Benzyloxyacetyl chloride

Product Name: Benzyloxyacetyl chloride
CAS No.: 19810-31-2
Chemical Name: Benzyloxyacetyl chloride
Synonyms: 2-(Benzyloxy)acetyl chloride;oxyacetyL;BENZYLOXYACETYL CHLORIDE;Benzyloxyacetyl chloride 95%;Benzyloxyacetyl chloride ,95%;Benzyloxyacetic acid chloride;(Benzyloxy)acetic acid chloride;2-(Phenylmethoxy)-acetyl chloride;2-(Benzyloxy)acetic acid chloride;Acetyl chloride, 2-(phenylMethoxy)-
CBNumber: CB9167296
Molecular Formula: C9H9ClO2
Formula Weight: 184.62
MOL File: 19810-31-2.mol

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Benzyloxyacetyl chloride Property

Melting point:: 120 °C (decomp)
Boiling point:: 84-87 °C/0.4 mmHg (lit.)
Density: 1.17 g/mL at 25 °C (lit.)
refractive index: n20/D 1.523(lit.)
Flash point:: >230 °F
storage temp.: 2-8°C
form: Powder or Cyrstals
color: White
Water Solubility: Reacts with water.
Sensitive: Moisture Sensitive
BRN: 1947363
InChI: InChI=1S/C9H9ClO2/c10-9(11)7-12-6-8-4-2-1-3-5-8/h1-5H,6-7H2
InChIKey: QISAUDWTBBNJIR-UHFFFAOYSA-N
SMILES: C(Cl)(COCC1=CC=CC=C1)=O
CAS DataBase Reference: 19810-31-2(CAS DataBase Reference)

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Safety

Hazard Codes: C
Risk Statements: 14-34
Safety Statements: 26-36/37/39-45
RIDADR: UN 3265 8/PG 2
WGK Germany: 3
F: 10-19
HazardClass: 8
PackingGroup: III
HS Code: 29189900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 301019
Product name: Benzyloxyacetyl chloride
Purity: 95%
Packaging: 5g
Price: $58.38
Updated: 2025/07/31

Sigma-Aldrich

Product number: 301019
Product name: Benzyloxyacetyl chloride
Purity: 95%
Packaging: 25g
Price: $309
Updated: 2025/07/31

TCI Chemical

Product number: B3665
Product name: 2-(Benzyloxy)acetyl Chloride
Purity: min. 98.0 %
Packaging: 5G
Price: $83
Updated: 2025/07/31

TCI Chemical

Product number: B3665
Product name: 2-(Benzyloxy)acetyl Chloride
Purity: min. 98.0 %
Packaging: 25G
Price: $249
Updated: 2025/07/31

TRC

Product number: B130515
Product name: 2-(Benzyloxy)acetylChloride
Packaging: 100mg
Price: $75
Updated: 2021/12/16

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Benzyloxyacetyl chloride Chemical Properties,Usage,Production

Chemical Properties

Colorless to yellow liquid

Uses

Benzyloxyacetyl chloride is a reagent used to construct substituted 2-azetidinones for further elaboration into annulated β-lactams. It is a commonly employed reagent for asymmetric synthesis of β-lactams. It is also used in preparation of (S)-3-(methylamino)-3-((R)-pyrrolidin-3-yl)propanenitrile, key intermediate in the preparation of fluoroquinolone antibiotic for respiratory tract infections, non-racemic helicene and β-lactams.

Uses

Commonly employed reagent for asymmetric synthesis of β-lactams.1,2

Synthesis

30379-55-6

19810-31-2

Example 1 (a) Synthesis of benzyloxyacetyl chloride: to a solution of dichloromethane (50 mL) containing benzyloxyacetic acid (10.0 g, 60.0 mmol, 8.6 mL) was sequentially added oxalyl chloride (9.1 g, 72.0 mmol, 6.0 mL) and N,N-dimethylformamide (DMF, 30.0 mg, 0.4 mmol, 32.0 μL). The reaction mixture was stirred for 3 h at room temperature. Rapid gas release was observed at the beginning of the reaction, which gradually stopped as the reaction progressed. Upon completion of the reaction, the dichloromethane solution was concentrated under reduced pressure to give a colloidal product. Subsequently, additional oxalyl chloride (4.5 g, 35.7 mmol, 3.0 mL), dichloromethane (50 mL), and a drop of DMF were added to the gelatinous product, and the reaction mixture was again stirred for 2 h, during which a rapid gas release was observed. Finally, the reaction mixture was concentrated under reduced pressure to afford benzyloxyacetyl chloride (1) 11.0 g (in quantitative yield) as a gel. The structure of the product was confirmed by 13C NMR (75 MHz, CDCl3) with chemical shifts of δ 73.6, 74.8, 128.1, 128.4, 128.6, 130.0 and 171.9.

References

[1] Patent: US2013/177501, 2013, A1. Location in patent: Paragraph 0152
[2] Patent: WO2015/7834, 2015, A1. Location in patent: Page/Page column 17
[3] Patent: WO2015/40087, 2015, A1. Location in patent: Page/Page column 13; 14
[4] Patent: US9168317, 2015, B2. Location in patent: Page/Page column 20
[5] Patent: US9314541, 2016, B2. Location in patent: Page/Page column 21

Benzyloxyacetyl chloride Preparation Products And Raw materials

Raw materials

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Benzyloxyacetyl chloride Suppliers

China 168 Germany 6 India 5 Japan 1 Switzerland 1 United Kingdom 5 United States 21 Global 207

Shandong Big Ceramic Chemistry Co., LTD

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Jia Xing Isenchem Co.,Ltd

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View Lastest Price from Benzyloxyacetyl chloride manufacturers

Career Henan Chemical Co

Product: Benzyloxyacetyl chloride 9810-31-2
Price: US $1.00/KG
Min. Order: 1KG
Purity: 97%-99.9%
Supply Ability: 100kg
Release date: 2019-12-23

Career Henan Chemical Co

Product: Benzyloxyacetyl chloride 9810-31-2
Price: US $1.00/KG
Min. Order: 1KG
Purity: 97%-99.9%
Supply Ability: 100kg
Release date: 2019-12-23

Career Henan Chemical Co

Product: Benzyloxyacetyl chloride 19810-31-2
Price: US $8.80/KG
Min. Order: 1KG
Purity: 97%-99%
Supply Ability: 100kg
Release date: 2019-07-04

19810-31-2, Benzyloxyacetyl chlorideRelated Search:

Trichloroacetyl chloride 4-Methoxybenzylchloride Sodium chloride Choline chloride Phenoxyacetyl chloride Ammonium chloride Calcium chloride Thionyl chloride Oxalyl chloride Zinc chloride Chloroacetyl chloride Acetyl chloride Phenylacetyl chloride Bromoacetyl chloride Acetoxyacetyl chloride Potassium chloride BENZYLOXYACETALDEHYDE 2-Chloroethyl ethyl ether

BENZYLOXYACETYL CHLORIDE

2-(Benzyloxy)acetyl chloride

oxyacetyL

Benzyloxyacetyl chloride ,95%

(Benzyloxy)acetic acid chloride

2-(Benzyloxy)acetic acid chloride

Benzyloxyacetic acid chloride

Acetyl chloride, 2-(phenylMethoxy)-

Benzyloxyacetyl chloride 95%

2-(Phenylmethoxy)-acetyl chloride

19810-31-2

9810-31-2

C6H5CH2OCH2COCl

Building Blocks

Acid Halides

Carbonyl Compounds

Organic Building Blocks

Acid Halides

Building Blocks

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Chemical Synthesis

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Pyridines

Acid Halides

Carbonyl Compounds

Carboxylic