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Reagents CHemistry

This document is a comprehensive list of organic chemistry reagents used in Class 11 & 12 and JEE Mains/Advanced exams, categorized by importance and detailing their functions, example reactions, and mechanisms. Each reagent is numbered and includes specific applications such as hydrogenation, oxidation, and halogenation, along with the corresponding chemical equations and mechanisms. The list serves as a reference for students preparing for chemistry examinations in India.

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0% found this document useful (0 votes)
49 views5 pages

Reagents CHemistry

This document is a comprehensive list of organic chemistry reagents used in Class 11 & 12 and JEE Mains/Advanced exams, categorized by importance and detailing their functions, example reactions, and mechanisms. Each reagent is numbered and includes specific applications such as hydrogenation, oxidation, and halogenation, along with the corresponding chemical equations and mechanisms. The list serves as a reference for students preparing for chemistry examinations in India.

Uploaded by

kaushal.c2610
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF, TXT or read online on Scribd

Class 11 & 12 + JEE Mains/Advanced — Complete Reagents List (Organic Chemistry)

Colour code: Green = Most important, Yellow = Moderately important, White = Other/reference. This consolidated list merges NCERT-level reagents and reagents commonly
tested in Indian entrance exams (Mains & Advanced).

S.No Reagent Uses (functions + chapter) Example reaction + Mechanism

1 H2 / Pd-C Hydrogenation of C=C/C≡C; reduction of nitro → amine (Hydrocarbons/Amines) RCH=CH2 + H2 → RCH2CH3. Mechanism: Heterogeneous catalytic
hydrogenation (syn addition).

2 H2 / Lindlar catalyst Partial hydrogenation of alkynes → cis-alkenes (Hydrocarbons) RC≡CR' + H2 (Lindlar) → RCH=CHR' (cis). Mechanism: Surface-catalyzed syn
addition.

3 Br2 / CCl4 Halogenation of alkenes (addition); bromination of aromatics (EAS) Alkene + Br2 → vic-dibromo. Mechanism: Electrophilic addition via bromonium
ion.

4 Cl2 / hv or Br2 / hv Free-radical halogenation of alkanes (Hydrocarbons) CH4 + Cl2 --hv--> CH3Cl + HCl. Mechanism: Radical chain
(initiation/propagation/termination).

5 NBS (N-bromosuccinimide) Allylic/benzylic bromination; radical bromination (Hydrocarbons) Allylic H abstraction → allylic bromide. Mechanism: Radical chain via Br•.

6 HBr / HCl (HX) Hydrohalogenation of alkenes (Markovnikov; anti with peroxides) CH2=CH2 + HBr → CH3CH2Br. Mechanism: Electrophilic addition via
carbocation (or radical
with ROOR).

7 Conc. H2SO4 Dehydration of alcohols → alkenes; sulfonation of aromatics; esterification catalyst ROH --conc H2SO4--> R=R' + H2O. Mechanism: E1 dehydration (carbocation) or
E2 for 1° under
some conditions.

8 Dil. H2SO4 / H3O+ Acid-catalysed hydration, hydrolysis, electrophilic additions Alkene + H2O --H+--> alcohol. Mechanism: Electrophilic addition (carbocation
intermediate).

9 KMnO4 (warm/acidic) Strong oxidation: alkenes/alkylbenzenes → carboxylic acids; oxidize alcohols Alkylbenzene → RCOOH. Mechanism: Oxidative cleavage (stepwise electron
transfer/oxygen
insertion).

10 KMnO4 (cold, dilute) Syn dihydroxylation of alkenes to give vic-diols (Hydrocarbons) RCH=CHR' + KMnO4 (cold) → RCH(OH)-CH(OH)R'. Mechanism: Concerted syn
addition.

11 K2Cr2O7 / H2SO4 (acidic dichromate) Oxidation: 1° alcohols → acids; 2° → ketones RCH2OH → RCOOH (1°). Mechanism: Chromate ester formation and elimination
(hydride
transfer-like).

12 PCC / PDC / Swern / DMP Mild oxidations: alcohol → aldehyde/ketone without overoxidation RCH2OH --PCC/DMP/Swern--> RCHO. Mechanism: Formation of activated
oxidant then hydride
transfer.

13 NaBH4 Selective reduction: aldehydes/ketones → alcohols (mild) RCHO + NaBH4 → RCH2OH. Mechanism: Nucleophilic hydride transfer to
carbonyl.

14 LiAlH4 Strong reducing agent: esters, acids, amides → alcohols/amines RCOOR' + LiAlH4 → RCH2OH + R'OH. Mechanism: Hydride transfer
(nucleophilic addition).

15 DIBAL-H Partial reduction: esters → aldehydes (low temp, 1 equiv) RCOOR' + DIBAL-H (−78°C) → RCHO. Mechanism: Controlled hydride transfer
via Al-
coordination.

16 SOCl2 (Thionyl chloride) Convert alcohols → alkyl chlorides; carboxylic acid → acyl chloride R-OH + SOCl2 → R-Cl. Mechanism: Formation of chlorosulfite intermediate →
SN2.
S.No Reagent Uses (functions + chapter) Example reaction + Mechanism

17 PBr3 / PCl5 / PCl3 Convert alcohols → alkyl halides; convert acids → acyl halides (prep) 3 R-OH + PBr3 → 3 RBr + H3PO3. Mechanism: SN2 (inversion for chiral
centres).

18 AlCl3 (Lewis acid) Catalyst for Friedel–Crafts alkylation/acylation (Aromatic EAS) Benzene + RCl --AlCl3--> R–benzene. Mechanism: Electrophile generation →
electrophilic
aromatic substitution.

19 FeCl3 / FeBr3 Catalyst for aromatic halogenation; activate halogens for EAS Benzene + Br2 --FeBr3--> Bromobenzene. Mechanism: Electrophilic aromatic
substitution via
σ-complex.

20 Conc. HNO3 + Conc. H2SO4 Nitration of aromatics (EAS) — generation of NO2+ Benzene + HNO3/H2SO4 → Nitrobenzene. Mechanism: Electrophilic aromatic
substitution via
NO2+.

21 NaNH2 (in NH3) Strong base: elimination to form alkynes; deprotonation of terminal alkynes Vic-dihalide + NaNH2 → alkyne. Mechanism: Sequential E2
eliminations/carbanion formation.

22 NaOH / KOH (aqueous) Saponification of esters → carboxylates; base-catalysed hydrolysis RCOOR' + NaOH → RCOO– + R'OH. Mechanism: Nucleophilic acyl substitution
(basic).

23 NaNO2 / HCl (0–5°C) Diazotization: primary aromatic amines → diazonium salts (Amines) Ar-NH2 + NaNO2/HCl → Ar-N2+Cl–. Mechanism: Nitrosation then conversion to
diazonium.

24 CuCl / CuBr / CuCN (Sandmeyer reagents) Sandmeyer reactions: replace diazonium with Cl/Br/CN etc. Ar-N2+ + CuCl → Ar-Cl. Mechanism: SET/radical displacement (Sandmeyer).

25 HBF4 / BF4– (Schiemann) Conversion of diazonium → aryl fluoride via diazonium tetrafluoroborate Ar-N2+ BF4– → Ar-F (thermal). Mechanism: Loss of N2 and capture by F–.

26 H3PO2 (hypophosphorous acid) Reductive deamination of diazonium salts → Ar-H (deamination) Ar-N2+ + H3PO2 → Ar-H + N2. Mechanism: Reduction with loss of N2.

27 AgNO3 / NH3 (Tollens is Ag(NH3)2+) Tollens test: oxidises aldehydes → carboxylates (silver mirror) RCHO + [Ag(NH3)2]+ → RCOO– + Ag(s). Mechanism: Hydride transfer (redox).

28 Fehling's / Benedict's Tests for reducing sugars/aldehydes (Cu2+ → Cu2O precipitate) Aldehyde + Fehling's → red Cu2O ppt. Mechanism: Redox.

29 2,4-DNP (Brady's reagent) Detects carbonyls (aldehydes/ketones) forming hydrazones RCHO + 2,4-DNP → RCH=N–NHAr (yellow/orange solid). Mechanism:
Nucleophilic addition-
elimination (condensation).

30 NaBH3CN (sodium cyanoborohydride) Selective reductive amination: reduces imines selectively to amines RCHO + R'NH2 + NaBH3CN → RCH2NR'. Mechanism: Imine formation then
hydride transfer.

31 NH2NH2 / KOH (Wolff–Kishner) Deoxygenation: carbonyls → alkanes via hydrazone under basic heat RCOCH3 --NH2NH2/KOH, heat--> RCH2CH3. Mechanism: Hydrazone formation
then elimination
(reduction).

32 Zn(Hg) / HCl (Clemmensen) Reductive removal of carbonyl groups → alkanes (acidic reduction) RCOCH3 --Zn(Hg)/HCl--> RCH2CH3. Mechanism: Metal-mediated reduction
under acidic medium.

33 SO3 / H2SO4 (fuming) (sulfonation) Sulfonation of aromatics (EAS); reversible with steam Benzene + SO3/H2SO4 → benzene sulfonic acid. Mechanism: Electrophilic
aromatic
substitution.

34 mCPBA / peracids Epoxidation of alkenes; Baeyer–Villiger oxidation contexts Alkene + mCPBA → epoxide. Mechanism: Concerted peracid O-transfer (syn).

35 OsO4 Syn dihydroxylation of alkenes → vic-diols (highly chemoselective) Alkene + OsO4 → cis-diol after hydrolysis. Mechanism: [3+2]-like concerted
complexation.

36 O3 (ozonolysis) + Zn/Me2S or H2O2 Oxidative cleavage of alkenes to carbonyl fragments RCH=CHR' --O3, Zn--> RCHO + R'CHO. Mechanism: 1,3-dipolar cycloaddition →
molozonide →
ozonide cleavage.
S.No Reagent Uses (functions + chapter) Example reaction + Mechanism

37 BH3·THF then H2O2/NaOH Anti-Markovnikov hydration of alkenes to give alcohols (syn) CH2=CH2 --BH3/THF; H2O2/NaOH--> CH3CH2OH. Mechanism: Concerted syn
(Hydroboration–oxidation) hydroboration then
oxidation to alcohol.

38 Grignard reagents (RMgX, dry ether) C–C bond formation: add to carbonyls → alcohols; carboxylation with CO2 R-MgBr + CO2 → RCO2MgBr → RCO2H (after acid). Mechanism: Nucleophilic
addition (carbanion-
like).

39 Organolithium reagents (RLi, n-BuLi) Strong base/nucleophile: metalation, deprotonation, C–C bond formation RLi + R'CHO → R-R' (after workup). Mechanism: Nucleophilic
addition/metal–halogen
exchange.

40 Preparation of RMgX / RLi (dry conditions) Preparation prerequisites for organometallics; dry ether/apparatus R-X + Mg → R-MgX in dry ether; R-X + 2Li → R-Li. Mechanism: SET to form
organometallic.

41 Ac2O / RCOCl with pyridine Acetylation/protection of amines & alcohols; prepare esters/amides (protection) R-NH2 + (CH3CO)2O → R-NHCOCH3. Mechanism: Nucleophilic acyl
substitution.

42 HCl / Zn (reduction of nitro) Reduces nitro groups → amines (lab reduction) Ar-NO2 --HCl/Zn--> Ar-NH2. Mechanism: Stepwise electron transfer reductions.

43 SOCl2 / PCl5 (acyl chloride formation) Converts carboxylic acids → acyl chlorides (activation) RCOOH + SOCl2 → RCOCl + SO2 + HCl. Mechanism: Nucleophilic acyl
substitution via
chlorosulfite.

44 NaOEt / EtONa / KOC(CH3)3 (bases) Bases for E2 eliminations and Williamson ether synthesis (SN2/E2) R-CH2-CH2-X + EtO– → Alkene (E2) or Williamson: RO– + R'-X → R-O-R'.
Mechanism: SN2 or E2
depending on substrate.

45 NaH (sodium hydride) Strong base for deprotonation (generate alkoxides for Williamson), hydrogen evolution ROH + NaH → RO– Na+ + H2. Mechanism: Acid-base deprotonation then SN2
for ether formation.

46 Ag2O (silver oxide) Mild oxidant/base; used in some substitution/oxidation tests and Tollens-like reactions Used as mild oxidant/base; mechanism depends on reaction (redox or
base-promoted).

47 Fischer esterification (H2SO4 / heat) Ester formation from acid + alcohol (acid-catalysed) RCOOH + R'OH --H+--> RCOOR' + H2O. Mechanism: Nucleophilic acyl
substitution (acid
catalysed).

48 NaOCl / Bleach Mild oxidant/chlorinating agent in lab oxidations and chlorinations Primary alcohol oxidation under some conditions. Mechanism:
Hypochlorite-mediated
oxidation.

49 Na2CO3 / NaHCO3 Acid neutralisation; distinguishes carboxylic acids by effervescence RCOOH + NaHCO3 → RCOO–Na+ + CO2. Mechanism: Acid-base neutralisation.

50 Lucas reagent (Concd HCl + ZnCl2) Classify alcohols; converts alcohols → alkyl chlorides (SN1 for 2°/3°) 3°-alcohol + Lucas → RCl (fast). Mechanism: SN1 via carbocation (2° slower, 1°
very slow).

51 Pd-BaSO4 / Rosenmund hydrogenation Selective hydrogenation of acyl chlorides → aldehydes (poisoned Pd) RCOCl --H2/Pd-BaSO4--> RCHO. Mechanism: Heterogeneous catalytic
hydrogenation with
poisoned catalyst.

52 Swern oxidation (DMSO, (COCl)2) / PCC / Mild alcohol → carbonyl oxidations without overoxidation (repeat group) RCH2OH --Swern--> RCHO. Mechanism: DMSO activation followed by hydride
DMP abstraction.

53 Acid chlorides (RCOCl) Acylating agents: form esters/amides via nucleophilic acyl substitution RCOCl + R'OH → RCOOR'. Mechanism: Tetrahedral intermediate → elimination.

54 NH3 (excess) Convert acyl chlorides/esters → amides (aminolysis) RCOCl + NH3 → RCONH2. Mechanism: Nucleophilic acyl substitution.

55 Na2Cr2O7 (acidic) Strong oxidant: similar to K2Cr2O7 for alcohol → carbonyl/acid transformations See dichromate oxidations. Mechanism: Chromate ester pathway.
S.No Reagent Uses (functions + chapter) Example reaction + Mechanism

56 HIO4 (periodic acid) Oxidative cleavage of vicinal diols → carbonyl compounds RCH(OH)-CH(OH)R' --HIO4--> RCHO + R'CHO or RCO + R'CHO. Mechanism:
Cyclic periodate ester
followed by cleavage.

57 LDA (LiN(iPr)2) Non-nucleophilic strong base: forms kinetic enolates at low temp (−78°C) Ketone + LDA (−78°C) → kinetic enolate. Mechanism: Fast deprotonation →
enolate.

58 NaH / KOtBu / t-BuOK Strong bases (NaH) and bulky bases (t-BuOK) for deprotonation/E2 (stereoselective) Base-mediated deprotonation → E2 elimination (Hoffmann with bulky base).
Mechanism: Proton
abstraction.

59 t-BuLi / n-BuLi Extremely strong organolithium bases: metalation, deprotonation, form organolithiums Used for metalation/alkynyl formation; mechanism: proton
abstraction/metal–halogen
exchange.

60 Pd catalysts (Pd(PPh3)4) — Cross-coupling C–C bond formation in modern synthesis (JEE-Adv level) Ar-Br + R-B(OH)2 --Pd(0)--> Ar-R (Suzuki). Mechanism: Oxidative addition,
Suzuki/Heck/Stille transmetalation,
reductive elimination.

61 B2Pin2 / R-B(OH)2 (boronic acids) Suzuki partners; borylation reagents for cross-coupling Ar-Br → Ar-B(OH)2 → cross-coupling. Mechanism: Transmetalation in Pd cycle.

62 Wittig reagent (Ph3P=CR2) Wittig reaction converts carbonyls → alkenes (stereoselective control) RCHO + Ph3P=CH2 → RCH=CH2. Mechanism: Formation of
betaine/oxaphosphetane → alkene +
Ph3P=O.

63 Silyl protecting groups (TMSCl / TBDMSCl) Protect alcohols as silyl ethers; deprotect with fluoride (TBAF) ROH + TBDMSCl/imidazole → RO-TBDMS; TBAF removes TBDMS. Mechanism:
& TBAF Nucleophilic
substitution at Si.

64 Appel reagents (PPh3 + CBr4) Convert alcohols → alkyl bromides under mild neutral conditions ROH + PPh3/CBr4 → RBr. Mechanism: Formation of phosphonium intermediate
→ SN2.

65 AIBN / Benzoyl peroxide Radical initiators: thermal decomposition → radicals for chain reactions Initiator → radicals → initiate radical chain halogenation/polymerisation.
Mechanism:
Homolytic cleavage → radicals.

66 R2CuLi (Gilman reagents) / CuI Organocuprates for conjugate additions and substitution of halides (milder than RLi) R2CuLi + R'X → R-R' (coupling) or conjugate addition. Mechanism: Nucleophilic
organocuprate attack.

67 Reformatsky reagent (EtO2C-CH2-ZnBr) Form β-hydroxy esters from aldehydes/ketones via nucleophilic addition Aldehyde + Reformatsky reagent → β-hydroxy ester. Mechanism: Nucleophilic
addition of
organozinc reagent.

68 Dess–Martin periodinane (DMP) / IBX Mild hypervalent iodine oxidants: alcohol → carbonyl (like PCC) RCH2OH --DMP--> RCHO. Mechanism: Formation of iodine(V) intermediate →
hydride transfer.

69 LiAlH(OtBu)3 (selective LAH) Selective hydride reducing agent: esters → aldehydes under controlled conditions RCOOR' + LiAlH(OtBu)3 → RCHO (partial reduction). Mechanism: Controlled
hydride transfer.

70 TfOH / Tf2O (triflic reagents) Strong acids/activators; make triflates (excellent leaving groups) and activate substrates ROH + Tf2O → ROTf (triflate) which is excellent leaving group. Mechanism:
Activation via
triflation.

71 TMSOTf Silyl activation/silylation and glycosylation promoters; Lewis acid Used to activate carbonyls/glycosyl donors; mechanism: silylation/activation.

72 AgNO3 / Ag2O Silver salts: assist halide abstraction, test for halides, oxidant in some cases R-X + AgNO3 → R-Ag/AgX precipitation; mechanism: halide
abstraction/Ag-mediated
substitution.
S.No Reagent Uses (functions + chapter) Example reaction + Mechanism

73 H2O2 (hydrogen peroxide) Oxidant for hydroboration-oxidation workup; green oxidant in many conversions BH2 intermediate + H2O2/NaOH → alcohol. Mechanism: Oxidative conversion
(peroxide
nucleophilic attack).

74 Ph3P=O byproduct (Wittig) Recognise triphenylphosphine oxide as byproduct of Wittig and other P-ylide reactions Formed after Wittig → Ph3P=O. Mechanism: Oxaphosphetane collapse.

75 PPh3 / DEAD (Mitsunobu) Mitsunobu reaction: invert alcohol to other functional groups via nucleophilic ROH + R'CO2H + PPh3/DEAD → R-O-CO-R' (inversion). Mechanism: Formation
substitution of phosphonium
intermediate; SN2-like.

76 HATU / DCC (peptide coupling reagents) Peptide coupling / amide bond formation in synthesis (rare in JEE but included) Carboxylic acid activation → amide. Mechanism: Formation of activated ester /
[advanced] uronium
intermediate.

77 Bromine water / Br2/Fe Electrophilic halogenation of activated aromatic rings; addition to alkenes (aqueous) Phenol + Br2 (aq) → 2,4,6-tribromophenol. Mechanism: EAS via activated ring.

78 Peroxides (ROOR) Initiate radical anti-Markovnikov addition with HBr; radical initiators HBr + Alkene + ROOR → anti-Markovnikov bromoalkane. Mechanism: Radical
chain.

79 CuCl2 / Lindlar? (transition metals for Various metal-catalyzed transformations (context-specific) Used in specialized catalytic transformations; mechanism depends on reaction
special reactions) type.

80 PCC on silica / modified reagents Solid-supported oxidations for cleaner workups (preparative contexts) Alcohol → carbonyl with PCC on silica. Mechanism: Chromate ester oxidation.

81 Phosphorus oxychloride (POCl3) Dehydration/Elimination agent (e.g., Vilsmeier reagent prep) Used to form Vilsmeier reagent or for dehydrations. Mechanism: Activation then
elimination.

82 Vilsmeier reagent (POCl3 + DMF) Formylation of activated aromatics (Vilsmeier–Haack) Aromatic + Vilsmeier → Ar-CHO (formylation). Mechanism: Electrophilic aromatic
substitution via iminium electrophile.

83 Nitric acid mixtures (HNO3/H2SO4) — Nitration contexts (included again for emphasis) See nitration entry.
repeat (nitration)

84 PCC alternative (PDC) Another chromium-based mild oxidant (PDC) for alcohol → carbonyl RCH2OH --PDC--> RCHO. Mechanism: Chromate ester oxidation.

85 Benzenesulfonyl chloride (BsCl) / Tosyl Convert alcohols → sulfonate esters (OTs/OBs) as good leaving groups; protect/activate ROH + TsCl/pyridine → ROTs (better leaving group). Mechanism: Formation of
chloride (TsCl) sulfonate ester
(nucleophilic acyl-like).

86 NaNO2 / HBF4 (Schiemann variant) Alternate route to convert diazonium → Ar-F via BF4 salt (repeat, kept) See Schiemann.

87 H2 / Pd/CaCO3 (poisoned) / Lindlar variants Selective hydrogenation variants for chemoselectivity See Lindlar/Rosenmund contexts.

88 Tollens / silver mirror repeat Analytical test (kept for completeness) See Tollens entry.

89 General acids/bases (H+, OH−; catalysts) General acid/base catalysis underlies many reactions across chapters Acid/base catalysis present in hydration, esterification, eliminations; mech: proton
transfers.

Notes: Example reactions are concise illustrations; consult standard texts for full conditions and safety. If you want a CSV/Excel version or a condensed two-page cheat-sheet
prioritized for JEE-Advanced, ask and I'll generate it.

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