Phenoxyacetyl chloride, 98%, Thermo Scientific Chemicals

Product Code	Brand	Quantity
11484804	Thermo Scientific Alfa Aesar A13761.18	50 g
11494804	Thermo Scientific Alfa Aesar A13761.30	250 g
11474804	Thermo Scientific Alfa Aesar A13761.0B	1000 g

Description

Acylation of D- and DL-WV with phenoxyacetyl chloride, followed by cleavage of the t-butyl ester,afforded the penultimate penicilloic acids. Phenoxyacetyl chloride was used in the synthesis of series of macrocyclic bis-β-lactams, 5-phenyl-6-epiphenoxymethylpenicillin benzyl ester, N-protected guanosine derivatives, useful in RNA synthesis, phenyloxyketene, for cycloaddition to imines leading to β-lactams. Treatment of iminophosphoranes with phenoxyacetyl chloride afforded respectively the trans- and cis-3-(acylamino)-p-lactams. By the oxidative addition of stannous fluoride to allyliodide, with 1, 2-O-isopropylidene-D-glyceraldehyde and phenoxyacetyl chloride results in the predominant formation of erythro homoallylester, which is in turn converted into 2-deoxy-D-ribose. The 4-disubstituted P-lactams (4a-c and 6a-b) were prepared through the reaction of N,N-diphenylhydrazones and N-methyl-N-phenylhydrazones of ketones with phenoxyacetyl chloride/Et3N in dichloromethane.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Acylation of D- and DL-WV with phenoxyacetyl chloride, followed by cleavage of the t-butyl ester,afforded the penultimate penicilloic acids. Phenoxyacetyl chloride was used in the synthesis of series of macrocyclic bis-β-lactams, 5-phenyl-6-epiphenoxymethylpenicillin benzyl ester, N-protected guanosine derivatives, useful in RNA synthesis, phenyloxyketene, for cycloaddition to imines leading to β-lactams. Treatment of iminophosphoranes with phenoxyacetyl chloride afforded respectively the trans- and cis-3-(acylamino)-p-lactams. By the oxidative addition of stannous fluoride to allyliodide, with 1, 2-O-isopropylidene-D-glyceraldehyde and phenoxyacetyl chloride results in the predominant formation of erythro homoallylester, which is in turn converted into 2-deoxy-D-ribose. The 4-disubstituted P-lactams (4a-c and 6a-b) were prepared through the reaction of N,N-diphenylhydrazones and N-methyl-N-phenylhydrazones of ketones with phenoxyacetyl chloride/Et3N in dichloromethane.

Notes
Moisture Sensitive. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents, moisture.

Chemical Identifiers

• CAS: 701-99-5
• Molecular Weight (g/mol): 170.59
• InChI Key: PKUPAJQAJXVUEK-UHFFFAOYSA-N
• PubChem CID: 69703
• SMILES: ClC(=O)COC1=CC=CC=C1

• Molecular Formula: C8H7ClO2
• MDL Number: MFCD00000726
• Synonym: phenoxyacetyl chloride, acetyl chloride, phenoxy, phenyloxyacetyl chloride, phenoxyacetylchloride, phenoxyacetic acid chloride, acetyl chloride, 2-phenoxy, pac-cl, phenoxylacetylchloride, 2-phenoxyacetylchloride, phenoxy acetyl chloride
• IUPAC Name: 2-phenoxyacetyl chloride

Specifications

• CAS: 701-99-5
• Boiling Point: 225°C to 226°C
• Odor: Irritating
• Refractive Index: 1.534
• UN Number: UN3265
• Sensitivity: Moisture sensitive
• Solubility Information: Reacts with water.
• SMILES: ClC(=O)COC1=CC=CC=C1
• Molecular Weight (g/mol): 170.59
• Formula Weight: 170.6
• Chemical Name or Material: Phenoxyacetyl chloride

• Density: 1.235
• Flash Point: 108°C (226°F)
• Molecular Formula: C8H7ClO2
• MDL Number: MFCD00000726
• Beilstein: 607585
• Synonym: phenoxyacetyl chloride, acetyl chloride, phenoxy, phenyloxyacetyl chloride, phenoxyacetylchloride, phenoxyacetic acid chloride, acetyl chloride, 2-phenoxy, pac-cl, phenoxylacetylchloride, 2-phenoxyacetylchloride, phenoxy acetyl chloride
• InChI Key: PKUPAJQAJXVUEK-UHFFFAOYSA-N
• IUPAC Name: 2-phenoxyacetyl chloride
• PubChem CID: 69703
• Percent Purity: 98%

Safety and Handling

GHS H Statement
H314-H318
Causes severe skin burns and eye damage.
Causes serious eye damage.

P260-P264b-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P501c

H314-H335

missing translation for 'dotInformation' : Transport Hazard Class: 8; Packing Group: II; Proper Shipping Name: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S.

missing translation for 'einecsNumber' : 211-862-4

missing translation for 'tsca' : Yes

Recommended Storage : Ambient temperatures; Store under Nitrogen

RUO – Research Use Only