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Methylcarbamoyl chloride

HCID 80931
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Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
6452-47-7
Standard SMILES
CNC(=O)Cl
InChIKey
GRRYSIXDUIAUGY-UHFFFAOYSA-N
Molecular formula
C2H4ClNO
Average molar mass
93.51 g/mol
Monoisotopic mass
92.99814143

Names & identifiers

Preferred name
Methylcarbamoyl chloride
IUPAC
N-methylcarbamoyl chloride
English name
Methylaminoformyl chloride
Molecular formula
C2H4ClNO
Molecular weight
93.51

Names & synonyms

6452-47-7Methylcarbamoyl chlorideEINECS 229-253-7NSC 133003DTXSID60214787RefChem:158151DTXCID90137278229-253-7Methylaminoformyl chlorideN-methylcarbamoyl chloridemethylcarbamic chlorideMethylcarbamoylchloride
Show more names
N-MethylchloroformamidemethylamineylformylchloroN-(Chloroformyl)methylamineMethylcarbamic acid chloride
Carbamic chloride, methyl-N-Methylaminoformyl chlorideMethylcarbamic Chloride; N-Methylcarbamoyl Chloride; NSC 133003methylcarbamicchloridemethylcarbamyl chlorideMethylaminoformylchlorideethylaminoformyl chlorideN-Methylcarbamic chloride

Database identifiers

CAS
6452-47-7
PubChem CID
80931
DTXSID
DTXSID60214787
EC Number
229-253-7
Nikkaji
J23.393E

Properties

Computed structural propertiesFilling in

XLogP
0.6
Topological polar surface area
29.1 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
5
Formal charge
0
Complexity
44.9

Physicochemical properties

Melting point
45 °C · 45°C
Boiling point
93 °C · 93°C (dec.)
Density
1.185 · 1.185±0.06 g/cm3(Predicted)
storage temp.
2 · under inert gas (nitrogen or Argon) at 2-8°C
solubility
Acetonitrile, Chloroform (Slightly), DMSO
pka
10.67 · 10.67±0.46(Predicted)
form
Solid
color
White to Off-White
Stability
Air Sensitive, Hygroscopic, Moisture Sensitive, Volatile
InChI
InChI=1S/C2H4ClNO/c1-4-2(3)5/h1H3,(H,4,5)
InChIKey
GRRYSIXDUIAUGY-UHFFFAOYSA-N
SMILES
C(Cl)(=O)NC
CAS DataBase Reference
6452 · 6452-47-7(CAS DataBase Reference)
UNSPSC Code
12352200 · 12352200
NACRES
21 · NA.21

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

wgk
WGK 3
risk_code
22
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xn
Storage Class
11 - Combustible Solids
Hazard statements
H302
Hazard Classifications
Acute Tox. 4 Oral
Precautionary statements
P264-P270-P301+P312-P501

Chemistry & industry

Applications · 3 items

DescriptionMethylcarbamoyl Chloride is used as a reagent in the synthesis of acylprolinamides as a new class of peptide deformylase inhibitors with in vivo antibacterial activity. Methylcarbamoyl Chloride is also used as a reagent in the synthesis of carbamate derivatives as potential dual-binding site acetylcholinesterase inhibitors. The decomposition tail gas hydrogen chloride of Methylaminoformyl chloride is also useful during the cartap synthesis.

UsesMethylaminoformyl chloride can be widely used as an intermediate of carbamate insecticides such as Zhongdingwei, carbofuran, isoprocarb, methomyl, chlorhexidine and carbaryl. Methylaminoformyl chloride is also used as a reagent in the synthesis of carbamate derivatives as potential dual-binding site acetylcholinesterase inhibitors. The decomposition tail gas hydrogen chloride of Methylaminoformyl chloride is also useful during the cartap synthesis.

UsesMethylcarbamoyl Chloride is used as a reagent in the synthesis of acylprolinamides as a new class of peptide deformylase inhibitors with in vivo antibacterial activity. Methylcarbamoyl Chloride is also used as a reagent in the synthesis of carbamate derivatives as potential dual-binding site acetylcholinesterase inhibitors.

Preparation methods · 1 item

PreparationMethylaminoformyl chloride is prepared by reacting methylamine with phosgene. Reaction equation: CH3NH2+COCl2→CH3NHCOCl. A 40% aqueous solution of methylamine is vaporized, and after drying, it is combined with phosgene at a ratio of 1:1.3 (methanol), methylamine at 4 m3/h, and phosgene at a rate of 8.6 m3/h (content 60%-70%). Preheating into the preheater, the preheating temperature of methylamine is controlled at 220-260°C, and the phosgene is controlled at 200-240°C. The preheated two gases enter the test tube and are synthesized at 280-300°C to obtain gaseous methaqualyl chloride. Then, carbon tetrachloride (or chlorobenzene solution) is circulated and absorbed at 0-20°C to obtain a solution of about 10% of carbamoyl chloride (or chlorobenzene), or cooled to a liquid product after 35-40°C or lower[2,3].

Upstream & downstream products

Related reactions

14 records
New reaction record
HRID 333496 reaction equation
HRID 333496As reactantuspto-grants-2014_11
HRID 588156 reaction equation
HRID 588156As reactantuspto-grants-2016_01
HRID 606958 reaction equation
HRID 606958As reactantuspto-grants-2011_03
HRID 684377 reaction equation
HRID 684377As reactantTraining data from https://doi.org/10.1039/C8SC04228D (3/10)
HRID 809707 reaction equation
HRID 809707As reactantTest data from https://doi.org/10.1039/C8SC04228D
HRID 839446 reaction equation
HRID 839446As reactantuspto-grants-1978_06
HRID 839447 reaction equation
HRID 839447As reactantuspto-grants-1978_06
HRID 839448 reaction equation
HRID 839448As reactantuspto-grants-1978_06
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Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
More actions
New noteNew reactionRequest quotes
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302
Precautionary statements
264 · P264-P270-P301+P312-P501
Hazard Codes
Xn
Risk Statements
22 · 22
WGK Germany
3 · WGK 3
Storage Class
11 · 11 - Combustible Solids
Hazard Classifications
4 Oral · Acute Tox. 4 Oral

Upstream raw materials

MethylamineCarbon tetrachloridePhosgene

Downstream products

PropoxurMETOLCARBCarbofuranMETHYLISOCYANATE 1 X 500MG NEATMethabenzthiazuronCarbaryl5-(Amino-1-(N-methyl Carbamoyl)