| Identification | More | [Name]
Methoxyacetyl chloride | [CAS]
38870-89-2 | [Synonyms]
METHOXYACETIC ACID CHLORIDE
METHOXYACETYLCHLORID
METHOXYACETYL CHLORIDE
Acetyl chloride, methoxy-
METHOXYACETYL CHLORIDE, STAB.
Methoxyacetyl chloride, stabilized, ca. 95%
MEYHOXY ACETYL CHLORIDE
Methoxyacetyl chloride, GC 95%
Methoxyacetyl chloride, 97%, stab. with ca 0.3% magnesium oxide
Methoxyacetyl Chloride [Chloromethylating Reagent]
Methoxyacetyl chloride, ca. 95%, stabilized
Methoxyacetyl chloride, stabilized | [EINECS(EC#)]
254-169-2 | [Molecular Formula]
C3H5ClO2 | [MDL Number]
MFCD00000728 | [Molecular Weight]
108.52 | [MOL File]
38870-89-2.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to yellow liquid | [Melting point ]
<-40°C | [Boiling point ]
112-113 °C (lit.) | [density ]
1.19 g/mL at 20 °C
| [refractive index ]
n20/D 1.419(lit.)
| [Fp ]
84 °F
| [storage temp. ]
2-8°C
| [solubility ]
Miscible with acetone, ether, carbon tetrachloride and chloroform. | [form ]
Liquid | [color ]
Clear colorless to yellow | [Water Solubility ]
reacts | [Sensitive ]
Moisture Sensitive | [BRN ]
1740244 | [Stability:]
Moisture sensitive | [InChIKey]
JJKWHOSQTYYFAE-UHFFFAOYSA-N | [CAS DataBase Reference]
38870-89-2(CAS DataBase Reference) | [NIST Chemistry Reference]
Methoxyacetyl chloride(38870-89-2) | [Storage Precautions]
Store under nitrogen | [EPA Substance Registry System]
38870-89-2(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
  
GHS02,GHS05,GHS06 | [Signal word ]
Danger | [Hazard statements ]
H226-H314-H331-H335 | [Precautionary statements ]
P210-P233-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338 | [Hazard Codes ]
C | [Risk Statements ]
R10:Flammable.
R34:Causes burns.
R36/37:Irritating to eyes and respiratory system . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S25:Avoid contact with eyes .
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 2920 8/PG 2
| [WGK Germany ]
3
| [F ]
9-19-21 | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29189900 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
N,N-Dimethylformamide-->Thionyl chloride-->Chloroacetic acid-->Methoxyacetic acid-->Dichloromethane-->Oxalyl chloride | [Preparation Products]
Metalaxyl-->Oxadixyl-->Isocyanato(methoxy)methane-->methoxyacetic anhydride-->carbon monoxide-->2-(Methoxymethyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ol-->Benzoic acid, 2-[(Methoxyacetyl)aMino]-, Methyl ester-->2-[3-(Methoxymethyl)-1H-1,2,4-triazol-5-yl]pyridine-->N-(4-bromophenyl)-2-methoxyacetamide-->3-Chloromethyl-4-methoxy-benzoic acid methyl ester-->5-methoxyacetylamino-2,4,6-triiodoisophthalic acid (2,3-dihydroxypropyl)amide chloride |
| Hazard Information | Back Directory | [Description]
Methoxyacetyl chloride is a acylating reagent; precursor to methoxyketene; in combination with Lewis acids is a reagent for aromatic
chloromethylation. | [Chemical Properties]
clear colorless to yellow liquid | [Uses]
Methoxyacetyl chloride is used as an intermediate for active pharmaceutical ingredients and dyes. Further, it acts as a precursor for the synthesis of agrochemicals. | [Synthesis]
Step 1: To a solution of methoxyacetic acid (20 mL, 0.26 mol) in dichloromethane (170 mL) was added dropwise oxalyl chloride (30 mL, 0.34 mol) and a catalytic amount of DMF (a few drops) at 0 °C. The reaction mixture was stirred at room temperature overnight and the solvent was subsequently removed by rotary evaporator. The residue was distilled under reduced pressure to afford methoxyacetyl chloride (54b, 25.4 g, 90% yield). | [References]
[1] Patent: WO2008/33562, 2008, A2. Location in patent: Page/Page column 74
[2] Patent: US2009/76005, 2009, A1. Location in patent: Page/Page column 36
[3] Journal of Organic Chemistry, 2003, vol. 68, # 17, p. 6832 - 6835
[4] European Journal of Organic Chemistry, 2005, # 12, p. 2459 - 2467
[5] Tetrahedron, 2018, vol. 74, # 27, p. 3663 - 3670 |
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