Click Here for 5% Off Your First Aladdin Purchase!

n-Butyllithium solution - 1.4 M in toluene, high purity , CAS No.109-72-8

  • 1.4 M in toluene
Item Number
N431405
Grouped product items
SKUSizeAvailabilityPrice Qty
N431405-100ml
100ml
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$350.90
N431405-4×100ml
4×100ml
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$1,263.90

Basic Description

SynonymsN-butyllithium|109-72-8|BUTYLLITHIUM|Lithium, butyl-|Butyl lithium|n-Butyl lithium|n-BuLi|lithium;butane|C4H9Li|LiBu|n-butyllitium|09W9A6B8ZC|MFCD00009414|lithium butane|BuLi|butyilithium|butyllitium|UNII-09W9A6B8ZC|butyl-lithium|n-butyllithiurn|n-butylli
Specifications & Purity1.4 M in toluene
Storage TempStore at 2-8°C,Argon charged
Shipped InWet ice

Names and Identifiers

IUPAC Name lithium;butane
INCHI InChI=1S/C4H9.Li/c1-3-4-2;/h1,3-4H2,2H3;/q-1;+1
InChi Key DLEDOFVPSDKWEF-UHFFFAOYSA-N
Canonical SMILES [Li+].CCC[CH2-]
Isomeric SMILES [Li+].CCC[CH2-]
WGK Germany 2
PubChem CID 61028
UN Number 3394
Packing Group I
Molecular Weight 64.06
Beilstein 1209227

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

2 results found

Lot NumberCertificate TypeDateItem
L2304303Certificate of AnalysisNov 25, 2023 N431405
L2304304Certificate of AnalysisNov 25, 2023 N431405

Chemical and Physical Properties

Flash Point(°F)10 °F
Flash Point(°C)-21℃
Boil Point(°C)80°C
Melt Point(°C)-95 °C

Safety and Hazards(GHS)

Pictogram(s) GHS08,   GHS05,   GHS07,   GHS02
Signal Danger
Hazard Statements

H260:In contact with water releases flammable gases which may ignite spontaneously

H314:Causes severe skin burns and eye damage

H302:Harmful if swallowed

H318:Causes serious eye damage

H317:May cause an allergic skin reaction

H250:Catches fire spontaneously if exposed to air

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P223:Do not allow contact with water.

P231+P232:Handle under inert gas/... Protect from moisture.

P370+P378:In case of fire: Use ... to extinguish.

P210:Keep away from heat, hot surface, sparks, open flames and other ignition sources. - No smoking.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P233:Keep container tightly closed.

P264:Wash hands [and …] thoroughly after handling.

P260:Do not breathe dust/fume/gas/mist/vapors/spray.

P222:Do not allow contact with air.

P231:Handle under inert gas.

P270:Do not eat, drink or smoke when using this product.

P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P363:Wash contaminated clothing before reuse.

P272:Contaminated work clothing should not be allowed out of the workplace.

P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention.

P362+P364:Take off contaminated clothing and wash it before reuse.

P330:Rinse mouth.

P402+P404:Store in a dry place. Store in a closed container.

P302+P335+P334:Brush off loose particles from skin. Immerse in cool water [or wrap in wet bandages].

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P301+P317:IF SWALLOWED: Get medical help.

P305+P354+P338:IF IN EYES: Immediately rinse with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing.

P317:Get emergency medical help.

P302+P361+P354:IF ON SKIN: Take off Immediately all contaminated clothing. Immediately rinse with water for several minutes.

P316:Get emergency medical help immediately.

WGK Germany 2
Class 4.2(4.3)
RIDADR UN3399 - class 4.3 - PG 1 - EHS - Organometallic substance, liquid, water-reactive, flammable, HI: all (not BR)

Related Documents

References

1. J P Parente,P Cardon,Y Leroy,J Montreuil,B Fournet,G Ricart.  (1985-08-15)  A convenient method for methylation of glycoprotein glycans in small amounts by using lithium methylsulfinyl carbanion..  Carbohydrate research,  141  ((1)): (41-47).  [PMID:4042112]
2. Madeleine A Jacobson,Paul G Williard.  (2002-01-05)  Synthesis of 2,3-disubstituted pyrroles from 3,N-dilithio-N-(tert-butyldimethylsilyl)-2-buten-1-amine..  The Journal of organic chemistry,  67  ((1)): (32-37).  [PMID:11777436]
3. Jennifer L Rutherford,Daniele Hoffmann,David B Collum.  (2002-01-10)  Consequences of correlated solvation on the structures and reactivities of RLi-diamine complexes: 1,2-addition and alpha-lithiation reactions of imines by TMEDA-solvated n-butyllithium and phenyllithium..  Journal of the American Chemical Society,  124  ((2)): (264-271).  [PMID:11782178]
4. Shinichi Itsuno,Satoshi Tanaka,Akira Hirao.  (2002-06-28)  Preparation of polymer-supported benzyllithium reagents..  Bioorganic & medicinal chemistry letters,  12  ((14)): (1853-1856).  [PMID:12086833]
5. Lawrence M Pratt,Anthony Newman,Jason St Cyr,Harry Johnson,Benjamin Miles,April Lattier,Elizabeth Austin,Susan Henderson,Brad Hershey,Ming Lin,Yuvaraju Balamraju,Laurel Sammonds,Jeffery Cheramie,Jonathan Karnes,Ellen Hymel,Brittini Woodford,Carl Carter.  (2003-08-05)  Ketone enolization with lithium dialkylamides: the effects of structure, solvation, and mixed aggregates with excess butyllithium..  The Journal of organic chemistry,  68  ((16)): (6387-6391).  [PMID:12895075]
6. Madeleine A Jacobson,Ivan Keresztes,Paul G Williard.  (2005-03-31)  On the mechanism of THF catalyzed vinylic lithiation of allylamine derivatives: structural studies using 2-D and diffusion-ordered NMR spectroscopy..  Journal of the American Chemical Society,  127  ((13)): (4965-4975).  [PMID:15796563]
7. Mark A Forman,Caitlin Moran,Joseph P Herres,Jason Stairs,Emily Chopko,Anthony Pozzessere,Michael Kerrigan,Carisa Kelly,Lisa Lowchyj,Kerry Salandria,Annemarie Gallo,Elizabeth Loutzenhiser.  (2007-03-16)  Generation and reactions of Pentacyclo[4.3.0.0(2,4).0(3,8).0(5,7)]non-4-ene..  The Journal of organic chemistry,  72  ((8)): (2996-3005).  [PMID:17358080]
8. Petra Rönnholm,Mikael Södergren,Göran Hilmersson.  (2007-08-19)  Improved and efficient synthesis of chiral N,P-ligands via cyclic sulfamidates for asymmetric addition of butyllithium to benzaldehyde..  Organic letters,  ((19)): (3781-3783).  [PMID:17696545]
9. Deyu Li,Chengzao Sun,Jia Liu,Russell Hopson,Weibin Li,Paul G Williard.  (2008-02-26)  Aggregation studies of complexes containing a chiral lithium amide and n-Butyllithium..  The Journal of organic chemistry,  73  ((6)): (2373-2381).  [PMID:18294002]
10. Bernhard J Ueberbacher,Herfried Griengl,Hansjörg Weber.  (2008-07-16)  Ortho-lithiation of free ferrocenyl alcohols: a new method for the synthesis of planar chiral ferrocene derivatives..  Chemical communications (Cambridge, England),    ((28)(28)): (3287-3289).  [PMID:18622446]
11. Przemysław J Boratyński,Ilona Turowska-Tyrk,Jacek Skarzewski.  (2008-08-09)  Stereoselective C9 carbon-carbon couplings of quinine: synthesis and conformational analysis of new C2-symmetric dimers..  The Journal of organic chemistry,  73  ((18)): (7357-7360).  [PMID:18687001]
12. Michiko Sasaki,Hidaka Ikemoto,Masatoshi Kawahata,Kentaro Yamaguchi,Kei Takeda.  (2009-03-21)  [2,3]-Wittig rearrangement of enantiomerically enriched 3-substituted 1-propenyloxy-1-phenyl-2-propen-1-yl carbanions: effect of heteroatoms and conjugating groups on planarization of an alpha-oxy-benzylcarbanion through a double bond..  Chemistry (Weinheim an der Bergstrasse, Germany),  15  ((18)): (4663-4666).  [PMID:19301333]
13. Subramanian Devaraj,Rajendra C Jagdhane,Mysore S Shashidhar.  (2009-06-11)  Relative reactivity of hydroxyl groups in inositol derivatives: role of metal ion chelation..  Carbohydrate research,  344  ((10)): (1159-1166).  [PMID:19508911]
14. Ke Kong,Daniel Romo,Changsuk Lee.  (2009-09-04)  Enantioselective total synthesis of the marine toxin (-)-gymnodimine employing a Barbier-type macrocyclization..  Angewandte Chemie (International ed. in English),  48  ((40)): (7402-7405).  [PMID:19728353]
15. Michael A Tarselli,Glenn C Micalizio.  (2009-10-09)  Aliphatic imines in titanium-mediated reductive cross-coupling: unique reactivity of Ti(O-i-Pr)4/n-BuLi..  Organic letters,  11  ((20)): (4596-4599).  [PMID:19810765]
16. Stefan Marchart,Alexey Gromov,Johann Mulzer.  (2010-02-11)  Total synthesis of the antibiotic branimycin..  Angewandte Chemie (International ed. in English),  49  ((11)): (2050-2053).  [PMID:20146291]
17. Christian Unkelbach,Hannah S Rosenbaum,Carsten Strohmann.  (2012-09-21)  Direct benzylic metalation of a phenethylamine derivative: potassium as the key to both generation and stabilization of a labile anion..  Chemical communications (Cambridge, England),  48  ((86)): (10612-10614).  [PMID:22992791]
18. Carl Redshaw,Oliver Rowe,David L Hughes,Anna-Marie Fuller,Ilich A Ibarra,Simon M Humphrey.  (2013-01-03)  New structural motifs in lithium and zinc calix[4]arene chemistry..  Dalton transactions (Cambridge, England : 2003),  42  ((6)): (1983-1986).  [PMID:23280484]
19. Shigeo Hayashi, Naomi Ueno, Akio Murase, Junji Takada,.  (2014-02-13)  Design, synthesis and structure-activity relationship studies of novel and diverse cyclooxygenase-2 inhibitors as anti-inflammatory drugs..  Journal of enzyme inhibition and medicinal chemistry,  29  ((6)): ( 846-867 ).  [PMID:24517373]
20. Mostafa Shahin,Nazila Safaei-Nikouei,Afsaneh Lavasanifar.  (2014-06-01)  Polymeric micelles for pH-responsive delivery of cisplatin..  Journal of drug targeting,  22  ((7)): (629-637).  [PMID:24878378]
21. Hiroki Mandai,Kazuhiro Omori,Daisuke Yamamoto,Toki Tsumura,Kyouta Murota,Satoshi Yamamoto,Koichi Mitsudo,Soichiro Ibaragi,Akira Sasaki,Hiroshi Maeda,Shogo Takashiba,Seiji Suga.  (2014-08-26)  Synthetic (+)-terrein suppresses interleukin-6/soluble interleukin-6 receptor induced-secretion of vascular endothelial growth factor in human gingival fibroblasts..  Bioorganic & medicinal chemistry,  22  ((19)): (5338-5344).  [PMID:25151086]
22. Hyojung Cha,Hyoung Nam Kim,Tae Kyu An,Moon Sung Kang,Soon-Ki Kwon,Yun-Hi Kim,Chan Eon Park.  (2014-08-26)  Effects of cyano-substituents on the molecular packing structures of conjugated polymers for bulk-heterojunction solar cells..  ACS applied materials & interfaces,  ((18)): (15774-15782).  [PMID:25153511]
23. André M Bienfait,Christoph Schädle,Cäcilia Maichle-Mössmer,Karl W Törnroos,Reiner Anwander.  (2014-10-17)  Europium bis(dimethylsilyl)amides including mixed-valent Eu3[N(SiHMe2)2]6[μ-N(SiHMe2)2]2..  Dalton transactions (Cambridge, England : 2003),  43  ((46)): (17324-17332).  [PMID:25318830]
24. B J Reeves,D M Shircliff,J L Shott,B M Boardman.  (2014-11-13)  Synthesis and investigation of cobalt chalcogenide clusters with thienyl phosphine ligands as new acceptor materials for P3HT..  Dalton transactions (Cambridge, England : 2003),  44  ((2)): (718-724).  [PMID:25388872]
25. Akram Ayoub,Jadson Moreira Pereira,Laurie-Eve Rioux,Sylvie L Turgeon,Martin Beaulieu,Véronique J Moulin.  (2015-01-21)  Role of seaweed laminaran from Saccharina longicruris on matrix deposition during dermal tissue-engineered production..  International journal of biological macromolecules,  75  (13-20).  [PMID:25603140]
26. Paolo Boggio,Antonio Toppino,Simonetta Geninatti Crich,Diego Alberti,Domenica Marabello,Claudio Medana,Cristina Prandi,Paolo Venturello,Silvio Aime,Annamaria Deagostino.  (2015-02-04)  The hydroboration reaction as a key for a straightforward synthesis of new MRI-NCT agents..  Organic & biomolecular chemistry,  13  ((11)): (3288-3297).  [PMID:25645198]
27. Lin Zhu,Xiao Tang,Qi Yu,Wen Lv,Hong Yan,Qiang Zhao,Wei Huang.  (2015-02-11)  Tuning the optical properties of 2-thienylpyridyl iridium complexes through carboranes and anions..  Chemistry (Weinheim an der Bergstrasse, Germany),  21  ((12)): (4721-4730).  [PMID:25663604]
28. Torben Steenbock,Alejandra Escribano,Jürgen Heck,Carmen Herrmann.  (2015-02-24)  Photoswitching Behavior of a Cyclohexene-Bridged versus a Cyclopentene-Bridged Dithienylethene System..  Chemphyschem : a European journal of chemical physics and physical chemistry,  16  ((7)): (1491-1501).  [PMID:25704168]
29. Xudong Guo,Xin Zhang,Shuangqing Wang,Shayu Li,Rui Hu,Yi Li,Guoqiang Yang.  (2015-03-31)  Sensing for intracellular thiols by water-insoluble two-photon fluorescent probe incorporating nanogel..  Analytica chimica acta,  869  (81-88).  [PMID:25818143]
30. E Ashley Gaulding,Benjamin T Diroll,E D Goodwin,Zachary J Vrtis,Cherie R Kagan,Christopher B Murray.  (2015-03-31)  Deposition of wafer-scale single-component and binary nanocrystal superlattice thin films via dip-coating..  Advanced materials (Deerfield Beach, Fla.),  27  ((18)): (2846-2851).  [PMID:25820834]
31. Erik Selander, Julia Kubanek, Mats Hamberg, Mats X Andersson, Gunnar Cervin, Henrik Pavia,.  (2015-04-29)  Predator lipids induce paralytic shellfish toxins in bloom-forming algae..  Proceedings of the National Academy of Sciences of the United States of America,  112  ((20)): ( 6395-6400 ).  [PMID:25918403]
32. Shouli Ming,Shijie Zhen,Kaiwen Lin,Li Zhao,Jingkun Xu,Baoyang Lu.  (2015-05-09)  Thiadiazolo[3,4-c]pyridine as an Acceptor toward Fast-Switching Green Donor-Acceptor-Type Electrochromic Polymer with Low Bandgap..  ACS applied materials & interfaces,  ((21)): (11089-11098).  [PMID:25955881]
33. Holger Braunschweig,Charlotte Brückner,Mehmet Ali Celik,Klaus Dück,Florian Hupp,Thomas Kramer,Johannes Krebs,Ivo Krummenacher.  (2015-06-26)  Ansa-bridged bis(benzene) titanium complexes..  Chemistry (Weinheim an der Bergstrasse, Germany),  21  ((31)): (11056-11064).  [PMID:26111216]
34. Yuqiang Ma,Bilu Liu,Anyi Zhang,Liang Chen,Mohammad Fathi,Chenfei Shen,Ahmad N Abbas,Mingyuan Ge,Matthew Mecklenburg,Chongwu Zhou.  (2015-07-01)  Reversible Semiconducting-to-Metallic Phase Transition in Chemical Vapor Deposition Grown Monolayer WSe2 and Applications for Devices..  ACS nano,  ((7)): (7383-7391).  [PMID:26125321]
35. Thomas Pugh, Floriana Tuna, Liviu Ungur, David Collison, Eric J L McInnes, Liviu F Chibotaru, Richard A Layfield,.  (2015-07-02)  Influencing the properties of dysprosium single-molecule magnets with phosphorus donor ligands..  Nature communications,    ( 7492-7492 ).  [PMID:26130418]
36. Chee Shan Lim,Zdeněk Sofer,Vlastimil Mazánek,Martin Pumera.  (2015-07-04)  Layered titanium diboride: towards exfoliation and electrochemical applications..  Nanoscale,  ((29)): (12527-12534).  [PMID:26137856]
37. Xiaotian Hu,Lie Chen,Licheng Tan,Yong Zhang,Lin Hu,Bing Xie,Yiwang Chen.  (2015-07-17)  Versatile MoS2 Nanosheets in ITO-Free and Semi-transparent Polymer Power-generating Glass..  Scientific reports,  (12161-12161).  [PMID:26177887]
38. Shigeki Kawai,Shohei Saito,Shinichiro Osumi,Shigehiro Yamaguchi,Adam S Foster,Peter Spijker,Ernst Meyer.  (2015-08-26)  Atomically controlled substitutional boron-doping of graphene nanoribbons..  Nature communications,  (8098-8098).  [PMID:26302943]
39. Debabrata Jana,Shatabdi Boxi,Partha P Parui,Binay K Ghorai.  (2015-09-09)  Planar-rotor architecture based pyrene-vinyl-tetraphenylethylene conjugated systems: photophysical properties and aggregation behavior..  Organic & biomolecular chemistry,  13  ((43)): (10663-10674).  [PMID:26347380]
40. Xiaodan Su,Jin Wang,Junjie Zhang,Lihui Yuwen,Qi Zhang,Meng Dang,Jun Tao,Xiaobo Ma,Shouju Wang,Zhaogang Teng.  (2017-02-27)  Synthesis of sandwich-like molybdenum sulfide/mesoporous organosilica nanosheets for photo-thermal conversion and stimuli-responsive drug release..  Journal of colloid and interface science,  496  (261-266).  [PMID:28235720]

Solution Calculators