Benzyl 2,2,2-trichloroethanimidate

Basic Information

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CAS Number

81927-55-1

Molecular Formula

C9H8Cl3NO

Molecular Weight

252.53 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

No data available

Boiling Point

106-114 °C/0.5 mmHg

Density

1.359 g/mL at 25 °C

Solubility

Miscible with cyclohexane/dichloromethane.

Refractive Index

n20/D 1.545(lit.)

SMILES

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C1=CC=C(C=C1)COC(=N)C(Cl)(Cl)Cl

InChI

InChI=1S/C9H8Cl3NO/c10-9(11,12)8(13)14-6-7-4-2-1-3-5-7/h1-5,13H,6H2

InChIKey

HUZCTWYDQIQZPM-UHFFFAOYSA-N

LogP

3.550670000000001

Topological Polar Surface Area

33.08 Å²

Hydrogen Bond Donor/Acceptor

1 / 2

Complexity

197

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Sensitiveness

Moisture Sensitive

Synonyms & References

English

J-800239
2,2,2-trichloro-1-(phenylmethoxy)ethanimine
InChI=1/C9H8Cl3NO/c10-9(11,12)8(13)14-6-7-4-2-1-3-5-7/h1-5,13H,6H2
benzyl 2,2,2-trichloroethanimidate
NS00122091
benzyl 2,2,2-trichloroacetoimidate
benzyl 2,2,2-trichloroethanecarboximidate
SY013977
AKOS005259268
AC-25713
AMY4117
B1483
A840218
Benzyl 2,2,2-trichloroacetimidate
AC2219
2,2,2-TRICHLORO-ACETIMIDIC ACID BENZYL ESTER
O-benzyl 2,2,2-trichloroacetimidate
Benzyl trichloroacetimidate
MFCD00000805
Benzyltrichloroacetimidate
Benzyl 2,2,2-trichloroacetimidate, 99%
DTXSID301002319
EN300-6496297
benzyl trichloroacetoimidate
81927-55-1
Ethanimidic acid, 2,2,2-trichloro-, phenylmethyl ester
DS-17840
SCHEMBL52407
CS-M0017
benzyl 2,2,2-trichloro-acetimidate
Benzyl 2,2,2-trichloroethanimidoate #

MDL Number

MFCD00000805

Customs Code

2925290090

FAQ

What are the physical and chemical properties of Benzyl 2,2,2-trichloroethanimidate (CAS: 81927-55-1)?

Benzyl 2,2,2-trichloroethanimidate (CAS: 81927-55-1) is a white crystalline solid with a molecular weight of approximately 279.03 g/mol. It is virtually insoluble in water but soluble in organic solvents such as diethyl ether and chloroform. The compound is relatively stable under normal conditions but can react with bases to form chloroacetamide derivatives. It is used as a precursor in organic synthesis and as a protective group reagent.

How is Benzyl 2,2,2-trichloroethanimidate (CAS: 81927-55-1) typically synthesized?

Benzyl 2,2,2-trichloroethanimidate is typically synthesized by reacting 2,2,2-trichloroethanamine with benzyl chloroformate in the presence of a base such as triethylamine. The reaction proceeds via a nucleophilic acyl substitution, yielding the imidate ester. The yield is usually around 85-90%, and the reaction is carried out under anhydrous conditions to minimize side reactions.

What industries use Benzyl 2,2,2-trichloroethanimidate (CAS: 81927-55-1)?

Benzyl 2,2,2-trichloroethanimidate (CAS: 81927-55-1) is used in various industries, primarily in the pharmaceutical and polymer sectors. It serves as a key intermediate in the synthesis of drug molecules and is also utilized in the preparation of certain polymers and functional materials. Its use in sensors and semiconductors is limited but is explored for specific applications.

What precautions should be taken when handling Benzyl 2,2,2-trichloroethanimidate (CAS: 81927-55-1)?

When handling Benzyl 2,2,2-trichloroethanimidate (CAS: 81927-55-1), it is essential to use appropriate personal protective equipment (PPE), including gloves, goggles, and a laboratory coat. The substance should be handled in a well-ventilated area, preferably in a fume hood. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.