Basic information
- CAS
42855-00-5- Standard SMILES
COc1cc(COC(=O)Cl)c([N+](=O)[O-])cc1OC- InChIKey
RWWPKIOWBQFXEE-UHFFFAOYSA-N- Molecular formula
- C10H10ClNO6
- Average molar mass
- 275.64 g/mol
- Monoisotopic mass
- 275.01966472
Overview
an amino group-directed photo-deprotection reagent; structure given in first source (-NH- in carbamate omitted?)
Names & identifiers
- Preferred name
- ((Nitroveratryl)oxy)chlorocarbamate
- IUPAC
- (4,5-dimethoxy-2-nitrophenyl)methyl carbonochloridate
- English name
- 6-Nitroveratryl chloroformate
- Molecular formula
- C10H10ClNO6
- Molecular weight
- 275.64
Names & synonyms
42855-00-5Nvoc-Cl((Nitroveratryl)oxy)chlorocarbamateDTXSID70195538RefChem:67122DTXCID101180294,5-Dimethoxy-2-nitrobenzyl carbonochloridate6-Nitroveratryl chloroformate(4,5-dimethoxy-2-nitrophenyl)methyl carbonochloridate4,5-Dimethoxy-2-nitrobenzyl chloroformateMFCD00143507SCHEMBL874473
Show more names
NVOC CHLORIDE6-Nitroveratrylchloroformate,97%6-NITROVERATRYL CHLOROFORMATE 97%Chloroformicacid6-nitroveratrylester4,5-DiMethoxy-2-nitrobenzyl chloroforMate 97%
Carbonochloridic acid, (4,5-dimethoxy-2-nitrophenyl)methyl ester6-Nitroveratryloxycarbonyl chlorideCarbonochloridic acid,(4,5-dimethoxy-2-nitrophenyl)methyl esterCS-0159617C10H10ClNO6FT-06212846-NITROVERATRYLCHLORA872805
Database identifiers
- CAS
42855-00-5- PubChem CID
- 3084878
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 90.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 5
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 307
Physicochemical properties
- Melting point
- 125 °C · 125 °C (dec.)(lit.)
- Boiling point
- 396.4 · 396.4±42.0 °C(Predicted)
- Density
- 1.399 · 1.399±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- form
- solid
- color
- Pale yellow
- Water Solubility
- Soluble in methanol, acetone. Reacts with water.
- Sensitive
- Moisture & Light Sensitive
- BRN
- 2389168 · 2389168
- Major Application
- peptide synthesis
- InChI
- InChI=1S/C10H10ClNO6/c1-16-8-3-6(5-18-10(11)13)7(12(14)15)4-9(8)17-2/h3-4H,5H2,1-2H3
- InChIKey
- RWWPKIOWBQFXEE-UHFFFAOYSA-N
- SMILES
- C(Cl)(OCC1=CC(OC)=C(OC)C=C1[N+]([O-])=O)=O
- UNSPSC Code
- 12352101 · 12352101
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 5 · GHS05
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 46 reports by companies from 5 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesSkin Corr. 1B (100%)
Safety data
- F
- 10-21
- PPE
- Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 3
- ridadr
- UN 3261 8/PG 2
- hs_code
- 2918999090
- risk_code
- 34-37
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- hazard_code
- C
- safety_code
- 26-36/37/39-45
- hazard_class
- 8
- Storage Class
- 8A - Combustible corrosive hazardous materials
- packing_group
- III
- Hazard statements
- H314
- Limited Quantities
- 1 Kg (2.2 lbs) (solid)
- Excepted Quantities
Chemistry & industry
Applications
Uses4,5-Dimethoxy-2-nitrobenzyl chloroformate is used as a reagent for protection of amines, for use in N-protection of bases in nucleotide synthesis, photochemical protecting groups in organic synthesis. It is used as pharmaceutical intermediate.
Uses4,5-Dimethoxy-2-nitrobenzyl chloroformate (NVOC-Cl) is a photolabile protecting reagent, commonly used in peptide or nucleotide synthesis to protect amines and hydroxyl groups. General applications are:Preparation of inactive, caged protein conjugates which can be activated by irradiating near-ultraviolet light.Solid-phase synthesis of base-sensitive S-acylthioethyl (SATE)-prooligonucleotides.Modification of surface properties by introducing photocleavable NVOC moiety into chitosan to control cell attachment.
Upstream & downstream products
Upstream raw materials
Suppliers54 total
上海康恩博医药科技有限公司17510465506 · [email protected]
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd+86-13119157289 · [email protected]
Related reactions
6 records
Compound notes
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