-H335
Limited Quantities: 1.0 L (0.3 gallon) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
Hazard Classifications: Acute Tox. 3 DermalEye Irrit. 2Flam. Liq. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P210-P233-P240-P280-P303+P361+P353-P305+P351+P338

Chemistry & industry

Applications · 3 items

OccurrenceReported found among the volatile components of roasted peanuts; also in cranberry, mango, bilberry, rum, cocoa, coffee, tea, roasted filberts, roasted peanuts, potato chips, lingonberry, strawberry fruit and jam, tomato, wheat bread, parmesan cheese, yogurt, fatty fish, passion fruit, beans, mango, tamarind, rice, Bourbon vanilla, endive, shrimp, katsubushi and buckwheat.

Uses3-Penten-2-one was used in the synthesis of the alkaloids (+/-)-senepodine G and (+/-)-cermizine C.

General Description3-Penten-2-one is volatile compound present in berry fruit of two Aronia melanocarpa genotypes. Urinary 3-penten-2-one is a useful biomarker for increased accumulation of acetaldehyde during abnormal metabolic stress.