CAS 36854-57-6 2-Phenylbutyryl chloride (HCID 98173)

Names & identifiers

Preferred name: 2-Phenylbutyryl chloride
IUPAC: 2-phenylbutanoyl chloride
English name: 2-Phenylbutyryl chloride
Molecular formula: C10H11ClO
Molecular weight: 182.65

Names & synonyms

2-Phenylbutyryl chloride36854-57-6EINECS 253-241-0EC 253-241-0alpha-Ethylbenzeneacetyl chlorideDTXSID201308142NSC 86133RefChem:478148DTXCID901738059253-241-02-phenylbutanoyl chlorideMFCD00018811

Show more names

SKL13202PhenylButylrylChloride2-Phenylbutyryl hloride2-PHENYLBUTYRIC CHLORIDE2-phenylbutyril chloridea-Phenylbutyryl chloride2-PhenylbutyrylChloride>2-Phenylbutyrylchloride,98%

Butyryl chloride, 2-phenyl-alpha-Ethyl-benzeneacetyl ChlorideNSC-861332-Phenylbutyrylchloridea-Ethyl-benzeneacetyl Chloride2-Ethyl-2-phenylacetyl Chloride2-phenyl butyryl chloride2-Phenyl-butyryl chloride

Database identifiers

CAS: 36854-57-6
PubChem CID: 98173
DTXSID: DTXSID201308142
UNII: SHE5PY434Q
EC Number: 253-241-0
Nikkaji: J136.566E

Properties

Computed structural properties

XLogP: 3.3
Topological polar surface area: 17.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 3
Heavy atoms: 12
Formal charge: 0
Complexity: 150

Physicochemical properties

Melting point: 178 · 178-180 °C
Boiling point: 122 · 122-125 °C/20 mmHg (lit.)
Density: 1.093 g/mL · 1.093 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.516(lit.)
Flash point: 209 °F · 209 °F
storage temp.: Inert atmosphere,Room Temperature
solubility: Chloroform, Hexanes
form: Oil
color: Colourless to Light Yellow
Specific Gravity: 1.09 · 1.090
Sensitive: Moisture Sensitive
BRN: 2045209 · 2045209
InChI: 1S/C10H11ClO/c1-2-9(10(11)12)8-6-4-3-5-7-8/h3-7,9H,2H2,1H3
InChIKey: QGXMHCMPIAYMGT-UHFFFAOYSA-N
SMILES: CCC(C(Cl)=O)c1ccccc1
CAS DataBase Reference: 36854 · 36854-57-6(CAS DataBase Reference)
NIST Chemistry Reference: 2 · 2-Phenylbutyryl chloride(36854-57-6)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314
Precautionary statements: 280 · P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes: C
Risk Statements: 34 · 34
Safety Statements: 22 · 22-26-27-36/37/39-45
RIDADR: 3265 · UN 3265 8/PG 2
WGK Germany: 3 · 3
RTECS: 5957500 · ET5957500
HazardClass: 8 · 8
PackingGroup: II
HS Code: 29130000 · 29130000
Storage Class: 8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications: 1 B · Skin Corr. 1B
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 48 reports by companies from 3 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory InformationStatus: Active Update: 26-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/16575

Hazard Classes and CategoriesSkin Corr. 1B (100%)

Safety data

PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk: 3
rtecs: ET5957500
ridadr: UN 3265 8/PG 2
hs_code: 29130000
risk_code: 34
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C
safety_code: 22-26-27-36/37/39-45
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: II
Hazard statements: H314
REACH Registrations: Active
Hazard Classifications: Skin Corr. 1B
Precautionary statements: P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405

Chemistry & industry

Applications · 3 items

Usesα-Ethyl-benzeneacetyl Chloride is used in the synthesis of mild and neutral system for selective reduction of organic functional groups. Also used in the preparation of phenothiazine derivatives for the reversible inhibition of human butyrylcholinesterase.

Uses(R)-(-)-2-phenylbutyryl chloride may be employed as chiral reagent for the determination of dopamine and dopamine-derived salsolinol and norsalsolinol in human brain by GC-MS method. Chiral (S)-(+)-2-phenylbutyryl chloride may be used as derivatization reagent for the hydroxyl groups during the GC-MS assay for the enantiomers of 1,2-propanediol, 1,3-butanediol, 1,3-pentanediol and their corresponding hydroxyacids in biological fluids.

General DescriptionThe kinetic resolution of racemic 2-phenylbutyryl chloride by sterically hindered chiral secondary alcohols has been evaluated. 2-Phenylbutyryl chloride reacts with 4-methoxybenzoyl chloride catalyzed by PdBr(Ph)(PPh3)2 to yield 1-(4-methoxyphenyl)-2-phenyl-2-buten-1-one.