4,6-Dichloropyrimidine

DichloropyriMidine · 4,6-Dichoropyrimidine · NSC 37530 · 4,6-DichL · IFLAB-BB F2124-0077 · 4,6-Dichloropyrimidi · 4,6-Dichloropyridine · 4,6-Dichlorpyrimidin

https://huagongshe.com/en/chemical/70943

4,6-Dichloropyrimidine molecular structure

Identifiers & Physical Properties

CAS No.	1193-21-1
Molecular formula	C4H2Cl2N2
Average molar mass	148.98 g/mol
Monoisotopic mass	147.95950342 g/mol
SMILES	Clc1cc(Cl)ncn1
InChIKey	XJPZKYIHCLDXST-UHFFFAOYSA-N
PubChem CID	70943
ChEMBL	CHEMBL1992013
EC No.	214-770-2
DTXSID	DTXSID10152403

Chemical & Physical Properties

XLogP	2.1
Topological polar surface area	25.8
Hydrogen bond donors	0
Hydrogen bond acceptors	2
Rotatable bonds	0
Heavy atoms	8
Formal charge	0
Complexity	70.4
SpringerMaterials Properties	Schoenflies notation
Melting point	65-67 °C (lit.)
Boiling point	176 °C (lit.)
Density	1.6445 (rough estimate)
Vapor pressure	30-390Pa at 20-50℃
Refractive index	1.6300 (estimate)
Flash point	176°C
Storage conditions	Inert atmosphere,2-8°C
Solubility	95% ethanol: soluble50mg/mL, clear to very slightly hazy, colorless to yellow
Physical state	Crystals
pKa (acidity coefficient)	-4.20±0.17(Predicted)
Color	Yellow-green
BRN	111195
InChI	1S/C4H2Cl2N2/c5-3-1-4(6)8-2-7-3/h1-2H
InChIKey	XJPZKYIHCLDXST-UHFFFAOYSA-N
SMILES	Clc1cc(Cl)ncn1
LogP (partition coefficient)	1.45 at 25℃ and pH7.2
Surface tension	65.72mN/m at 1g/L and 20℃
CAS DataBase Reference	1193-21-1(CAS DataBase Reference)
FDA UNII	TTE9SA8H44
NIST Chemistry Reference	Pyrimidine, 4,6-dichloro-(1193-21-1)
UNSPSC Code	12352100
NACRES	NA.22
GHS pictogram	GHS05
Signal word	Danger
GHS hazard statements	H314
GHS precautionary statements	P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363
Personal protective equipment (PPE)	Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard symbols	C
Risk statements (R)	34-20/21/22-36/37
Safety statements (S)	26-36/37/39-45-27
UN transport number	UN 3263 8/PG 2
Water hazard class (WGK)	3
F	19
Hazard Note	Corrosive
Hazard class	8Skin Corr. 1B
Packing group	II
Customs code	29335990
Storage class	8A - Combustible corrosive hazardous materials
REACH registrations	Active

Safety & Regulations

GHS classification	DangerH302+H312+H332 (52%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oralacute toxicity, dermalacute toxicity, inhalation]P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P333+P317, P362+P364, P363, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 125 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Regulatory information	Status: Active Update: 02-12-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/10082
Hazard Classes and Categories	Acute Tox. 4 (61.6%)
F	19
Personal protective equipment (PPE)	Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Water hazard class (WGK)	3
UN transport number	UN 3263 8/PG 2
Customs code	29335990
Risk statements (R)	34-20/21/22-36/37
Signal word	Danger
GHS pictogram	GHS05
Hazard symbols	C
hazard_note	Corrosive
Safety statements (S)	26-36/37/39-45-27
Hazard class	8Skin Corr. 1B
Storage class	8A - Combustible corrosive hazardous materials
Packing group	II

Applications & Uses

Uses

4,6-Dichloropyrimidine (cas# 1193-21-1) is a compound useful in organic synthesis.

Uses

4,6-Dichloropyrimidine was used in the synthesis of N-substituted azacalix[4]pyrimidines. It was used as starting reagent for the synthesis of disubstituted pyrimidines by tandem amination and Suzuki-Miyaura cross-coupling. It was also used in a biarylpyrimidine synthesis involving biaryl cross-coupling.

General Description

Cyclic voltammograms of 4,6-dichloropyrimidine shows three cathodic waves, arising from sequential cleavage of carbon-chlorine bonds as well as the reduction of pyrimidine.