Barban
Also known as Barbamate, Barbane, Carbyne
Key facts
What buyers check first
- Appearance
- Crystalline solid
- Melting point
- 75 to 76
- Boiling point
- Degrades before boiling
- Density
- 1.403 g/cm³ at 25 °C
- Flash point
- 50 °C
- HS code
- 292429
- Category
- Herbicides
- UN number
- UN 3077

What is Barban?
Plain description, key identifiers and synonyms
Barban is a carbamate ester that is 4-chlorobut-2-yn-1-yl ester of N-(3-chlorophenyl)carbamic acid. A herbicide, it is no longer approved for use within the European Community. It has a role as a herbicide. It is a carbamate ester, an acetylenic compound and a member of monochlorobenzenes.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate
- CAS number
- 101-27-9 CAS number cross-checked
- EC number
- 202-930-4
- Molecular formula
- C11H9Cl2NO2
- UNII
- 33306K781F
- MDL number
- MFCD00045297
- InChIKey
- MCOQHIWZJUDQIC-UHFFFAOYSA-N
- InChI
- InChI=1S/C11H9Cl2NO2/c12-6-1-2-7-16-11(15)14-10-5-3-4-9(13)8-10/h3-5,8H,6-7H2,(H,14,15)
- SMILES (canonical and isomeric)
- C1=CC(=CC(=C1)Cl)NC(=O)OCC#CCCl
Synonyms
- Barbamate
- Barbane
- Carbyne
- Chlorinat
- Carbin
- Neoban
- Carbyne (herbicide)
- 4-Chlorobut-2-ynyl 3-chlorophenylcarbamate
- Fisons B25
- 4-Chloro-2-butynyl m-chlorocarbanilate
- 4-chlorobut-2-yn-1-yl (3-chlorophenyl)carbamate
- 4-Chloro-2-butynyl 3-chlorocarbanilate
- 4-Chloro-2-butynyl N-(3-chlorophenyl)carbamate
- Caryne
- Carbamic acid, (3-chlorophenyl)-, 4-chloro-2-butynyl ester
- 4-Chlorobut-2-ynyl-m-chlorocarbanilate
- RCRA waste no. U280
- Chloro-2-butynyl m-chlorocarbamate
- 4-Chloro-2-butynylm-chlorocarbanilate
- 2-Butynyl-4-chloro-m-chlorocarbanilate
- 4-Chloro-2-butynyl meta-chlorocarbanilate
- m-Chlorocarbanilic acid, 4-chloro-2-butynyl ester
- 2-Butyn-1-ol, 4-chloro-, m-chlorocarbanilate
- 4-Chloro-2-butynyl-m-chlorocarbanilate
- (4-Chlor-but-2-in-yl)-N-(3-chlor-phenyl)-carbamat
Show all 38 synonymsShow fewer synonyms
- 4-Chloro-2-butynyl m-chlorophenylcarbamate
- (4-Chloor-but-2-yn-yl)-N-(3-chloor-fenyl)-carbamaat
- (4-Cloro-but-2-in-il)-N-(3-cloro-fenil)-carbammato
- (3-Chlorophenyl)carbamic acid 4-chloro-2-butynyl ester
- Carbanilic acid, m-chloro-, 4-chloro-2-butynyl ester
- 4-Chloro-2-butynyl 3-chlorophenylcarbamate
- N-(3-Chloro phenyl) carbamate de 4-chloro 2 butynyle
- 4-chlorobut-2-yn-1-yl N-(3-chlorophenyl)carbamate
- 2-Butynyl 4-chloro-m-chlorocarbanilate
- 4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate
- N-(3-Chloro phenyl)carbamate de 4-chloro 2-butynyle
- Barbane [ISO-French]
- Carbamic acid, N-(3-chlorophenyl)-, 4-chloro-2-butyn-1-yl ester
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Crystalline solidexp.Measured value |
|---|---|
| Odour | ODORLESS SOLIDexp.Measured value |
| Melting point | 75 to 76exp.Measured value |
| Boiling point | Degrades before boilingexp.Measured value |
| Density | 1.403 g/cm³ at 25 °Cexp.Measured value |
| Flash point | 50 °Cexp.Measured value |
| Solubility | At 25 °C g/100 g solvent: benzene 32.7 g, n-butylbenzene 11.3 g, n-dodecane less than 0.1 g, n-hexane 0.14 g, isopropylbenzene less than 7.0 g, kerosene 0.39 g, toluene 25.7 g, 2,2,4-trimethylpentane more than 0.3 g, xylene 27.9 g, water…exp.Measured value |
| Vapour pressure | 3.8 × 10⁻⁷ mm Hg at 25 °Cexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 258.10 g/molcalc.Computed value |
|---|---|
| Exact mass | 257.001 Dacalc.Computed value |
| LogP (octanol/water) | 3.13calc.Computed value |
| Topological polar surface area | 38.33 Ųcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 2calc.Computed value |
| Rotatable bonds | 2calc.Computed value |
| Heavy atoms | 16calc.Computed value |
| Rings | 1calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.18calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302Harmful if swallowed.
- H317May cause an allergic skin reaction.
- H400Very toxic to aquatic life.
- H410Very toxic to aquatic life with long lasting effects.
Precautionary statements (14)
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P272Contaminated work clothing should not be allowed out of the workplace.
- P273Avoid release to the environment.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P317If swallowed: Get medical help.
- P302 + P352If on skin: Wash with plenty of water.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P333 + P317If skin irritation or rash occurs: Get medical help.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P391Collect spillage.
- P501Dispose of contents and container in accordance with local regulations.
- UN number
- UN 3077
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
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Barban price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
The active ingredient is no longer contained in any registered pesticide products ... "cancelled.".
Selective post-emergence herbicide (Former use).
For postemergence control of ... canarygrass in barley, flax, lentils, mustard (grown for oil), peas, safflower, sugar beets, wheat, semi-dwarf wheat, sunflower and soybeans. For postemergence control of Italian ryegrass in barley, flax, lentils, mustard (grown for oil), peas, safflower, sugar beets, wheat, semi-dwarf sunflower, and soybeans in California and Oregon. (Former use).
Use classes: Herbicides.
Industries and functions
Roles
- herbicide
- pesticide
How it is made
Condensation of 4-chloro-2-butyn-1-ol with m-chlorophenylisocyanate
By the reaction of 3-chlorophenyl isocyanate with 2-butyne-1,4 diol, followed by chlorination with thionyl chloride in an inert solvent.
US patent 2906614 (1959 to Spencer Chem)
Regulatory status
Inventories, regulations and trade controls that list this substance
Europe
- EU harmonised classification (CLP Annex VI)Index no: 006-020-00-6
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Barban is traded under.
Cyclic amides (including cyclic carbamates) and their derivatives, salts thereof, other
- China32.3%
- Switzerland * partner reported13.6%
- Norway * partner reported12.8%
- United States15.9%
- Ireland15.8%
- Germany11.9%
* Partner reported figures, a lower bound.
The HS code shown for Barban is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Barban, based on the data on this page
What is Barban?
What is the CAS number of Barban?
What is the molecular formula and weight of Barban?
What is Barban used for?
Is Barban hazardous?
What is the HS code of Barban?
Where can I buy Barban?
What is the price of Barban?
Guides for buyers
Practical guides that help when you source, ship or handle Barban
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, Trade and logisticsShipping dangerous goods: UN numbers, classes and packing groupsHow the UN dangerous goods system works for chemicals, from the nine classes and UN numbers to packing groups, UN packaging marks, labels, documents and segregation.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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