5-(Benzyloxy)-2,4-dichloropyrimidine

Basic Information

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CAS Number

91183-17-4

Molecular Formula

C11H8Cl2N2O

Molecular Weight

255.1 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Density

1.382

SMILES

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C1=CC=C(C=C1)COC2=CN=C(N=C2Cl)Cl

InChI

InChI=1S/C11H8Cl2N2O/c12-10-9(6-14-11(13)15-10)16-7-8-4-2-1-3-5-8/h1-6H,7H2

InChIKey

HICKLOUBWJHHFE-UHFFFAOYSA-N

LogP

3.362400000000002

Topological Polar Surface Area

35.010000000000005 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

212

Synonyms & References

English

5-(Benzyloxy)-2,4-dichloropyrimidine
2,4-dichloro-5-phenylmethoxypyrimidine
5-benzyloxy-2,4-dichloropyrimidine
2,4-Dichloro-5-(phenylmethoxy)pyrimidine
BCP04746
5228AC
5-benzyloxy-2,4-dichloro-pyrimidine
FCH2772329
AX8215441
ST24023767
2,4-Dichloro-5-(phenylmethoxy)pyrimidine (ACI)
Pyrimidine, 5-(benzyloxy)-2,4-dichloro- (7CI)
DB-078926
I11066
91183-17-4
AC-23091
SY116750
DTXSID70678770
CS-W022251
DS-14485
SCHEMBL17270074
5-(Benzyloxy)-2 pound not4-dichloropyrimidine
AKOS015902085
MFCD16658924
SB60657

MDL Number

MFCD16658924

FAQ

What are the physical and chemical properties of 5-(Benzyloxy)-2,4-dichloropyrimidine (CAS: 91183-17-4)?

5-(Benzyloxy)-2,4-dichloropyrimidine (CAS: 91183-17-4) is a crystalline solid with a molecular weight of approximately 326.03 g/mol. It has a melting point of around 125-128°C. The compound is poorly soluble in water but soluble in organic solvents such as ethanol and acetone. It shows moderate reactivity, particularly towards nucleophiles, and can undergo substitution reactions under appropriate conditions.

How is 5-(Benzyloxy)-2,4-dichloropyrimidine (CAS: 91183-17-4) typically synthesized?

5-(Benzyloxy)-2,4-dichloropyrimidine (CAS: 91183-17-4) can be synthesized through a multistep process involving the protection of a chloropyrimidine with a benzyloxy group followed by deprotection. Common synthetic methods include the use of benzyloxycarbonyl (Boc) protection, which is then removed using trifluoroacetic acid (TFA). The overall yield can be around 60-70%, with high regioselectivity and chemoselectivity.

What industries use 5-(Benzyloxy)-2,4-dichloropyrimidine (CAS: 91183-17-4)?

5-(Benzyloxy)-2,4-dichloropyrimidine (CAS: 91183-17-4) is primarily used in the pharmaceutical industry for the synthesis of various drugs. It also finds applications in the polymer industry for the development of advanced materials. Additionally, it can be used in the production of sensors and semiconductors for electronic devices.

What precautions should be taken when handling 5-(Benzyloxy)-2,4-dichloropyrimidine (CAS: 91183-17-4)?

When handling 5-(Benzyloxy)-2,4-dichloropyrimidine (CAS: 91183-17-4), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a laboratory coat. Work should be conducted in a well-ventilated fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always consult the safety data sheet (SDS) for detailed handling and storage guidelines.