allylurea

Names

[ CAS No. ]:
557-11-9

[ Name ]:
allylurea

[Synonym ]:
1-Allylurea
MFCD00007954
Urea,2-propenyl
N-allylurea
EINECS 209-157-1
N-2-Propenylurea
Allylcarbamide
Allylurea
monoallyl urea
Urea,allyl

Chemical & Physical Properties

[ Density]:
1.008g/cm3

[ Boiling Point ]:
167.9ºC at 760mmHg

[ Melting Point ]:
84-86 °C(lit.)

[ Molecular Formula ]:
C₄H₈N₂O

[ Molecular Weight ]:
100.11900

[ Flash Point ]:
55.3ºC

[ Exact Mass ]:
100.06400

[ PSA ]:
55.12000

[ LogP ]:
0.93190

[ Index of Refraction ]:
1.465

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: YR7875000

CHEMICAL NAME :: Urea, allyl-

CAS REGISTRY NUMBER :: 557-11-9

BEILSTEIN REFERENCE NO. :: 1745068

LAST UPDATED :: 199701

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C4-H8-N2-O

MOLECULAR WEIGHT :: 100.14

WISWESSER LINE NOTATION :: ZVM2U1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 250 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1070 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 1 mg/plate

REFERENCE :: EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987- Volume(issue)/page/year: 19(Suppl 21),2,1992

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H312-H332

[ Precautionary Statements ]:
P280

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R20/21/22

[ Safety Phrases ]:
S36/37

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
YR7875000

[ HS Code ]:
2924199090

Synthetic Route

Click to get detail synthetic route

Customs

[ HS Code ]: 2924199090

[ Summary ]:
2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Ureido-derivatized polymers based on both poly(allylurea) and poly(L-citrulline) exhibit UCST-type phase transition behavior under physiologically relevant conditions.

Biomacromolecules 12(10) , 3418-22, (2011)

There are few examples of polymers that exhibit upper critical solution temperature (UCST) behavior under physiological conditions of temperature, pH, and ionic strength. In this study, we demonstrate...

Sequential double α-arylation of N-allylureas by asymmetric deprotonation and N→C aryl migration.

Org. Lett. 12(23) , 5442-5, (2010)

On lithiation with lithium amides, N-allyl-N'-aryl ureas undergo rearrangement with transfer of the aryl ring from N to the allylic α carbon. From the α-arylated products, a further aryl transfer unde...

A new synthesis of imidazolidin-2-ones via Pd-catalyzed carboamination of N-allylureas.

Org. Lett. 8(12) , 2531-4, (2006)

A new strategy for the preparation of substituted imidazolidin-2-ones in two steps from readily available N-allylamines is described. Addition of the amine starting materials to isocyanates affords N-...