CAS 4335-90-4 2,4-Pentanedione, 3-(phenylmethylene)- (HCID 95782)

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Basic information

CAS: 4335-90-4
Standard SMILES: CC(=O)C(=Cc1ccccc1)C(C)=O
InChIKey: NYRGMNMVISROGJ-UHFFFAOYSA-N
Molecular formula: C12H12O2
Average molar mass: 188.22 g/mol
Monoisotopic mass: 188.08372962

Names & identifiers

Preferred name: 2,4-Pentanedione, 3-(phenylmethylene)-
IUPAC: 3-benzylidenepentane-2,4-dione
English name: 3-Benzylidene-2,4-pentanedione
Molecular formula: C12H12O2
Molecular weight: 188.22

Names & synonyms

BenzalacetylacetoneBenzylidene acetylacetone3-Benzylideneacetylacetone2,4-Pentanedione, 3-(phenylmethylene)-1,1-Diacetyl-2-phenylethylene(2,2-Diacetylvinyl)benzene2-Acetyl-1-phenyl but-1-en-3-one3-Benzylidene acetylacetone2,4-Pentanedione, 3-benzylidene-NSC 351403-(Phenylmethylene)pentane-2,4-dioneEINECS 224-382-5

Show more names

3-benzylidene-4-pentanedione(2-benzylidene)acetylacetone3-Benzylidine-2,4-pentanedione3-Benzylidenepentane-2,4-Dione

BRN 0972849AI3-07406DTXSID30634194-07-00-02355 (Beilstein Handbook Reference)RefChem:443969DTXCID5040259224-382-53-Benzylidene-2,4-pentanedione

Database identifiers

CAS: 4335-90-4
PubChem CID: 95782
DTXSID: DTXSID3063419
EC Number: 224-382-5
Nikkaji: J65.576G

Properties

Computed structural properties

XLogP: 1.6
Topological polar surface area: 34.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 3
Heavy atoms: 14
Formal charge: 0
Complexity: 241

Experimental & physicochemical properties

LogP1.59

Physicochemical properties

Melting point: 169 °C · 169 °C
Boiling point: 185 · 185-188 °C/15 mmHg (lit.)
Density: 1.081 g/mL · 1.081 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.583(lit.)
Flash point: 230 °F · >230 °F
storage temp.: 2 · Storage temp. 2-8°C
form: liquid
Specific Gravity: 1.081 · 1.081
Appearance: Light yellow to yellow Liquid
BRN: 972849 · 972849
InChI: 1S/C12H12O2/c1-9(13)12(10(2)14)8-11-6-4-3-5-7-11/h3-8H,1-2H3
InChIKey: NYRGMNMVISROGJ-UHFFFAOYSA-N
SMILES: CC(=O)\C(=C\c1ccccc1)C(C)=O

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
rtecs: SA1930000
hs_code: 2914390090
Toxicity: mouse,LD50,intravenous,56mg/kg (56mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#08898,
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Storage Class: 10 - Combustible liquids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3

Chemistry & industry

Uses & manufacturing

General Manufacturing Information2,4-Pentanedione, 3-(phenylmethylene)-: INACTIVE

Applications · 2 items

Uses3-Benzylidene-2,4-pentanedione may be used in the preparation of:Five membered cyclic oxyphosphoranes by reacting with phosphonite esters.5-Hydroxy-N-substituted-2H-pyrrol-2-ones by reacting with alkyl isocyanides.3-Benzylidene-2,4-bis (trimethylsilyloxy)-1,4-pentadiene via trimethylsilylation.

General Description3-Benzylidene-2,4-pentanedione (BPD) can be prepared by reacting benzaldehyde with 2,4-pentanedione in the presence of a base.