CAS 25550-57-6 Benzyl isocyanate (HCID 76639)

Names & identifiers

Preferred name: Benzyl isocyanate
IUPAC: isocyanatomethylbenzene
English name: Benzyl isocyanate
Molecular formula: C8H7NO
Molecular weight: 133.15

Names & synonyms

Benzyl isocyanate3173-56-6Benzene, (isocyanatomethyl)-8I2LI357GQEINECS 221-640-9NSC-118415DTXSID40863116NSC 118415RefChem:566757DTXCID30811782221-640-9(Isocyanatomethyl)benzene

Show more names

Benzyl isocyateBenzylIsocyanate>Benzylisocyanate,98%Benzyl isocyanate 98%Benzyl isocyanate, 99+%Isocyanatomethyl-benzene(isocyanatomethyl)-benzen

Isocyanatomethylbenzene1-(isocyanatomethyl)benzeneBenzylisocyanateMFCD00009701phenylmethanisocyanate25550-57-6Isocyanic Acid Benzyl Esterphenylmethyl isocyanate

Database identifiers

CAS: 25550-57-6、3173-56-6
PubChem CID: 76639
DTXSID: DTXSID40863116
UNII: 8I2LI357GQ
EC Number: 221-640-9
Nikkaji: J30.187F

Properties

Computed structural properties

XLogP: 2.6
Topological polar surface area: 29.4 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 10
Formal charge: 0
Complexity: 132

Experimental & physicochemical properties

SpringerMaterials PropertiesBoiling point

Physicochemical properties

Melting point: 259 · 259-261 °C(Solv: acetic acid (64-19-7))
Boiling point: 101 · 101-104 °C/33 mmHg (lit.)
Density: 1.078 g/mL · 1.078 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.526(lit.)
Flash point: 113 °F · 113 °F
storage temp.: 2 · Inert atmosphere,2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Liquid
color: Clear colorless to faintly yellow
Water Solubility: It hydrolyzes with water.
Sensitive: Moisture Sensitive
BRN: 636508 · 636508
InChI: 1S/C8H7NO/c10-7-9-6-8-4-2-1-3-5-8/h1-5H,6H2
InChIKey: YDNLNVZZTACNJX-UHFFFAOYSA-N
SMILES: O=C=NCc1ccccc1
CAS DataBase Reference: 3173 · 3173-56-6(CAS DataBase Reference)
FDA UNII: 8 I2LI357GQ · 8I2LI357GQ
NIST Chemistry Reference: Benzyl isocyanate(3173-56-6)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02,GHS07,GHS08
Signal word: Danger
Hazard statements: 226 · H226-H315-H317-H319-H334-H335
Precautionary statements: 210 · P210-P233-P240-P280-P303+P361+P353-P305+P351+P338
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xn,T
Risk Statements: 10 · 10-36/37/38-42/43-23/24/25
Safety Statements: 23 · 23-26-36/37-36/37/39-16
RIDADR: 3080 · UN 3080 6.1/PG 2
WGK Germany: 3 · 3
F: 10 · 10-21
HazardClass: 6.1 · 6.1
PackingGroup: II
HS Code: 29291090 · 29291090
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 3 · Flam. Liq. 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P272, P280, P284, P301+P316, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P316, P319, P320, P321, P330, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P370+P378, P403, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 49 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesFlam. Liq. 3 (100%)

Safety data

F: 10-21
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: UN 3080 6.1/PG 2
hs_code: 29291090
risk_code: 10-36/37/38-42/43-23/24/25
Signal word: Danger
Symbol(GHS): GHS02,GHS07,GHS08
hazard_code: Xn,T
safety_code: 23-26-36/37-36/37/39-16
hazard_class: 6.1
Storage Class: 3 - Flammable liquids
packing_group: II
Hazard statements: H226-H315-H317-H319-H334-H335
Hazard Classifications: Flam. Liq. 3
Precautionary statements: P210-P233-P240-P280-P303+P361+P353-P305+P351+P338

Chemistry & industry

Applications · 4 items

Occurrencebenzyl isocyanate is a natural product found in Simicratea welwitschii with data available.

UsesBenzyl isocyanate, is used as a protected ammonia equivalent in the stereo selective ring-opening of chiral 2,3-epoxy alcohols (from Sharpless asymmetric epoxidation). The key step in the sequence involves intramolecular cyclization of the carbamate intermediate. It is also used in a multicomponent, stereospecific synthesis of 1,3-oxazinane-2,4-diones employing an Al-salph complex.

UsesBenzyl isocyanate was used to investigate the kinetics of isocyanate derivatization reaction in a continuous flow glass microfluidics chip. It was also used in a multicomponent, stereospecific synthesis of 1,3-oxazinane-2,4-diones employing an Al-salph complex (674699).

General DescriptionBenzyl isocyanate inhibits the formation of benzo[a]pyrene (BP)-DNA adduct and posses chemopreventive properties.